Title: The Loop Holidays 2025 from £646 | Expedia.co.uk [The Loop Travel Guide](https://expedia.co.uk/Chicago-The-Loop.dx800024)[Hotels in The Loop](https://expedia.co.uk/The-Loop-Chicago-Hotels.0-n800024-0.Travel-Guide-Filter-Hotels)[Flights to Chicago](https://expedia.co.uk/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights)[Things to do in Chicago](https://expedia.co.uk/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities)[The Loop Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-The-Loop.d800024.Car-Hire-Guide) ![](https://images.trvl-media.com/place/800024/9e323a45-98da-4519-b5ca-71275e70174f.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # The Loop Holidays from £618 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to £335 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Packages with flights are ATOL protected ### Your The Loop Holiday Lose yourself in the magic of this food-lovers neighbourhood with a The Loop holiday package. From its bars and pubs and history to its festivals, there's lots here for every traveller. Kick start your trip to The Loop with a visit to nearby attractions such as [Millennium Park](https://www.expedia.co.uk/Millennium-Park-Downtown-Chicago.d6069201.Attraction), [Willis Tower](https://www.expedia.co.uk/Willis-Tower-Downtown-Chicago.d6064069.Attraction) and [Art Institute of Chicago](https://www.expedia.co.uk/Art-Institute-Of-Chicago-Downtown-Chicago.d6064021.Attraction). Expedia is here to help put your plans into action. Book your ideal The Loop holiday now. Price found within the past 48 hours. Click for updated prices. ![Level Chicago – Old Town](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/8a983359_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Level Chicago – Old Town Downtown Chicago £618 per person 8 Jan - 11 Jan found 11 hours ago Return direct flight included London (LHR) to Chicago (ORD) 9/10 Wonderful! (367 reviews) This was our first time at Level Chicago -Old Town. Last year we stayed at Level Chicago - North. Both apartments were really cozy and offered amazing views of the city. Old Town is a great place to stay, the staff overall was professional and polite. The unit was mostly clean, however, some of the towel were stained (seemed like he make up did not come off with bleach). It wasn't to my liking so I did not use them. Also, they knew we were six people but only gave 4 bath towels. I had to request additional. Another thing is that the locks in the bathroom and bedrooms were not working. It was a bit frustrating considering 6 people were sharing one bathroom. The apartment itself is very comfortable, has washer and dryer on site, which is convenient, especially when staying with children. The kitchen was equipped with all the basic needs except a good coffee machine. They have a nespresso machine but I would have rather an actual coffee machine not espresso machine. Safety was key. My family and I felt safe in the building and the area. Parking was not available in the building (the cost is $70 per night) but that wasnt an issue because we found plenty of parking right outside by the meters. Reviewed on 29 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2026-01-08/2026-01-11/?FromAirport=LHR&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=39805843&paandie=true&dealMarker=pG3JCPis9W50tJYIoEAXrRKRvDnvvj_Yj9kmhaXBeSihEOmE3H-utmKpZA5C9KKq) ![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/209f8cff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Trump International Hotel & Tower Chicago Downtown Chicago £727 per person 8 Jan - 11 Jan found 23 hours ago Return direct flight included London (LHR) to Chicago (ORD) 9.4/10 Exceptional! (1,761 reviews) Great staff, very clean rooms, overall great experience Reviewed on 31 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2026-01-08/2026-01-11/?FromAirport=LHR&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1723215&paandie=true&dealMarker=KrPL-Rst7F0pXP2KqnHyT_epO1Km2vUAnjkEvhxPgCFSytqtWyWPv5r5SEoM3Sav) ![Hilton Chicago O'Hare Airport](https://images.trvl-media.com/lodging/1000000/10000/8100/8058/ce2102d4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Chicago O'Hare Airport O'Hare £656 per person 8 Jan - 11 Jan found 23 hours ago Return direct flight included London (LHR) to Chicago (ORD) 8.2/10 Very Good! (2,141 reviews) It was okay, nothing terrible, nothing special. The staff was curteous, it waa very convienent. Reviewed on 31 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2026-01-08/2026-01-11/?FromAirport=LHR&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=8058&paandie=true&dealMarker=pG3JCPis9W50tJYIoEAXrT3pKIrLejXw_37uWusIAajXQLTjlEFofIIvsB9zSUVH) ![Waldorf Astoria Chicago](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/1040fa3a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Waldorf Astoria Chicago Downtown Chicago £985 per person 8 Jan - 11 Jan found 1 day ago Return direct flight included London (LHR) to Chicago (ORD) 9.4/10 Exceptional! (1,004 reviews) Beautiful place and service Reviewed on 29 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2026-01-08/2026-01-11/?FromAirport=LHR&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=2717582&paandie=true&dealMarker=OFeEfsqHDwqj6yHeMyxsOPR7dwI8HHOmFpRzAVHHDRi56EYFiVod3JelHX-LitaH) ![Viceroy Chicago](https://images.trvl-media.com/lodging/19000000/18620000/18614200/18614145/7bca60b9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Viceroy Chicago Downtown Chicago £646 per person 8 Jan - 11 Jan found 1 day ago Return direct flight included London (LHR) to Chicago (ORD) 9.4/10 Exceptional! (1,118 reviews) We loved the rooftop pool and the restaurant on site. The room was clean and comfortable! Reviewed on 30 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2026-01-08/2026-01-11/?FromAirport=LHR&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=18614145&paandie=true&dealMarker=KrPL-Rst7F0pXP2KqnHyT_epO1Km2vUAnjkEvhxPgCG-8DinbKrX0FaXkxW6csMz) ## Where to stay in The Loop Find the best The Loop areas and neighborhoods for the activities you enjoy most. [Learn more about The Loop](https://expedia.co.uk/Chicago-The-Loop.dx800024) ![Downtown Chicago featuring a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/332000/332072-Downtown-Chicago.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Downtown Chicago 5 out of top 10 points of interest in this area The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art. [Find hotels in Downtown Chicago](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Dest.PKG.Neighborhoods®ionId=6350699) ![Magnificent Mile - River North](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/24000/24577-Magnificent-Mile.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Magnificent Mile Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes. [Find hotels in Magnificent Mile](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Dest.PKG.Neighborhoods®ionId=800025) ![Default Image](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/543000/543369-chicago.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### River North Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city. [Find hotels in River North](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Dest.PKG.Neighborhoods®ionId=6350695) ![Chicago featuring a city and modern architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/54000/54398-Chicago.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Lincoln Park 5/5(5 area reviews) Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining. [Find hotels in Lincoln Park](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Dest.PKG.Neighborhoods®ionId=6059328) ![Chicago which includes rides](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/23000/23717-Chicago.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Theatre District While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more of the city at Washington Station or Monroe Station (Blue Line). [Find hotels in Theatre District](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Dest.PKG.Neighborhoods®ionId=651190586167894016) ## Top hotels in The Loop ![Congress Plaza Hotel](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/a9ee91b7_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Congress Plaza Hotel 520 South Michigan Avenue, Chicago, IL Fully refundableReserve now, pay when you stay £84 24 Nov - 25 Nov includes taxes & fees 7.8/10 Good! (9,611 reviews) Great Reviewed on 28 Oct 2025 [](https://expedia.co.uk/Hotel-Search?startDate=24%2F11%2F2025&endDate=25%2F11%2F2025&selected=6452&PinnedHotelID=6452&HadPinnedHotel=true®ionId=800024) ![citizenM Chicago Downtown](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/55b627dd_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### citizenM Chicago Downtown 80 East Wacker Place, Chicago, IL Fully refundableReserve now, pay when you stay £102 19 Nov - 20 Nov includes taxes & fees 9.2/10 Wonderful! (4,011 reviews) Closer parking or vale Reviewed on 28 Oct 2025 [](https://expedia.co.uk/Hotel-Search?startDate=19%2F11%2F2025&endDate=20%2F11%2F2025&selected=82652306&PinnedHotelID=82652306&HadPinnedHotel=true®ionId=800024) ![Palmer House a Hilton Hotel](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/7f542141_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Palmer House a Hilton Hotel 17 E Monroe St, Chicago, IL Fully refundableReserve now, pay when you stay £117 24 Nov - 25 Nov includes taxes & fees 8.4/10 Very Good! (2,049 reviews) Rooms are clean. It’s an iconic building in Chicago. It’s also close by many amenities in downtown and loop area. Reviewed on 29 Oct 2025 [](https://expedia.co.uk/Hotel-Search?startDate=24%2F11%2F2025&endDate=25%2F11%2F2025&selected=8079&PinnedHotelID=8079&HadPinnedHotel=true®ionId=800024) [See all 1,250 properties in The Loop](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=03%2F11%2F2025&endDate=04%2F11%2F2025®ionId=800024) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Holidays [](https://expedia.co.uk/lp/theme-holidays/all-inclusive-holidays?rfrr=editorial.All_Inclusive%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Holidays [](https://expedia.co.uk/lp/theme-holidays/beach-holidays?rfrr=editorial.Beach_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/kid-friendly-holidays?rfrr=editorial.Family_Friendly%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Holidays [](https://expedia.co.uk/lp/theme-holidays/golf-holidays?rfrr=editorial.Golf_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Holidays [](https://expedia.co.uk/lp/theme-holidays/luxury-holidays?rfrr=editorial.Luxury_Holidays.click) ![gay friendly holidays](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ+ Holidays [](https://expedia.co.uk/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ+_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Holidays [](https://expedia.co.uk/lp/theme-holidays/romantic-holidays?rfrr=editorial.Romantic_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Holidays [](https://expedia.co.uk/lp/theme-holidays/ski-holidays?rfrr=editorial.Ski_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/22/hero-image-pet-friendly_copy.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Pet Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/pet-friendly-holidays?rfrr=editorial.Pet_Friendly%20Holidays.click) ![Holiday in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.co.uk/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ## Frequently asked questions ### Why should I book my The Loop holiday with Expedia? > With great-value airfares, hotel and car hire options all in one place, Expedia makes planning your The Loop getaway easy. Plus, we can help you bundle your bookings into a package holiday so you can get even more savings. Pick from awesome retreats, add your flights and/or a car hire (and maybe also some exciting activities!) and score unbeatable prices. Had a change of plans? Expedia offers a flexible cancellation policy for many bookings. To find out more, make your way to our [Customer Service Portal link](https://www.expedia.co.uk/service/?langid=2057). ### What are the top hotels for my holiday in The Loop? > Get your trip off to a great start by locking in a room at [Canopy by Hilton Chicago Central Loop](https://www.expedia.co.uk/Chicago-Hotels-Canopy-By-Hilton-Chicago-Central-Loop.h68102878.Hotel-Information). It's one of the most sought-after properties for guests who want to be near The Loop. Another option close by is [Hilton Garden Inn Chicago Central Loop](https://www.expedia.co.uk/Chicago-Hotels-Hilton-Garden-Inn-Chicago-Central-Loop.h68102882.Hotel-Information). ### How do I get a cheap holiday to The Loop? > Creating your own The Loop holiday with Expedia is an easy way to save. We have over 400 partner airlines and 321,000 hotel options spread across the globe. With such a fantastic range to select from, you'll have no trouble putting together your dream holiday. Learn more about [how you can save money](https://www.expedia.co.uk/service/#/articles/591/2000/30416) on your holiday when you bundle your flight and hotel bookings with Expedia. ### What should I do on my The Loop holiday? > Make sure your holiday in The Loop is a memorable one by exploring its leading attractions. [McCormick Place](https://www.expedia.co.uk/McCormick-Place-South-Loop.d6069191.Attraction), [Millennium Park](https://www.expedia.co.uk/Millennium-Park-Downtown-Chicago.d6069201.Attraction), [Art Institute of Chicago](https://www.expedia.co.uk/Art-Institute-Of-Chicago-Downtown-Chicago.d6064021.Attraction) and [Soldier Field](https://www.expedia.co.uk/Soldier-Field-South-Loop.d6058043.Attraction) are just some of the things you must see while you're in the city. ### What is the best area to stay in when on holiday in The Loop? > There's lots to explore in The Loop, so stay close to its top sights and treat yourself to more time sightseeing. Millennium Park is one place to put on your to-do list. ### Do I need a visa for my The Loop holiday? > Check the latest information on official government websites. Your nationality and whether you're travelling for work or pleasure will determine if you require a visa for The Loop. Familiarise yourself with the application process, including any required documentation, fees and turnaround times. Finalise your application well in advance to allow plenty of time for processing. Some visas may take weeks or even months to go through, depending on the country and time of year. ### What should I wear on my The Loop holiday? > First, think about the types of activities you'll be doing during your The Loop trip and select versatile pieces that can be mixed and matched. For fashion inspiration or information on any dress codes, browse style blogs or social media accounts. ### What does an Expedia The Loop holiday include? > With Expedia, you can select a combination of car hires, flights and hotels to create your ideal The Loop package. Once you've made your booking, simply add on all the fun stuff like tours and experiences. Don't forget — the more you bundle, the more pounds you'll save! Expedia has all sorts of properties, with the most in-demand in The Loop including apartments and private holiday homes. Whatever retreat you're after, Expedia allows for the flexibility to customise your holiday. ### Does Expedia offer Book Now, Pay Later The Loop holidays? > Expedia has joined forces with online lender Klarna to make your next trip easier on your hip pocket. Paying in instalments means you can spread the costs of your next adventure, leaving you with more money to spend while you're away. Klarna has several payment plans to pick from, so you're sure to find one that falls within your budget. Browse these flexible payment options: > > > > - [Pay monthly holidays](https://www.expedia.co.uk/lp/b/vacations/payment-plans): Realise your holiday dreams sooner with Klarna's convenient monthly instalment plans. If making small repayments each month works for you, pick this option at checkout. > - [No-deposit holidays](https://www.expedia.co.uk/lp/b/vacations/no-deposit-holidays): Hitting the "book now" button is easier with this payment option. With no upfront fee for your escape, you can Book Now, Pay Later and start working on your travel itinerary. ### Can I choose my airline with a The Loop Expedia holiday? > Most definitely. Expedia has more than 400 partner airlines to choose from across the world. With so many choices, finding the ideal carrier to bring you to The Loop will be a cinch. ### Popular places to visit ![Millennium Park which includes autumn colours, modern architecture and street scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26436-Millennium-Park.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Millennium Park A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape. [](https://expedia.co.uk/Millennium-Park-Downtown-Chicago.d6069201.Attraction) ![Chicago Riverwalk featuring a river or creek, a bay or harbour and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/332000/332109-Chicago-Riverwalk.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Chicago Riverwalk Stroll along the waterfront of the Chicago River to pass some of the city’s most appealing attractions and appreciate how a once grim area has been successfully revamped. [](https://expedia.co.uk/Chicago-Riverwalk-Downtown-Chicago.d553248621533116610.Attraction) ![Art Institute of Chicago which includes art and interior views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/24000/24557-Art-Institute-Of-Chicago.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Art Institute of Chicago Explore a massive collection of works celebrating different cultures and historical times, from ancient Egypt to modern installations. [](https://expedia.co.uk/Art-Institute-Of-Chicago-Downtown-Chicago.d6064021.Attraction) ### Things to do ![River tour boat in Chicago](https://mediaim.expedia.com/localexpert/170432/2ab44ef1-1211-4f4f-9436-ce9a14d4241f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Architecture River Tour £37 per adult **96%** of travellers recommend [](https://expedia.co.uk/things-to-do/architecture-river-tour.a170432.activity-details) ![Skydeck Chicago Admission Ticket](https://mediaim.expedia.com/localexpert/1342523/d7dbfa90-2431-442d-b5ad-18eaa98ab71d.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Skydeck - Willis Tower Admission £33 per adult **100%** of travellers recommend [](https://expedia.co.uk/things-to-do/skydeck-willis-tower-admission.a1342523.activity-details) ![Chicago: Navy Pier Centennial Wheel Regular & Express Ticket](https://mediaim.expedia.com/localexpert/4851853/9464687e-f5ac-4a15-9285-f6e26537484c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Chicago: Navy Pier Centennial Wheel Ticket £18 per adult **84%** of travellers recommend [](https://expedia.co.uk/things-to-do/chicago-navy-pier-centennial-wheel-ticket.a4851853.activity-details) [See all activities in Chicago](https://expedia.co.uk/things-to-do/search?rid=800024) ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - Other - [2 Star Hotels in Chicago](https://www.expedia.co.uk/2Star-Chicago-Hotels.s20-0-d178248.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Chicago](https://www.expedia.co.uk/3Star-Chicago-Hotels.s30-0-d178248.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Chicago](https://www.expedia.co.uk/4Star-Chicago-Hotels.s40-0-d178248.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Chicago](https://www.expedia.co.uk/5Star-Chicago-Hotels.s50-0-d178248.Travel-Guide-Filter-Hotels) - [Hotels near Chagall's Four Seasons](https://www.expedia.co.uk/Chagalls-Four-Seasons-Hotels.0-l553248621533116569-0.Travel-Guide-Filter-Hotels) - [Serviced Apartments in Chicago](https://www.expedia.co.uk/Chicago-Apart-Hotels.d178248-aaApartHotels.Travel-Guide-Accommodation) - [Condo Rentals in Chicago](https://www.expedia.co.uk/Chicago-Condos.d178248-aaCondos.Travel-Guide-Accommodation) - [Guest Houses in Chicago](https://www.expedia.co.uk/Chicago-Guest-Houses.d178248-aaGuestHouses.Travel-Guide-Accommodation) - [Hostels in Chicago](https://www.expedia.co.uk/Chicago-Hostels.d178248-aaHostels.Travel-Guide-Accommodation) - [Sports Hotels in Chicago](https://www.expedia.co.uk/Chicago-Hotels-Adventure-Sport-Hotel.0-0-d178248-tAdventureSportHotel.Travel-Guide-Filter-Hotels) - [Affinia Hotels in Chicago](https://www.expedia.co.uk/Chicago-Hotels-Affinia.0-0-d178248--bAffinia.Travel-Guide-Filter-Hotels) - [All-Inclusive Hotels in Chicago](https://www.expedia.co.uk/Chicago-Hotels-All-Inclusive-Hotel.0-0-d178248-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Beach Resorts & in Chicago](https://www.expedia.co.uk/Chicago-Hotels-Beach-Hotels.0-0-d178248-tBeachHotels.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Chicago](https://www.expedia.co.uk/Chicago-Hotels-Boutique-Hotel.0-0-d178248-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Chicago](https://www.expedia.co.uk/Chicago-Hotels-Budget-Hotels.0-0-d178248-tBudgetHotels.Travel-Guide-Filter-Hotels) - [Business Hotels in Chicago](https://www.expedia.co.uk/Chicago-Hotels-Business-Hotel.0-0-d178248-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Casino Hotels in Chicago](https://www.expedia.co.uk/Chicago-Hotels-Casino-Hotel.0-0-d178248-tCasinoHotel.Travel-Guide-Filter-Hotels) - [Family-Friendly Hotels in Chicago](https://www.expedia.co.uk/Chicago-Hotels-Family-Friendly-Hotel.0-0-d178248-tFamilyFriendlyHotel.Travel-Guide-Filter-Hotels) - [Gay-Friendly Hotels in Chicago](https://www.expedia.co.uk/Chicago-Hotels-Gay-Friendly-Hotel.0-0-d178248-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Golf Hotels in Chicago](https://www.expedia.co.uk/Chicago-Hotels-Golf-Hotels.0-0-d178248-tGolfHotels.Travel-Guide-Filter-Hotels) - [Hilton Hotels in Chicago](https://www.expedia.co.uk/Chicago-Hotels-Hilton-Hotels.0-0-d178248--bHiltonHotels.Travel-Guide-Filter-Hotels) - [Historic Hotels in Chicago](https://www.expedia.co.uk/Chicago-Hotels-Historic-Hotel.0-0-d178248-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Hotels Suites in Chicago](https://www.expedia.co.uk/Chicago-Hotels-Hotel-Suites.0-0-d178248-thotelsuites.Travel-Guide-Filter-Hotels) - [Hotels with a Bar in Chicago](https://www.expedia.co.uk/Chicago-Hotels-Hotel-With-A-Bar.0-0-d178248-thotelwithabar.Travel-Guide-Filter-Hotels) - [Hotels with Airport Transfers in Chicago](https://www.expedia.co.uk/Chicago-Hotels-Hotel-With-Airport-Transfers.0-0-d178248-thotelwithairporttransfers.Travel-Guide-Filter-Hotels) - [Hotels with Babysitting Services in Chicago](https://www.expedia.co.uk/Chicago-Hotels-Hotel-With-Babysitting-Services.0-0-d178248-thotelwithbabysittingservices.Travel-Guide-Filter-Hotels) - [Hotels with Breakfast in Chicago](https://www.expedia.co.uk/Chicago-Hotels-Hotel-With-Breakfast.0-0-d178248-thotelwithbreakfast.Travel-Guide-Filter-Hotels) - [Hotels with Connecting Rooms in Chicago](https://www.expedia.co.uk/Chicago-Hotels-Hotel-With-Connecting-Rooms.0-0-d178248-thotelwithconnectingrooms.Travel-Guide-Filter-Hotels) - [Hotels with Early Check-in in Chicago](https://www.expedia.co.uk/Chicago-Hotels-Hotel-With-Early-Check-In.0-0-d178248-thotelwithearlycheckin.Travel-Guide-Filter-Hotels) - [Hotels with Parking in Chicago](https://www.expedia.co.uk/Chicago-Hotels-Hotel-With-Free-Parking.0-0-d178248-thotelwithfreeparking.Travel-Guide-Filter-Hotels) - [Hotels with Gym in Chicago](https://www.expedia.co.uk/Chicago-Hotels-Hotel-With-Gym.0-0-d178248-thotelwithgym.Travel-Guide-Filter-Hotels) - [Hotels with Laundry Service in Chicago](https://www.expedia.co.uk/Chicago-Hotels-Hotel-With-Laundry-Service.0-0-d178248-thotelwithlaundryservice.Travel-Guide-Filter-Hotels) - [Hotels with Parking in Chicago](https://www.expedia.co.uk/Chicago-Hotels-Hotel-With-Parking.0-0-d178248-thotelwithparking.Travel-Guide-Filter-Hotels) - [Hotels with Balcony in Chicago](https://www.expedia.co.uk/Chicago-Hotels-Hotels-With-Balcony.0-0-d178248-tHotelswithBalcony.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Chicago](https://www.expedia.co.uk/Chicago-Hotels-Hotels-With-Hot-Tubs.0-0-d178248-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Hotels with Indoor Pools in Chicago](https://www.expedia.co.uk/Chicago-Hotels-Hotels-With-Indoor-Pools.0-0-d178248-tHotelswithIndoorPools.Travel-Guide-Filter-Hotels) - [Hotels with Pool in Chicago](https://www.expedia.co.uk/Chicago-Hotels-Hotels-With-Pool.0-0-d178248-tHotelswithPool.Travel-Guide-Filter-Hotels) - [Hotels with smoking rooms in Chicago](https://www.expedia.co.uk/Chicago-Hotels-Hotels-With-Smoking-Rooms.0-0-d178248-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels) - [Lakeside Hotels in Chicago](https://www.expedia.co.uk/Chicago-Hotels-Lakeside-Hotel.0-0-d178248-tlakesidehotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Chicago](https://www.expedia.co.uk/Chicago-Hotels-Luxury-Hotel.0-0-d178248-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Onefinestay Hotels in Chicago](https://www.expedia.co.uk/Chicago-Hotels-Onefinestay.0-0-d178248--bonefinestay.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Chicago](https://www.expedia.co.uk/Chicago-Hotels-Pet-Friendly-Hotel.0-0-d178248-tPetFriendlyHotel.Travel-Guide-Filter-Hotels) - [Riverside Hotels in Chicago](https://www.expedia.co.uk/Chicago-Hotels-Riverside-Hotel.0-0-d178248-triversidehotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Chicago](https://www.expedia.co.uk/Chicago-Hotels-Romantic-Hotel.0-0-d178248-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Chicago](https://www.expedia.co.uk/Chicago-Hotels-Spa-Hotels.0-0-d178248-tSpaHotels.Travel-Guide-Filter-Hotels) - [Hotels with Waterpark in Chicago](https://www.expedia.co.uk/Chicago-Hotels-Waterpark-Hotel.0-0-d178248-twaterparkhotel.Travel-Guide-Filter-Hotels) - [Chicago Hotels](https://www.expedia.co.uk/Chicago-Hotels.d178248.Travel-Guide-Hotels) - [Motels in Chicago](https://www.expedia.co.uk/Chicago-Motels.d178248-aaMotels.Travel-Guide-Accommodation) - [Hotels near Chicago Theatre](https://www.expedia.co.uk/Chicago-Theatre-Hotels.0-l6064049-0.Travel-Guide-Filter-Hotels) - [Hotels near Clark-Lake Station](https://www.expedia.co.uk/Clark-Lake-Station-Hotels.d6210081.Travel-Guide-Hotels) - [Hotels near Daley Plaza](https://www.expedia.co.uk/Daley-Plaza-Hotels.0-l553248621533116574-0.Travel-Guide-Filter-Hotels) - [Downtown Chicago Hotels](https://www.expedia.co.uk/Downtown-Chicago-Chicago-Hotels.0-n6350699-0.Travel-Guide-Filter-Hotels) - [Theatre District Hotels](https://www.expedia.co.uk/Theatre-District-Chicago-Hotels.0-n651190586167894016-0.Travel-Guide-Filter-Hotels) - [Flights to Chicago](https://www.expedia.co.uk/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights) - [Flights from Chicago](https://www.expedia.co.uk/lp/flights/178248/flights-from-chicago) - [Advocate Illinois Masonic Medical Center](https://www.expedia.co.uk/Advocate-Illinois-Masonic-Medical-Center-Lakeview.d6182910.Attraction) - [American Medical Association Headquarters](https://www.expedia.co.uk/American-Medical-Association-Headquarters-Downtown-Chicago.d6227758.Attraction) - [Art Institute of Chicago](https://www.expedia.co.uk/Art-Institute-Of-Chicago-Downtown-Chicago.d6064021.Attraction) - [Cibc Theatre](https://www.expedia.co.uk/CIBC-Theatre-Downtown-Chicago.d553248621563220853.Attraction) - [Central Chicago Holidays](https://www.expedia.co.uk/Central-Chicago.d553248635976475413.Holidays-City-Breaks) - [Visit Downtown Chicago](https://www.expedia.co.uk/Chicago-Downtown-Chicago.dx6350699) - [Chicago Harbor Lighthouse](https://www.expedia.co.uk/Chicago-Harbor-Lighthouse-Chicago.d6064039.Attraction) - [Chicago Riverwalk](https://www.expedia.co.uk/Chicago-Riverwalk-Downtown-Chicago.d553248621533116610.Attraction) - [Visit Theatre District](https://www.expedia.co.uk/Chicago-Theatre-District.dx651190586167894016) - [Chicago Theatre](https://www.expedia.co.uk/Chicago-Theatre-Downtown-Chicago.d6064049.Attraction) - [Chicago Water Tower](https://www.expedia.co.uk/Chicago-Water-Tower-Downtown-Chicago.d6064051.Attraction) - [Chicago Holidays](https://www.expedia.co.uk/Chicago.d178248.Holidays-City-Breaks) - [Visit Chicago](https://www.expedia.co.uk/Chicago.dx178248) - [Cloud Gate](https://www.expedia.co.uk/Cloud-Gate-Downtown-Chicago.d6182888.Attraction) - [Downtown Chicago Holidays](https://www.expedia.co.uk/Downtown-Chicago.d6350699.Holidays-City-Breaks) - [Grace Abbott Homes Holidays](https://www.expedia.co.uk/Grace-Abbott-Homes.d6132393.Holidays-City-Breaks) - [Grant Park](https://www.expedia.co.uk/Grant-Park-Downtown-Chicago.d507389.Attraction) - [John Hancock Center](https://www.expedia.co.uk/John-Hancock-Center-Downtown-Chicago.d6065131.Attraction) - [Lakeview Holidays](https://www.expedia.co.uk/Lakeview.d178166.Holidays-City-Breaks) - [Lincoln Hall](https://www.expedia.co.uk/Lincoln-Hall-Lincoln-Park.d6322621.Attraction) - [Lincoln Park Conservatory](https://www.expedia.co.uk/Lincoln-Park-Conservatory-Lincoln-Park.d6065145.Attraction) - [Lincoln Park Zoo](https://www.expedia.co.uk/Lincoln-Park-Zoo-Lincoln-Park.d6065147.Attraction) - [Lincoln Park Holidays](https://www.expedia.co.uk/Lincoln-Park.d6059328.Holidays-City-Breaks) - [Magnificent Mile Holidays](https://www.expedia.co.uk/Magnificent-Mile.d800025.Holidays-City-Breaks) - [Merchandise Mart](https://www.expedia.co.uk/Merchandise-Mart-Downtown-Chicago.d6069193.Attraction) - [Michigan Avenue](https://www.expedia.co.uk/Michigan-Avenue-Downtown-Chicago.d6156167.Attraction) - [Millennium Park](https://www.expedia.co.uk/Millennium-Park-Downtown-Chicago.d6069201.Attraction) - [Navy Pier](https://www.expedia.co.uk/Navy-Pier-Downtown-Chicago.d6069215.Attraction) - [Sr Crown Hall](https://www.expedia.co.uk/SR-Crown-Hall-Bronzeville.d553248621533116346.Attraction) - [Shops at North Bridge](https://www.expedia.co.uk/Shops-At-North-Bridge-Downtown-Chicago.d6227764.Attraction) - [South Loop Holidays](https://www.expedia.co.uk/South-Loop.d6130108.Holidays-City-Breaks) - [United Center](https://www.expedia.co.uk/United-Center-Near-West-Side.d6064077.Attraction) - [Willis Tower](https://www.expedia.co.uk/Willis-Tower-Downtown-Chicago.d6064069.Attraction) - [Alamo Rent A Car Rental Cars in Chicago](https://www.expedia.co.uk/Alamo-Rent-A-Car-Car-Rentals-In-Chicago.d178248-c6.Car-Rental-Guide-Suppliers) - [Car hire near Chicago Loop Synagogue](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Chicago-Loop-Synagogue.d553248621555594887.Car-Hire-Guide) - [Car hire near Chicago](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Chicago.d178248.Car-Hire-Guide) - [Convertible Car Hire in Chicago](https://www.expedia.co.uk/Convertible-Car-Rentals-In-Chicago.d178248-tConvertible.Car-Rental-Guide-Class) - [Economy Car Hire in Chicago](https://www.expedia.co.uk/Economy-Car-Rentals-In-Chicago.d178248-tEconomy.Car-Rental-Guide-Class) - [Enterprise Rental Cars in Chicago](https://www.expedia.co.uk/Enterprise-Car-Rentals-In-Chicago.d178248-c15.Car-Rental-Guide-Suppliers) - [Pickup Car Hire in Chicago](https://www.expedia.co.uk/Pickup-Car-Rentals-In-Chicago.d178248-tPickup.Car-Rental-Guide-Class) - [Suv Car Hire in Chicago](https://www.expedia.co.uk/SUV-Car-Rentals-In-Chicago.d178248-tSUV.Car-Rental-Guide-Class) - [Sports Car Car Hire in Chicago](https://www.expedia.co.uk/Sportscar-Car-Rentals-In-Chicago.d178248-tSportscar.Car-Rental-Guide-Class) - [People Carrier Car Hire in Chicago](https://www.expedia.co.uk/Van-Car-Rentals-In-Chicago.d178248-tVan.Car-Rental-Guide-Class) - [Chicago Holiday Rentals](https://www.expedia.co.uk/Chicago-Holiday-Rentals.d178248.Travel-Guide-HolidayRentals) - [Things to do in Chicago](https://www.expedia.co.uk/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.