Title: Downtown Chicago Holidays 2025 from £827 | Expedia.co.uk [Downtown Chicago Travel Guide](https://expedia.co.uk/Chicago-Downtown-Chicago.dx6350699)[Hotels in Downtown Chicago](https://expedia.co.uk/Downtown-Chicago-Chicago-Hotels.0-n6350699-0.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)[Downtown Chicago Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Downtown-Chicago.d6350699.Car-Hire-Guide) ![](https://images.trvl-media.com/place/6350699/f8ae2db6-94cc-4898-aa46-e275588c3787.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Downtown Chicago Holidays from £956 ## 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 Downtown Chicago Holiday Reserving a Downtown Chicago holiday package is an ideal way to get to know this neighbourhood. From its well-known places to its little-known secrets, you won't be short of new adventures. Hoping to explore the sights during your trip to Downtown Chicago? Make sure you stop by nearby attractions like [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 will help put your travel plans into action. Book your dream Downtown Chicago holiday today. Price found within the past 48 hours. Click for updated prices. ![theWit Chicago, a Hilton Hotel](https://images.trvl-media.com/lodging/3000000/2470000/2463500/2463437/018283db_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### theWit Chicago, a Hilton Hotel Downtown Chicago £956 per person 14 Dec - 19 Dec found 1 day ago Return direct flight included London (LHR) to Chicago (ORD) 9/10 Wonderful! (1,011 reviews) Our guests that are not from Chicago there should be some sort of a quick tips handout that gives an overview of the events that are taking place over the next week popular restaurants things that are within walking distance of the hotel Reviewed on 20 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-12-14/2025-12-19/?FromAirport=LHR&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=2463437&paandie=true&dealMarker=pqldusvS2tnKqL6Byxfl1iG1m53RQo8A3T1dpnsblnmDnl91erQXAzJkgpN9TErU) ![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 £1,368 per person 14 Dec - 19 Dec found 1 day 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/2025-12-14/2025-12-19/?FromAirport=LHR&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1723215&paandie=true&dealMarker=pqldusvS2tnKqL6Byxfl1nEr6J9jydO6zoc5S3AE4xR3GqxGiCbiAUldIQYsbcQg) ![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 £1,044 per person 14 Dec - 19 Dec found 1 day 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/2025-12-14/2025-12-19/?FromAirport=LHR&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=39805843&paandie=true&dealMarker=pqldusvS2tnKqL6Byxfl1i0EH1muqe8479nwVictlHqv1sfQaM9qxnu2r1HlWiST) ![Pendry Chicago](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/8007d2c6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pendry Chicago Downtown Chicago £1,001 per person 14 Dec - 19 Dec found 1 day ago Return direct flight included London (LHR) to Chicago (ORD) 9.4/10 Exceptional! (1,110 reviews) We loved the Pendry! Reviewed on 27 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-12-14/2025-12-19/?FromAirport=LHR&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=982552&paandie=true&dealMarker=pqldusvS2tnKqL6Byxfl1uqtOIwHj0tvOE5-xGDOsuctlP2TocPil4yGkvihSAwa) ![The Emily Hotel](https://images.trvl-media.com/lodging/20000000/19390000/19381200/19381112/e58430ff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Emily Hotel Downtown Chicago £1,041 per person 14 Dec - 19 Dec found 1 day ago Return direct flight included London (LHR) to Chicago (ORD) 9.2/10 Wonderful! (1,248 reviews) Excellent stay. The hotel staff is very courteous and helpful, and the location is great! Reviewed on 28 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-12-14/2025-12-19/?FromAirport=LHR&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=19381112&paandie=true&dealMarker=pqldusvS2tnKqL6Byxfl1uqtOIwHj0tvOE5-xGDOsue0fC7MN7s8lIhF94qmpgWE) ## Where to stay in Downtown Chicago Find the best Downtown Chicago areas and neighborhoods for the activities you enjoy most. [Learn more about Downtown Chicago](https://expedia.co.uk/Chicago-Downtown-Chicago.dx6350699) ![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) ![The Loop - Downtown featuring a river or creek](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/192000/192013-The-Loop-Downtown.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### The Loop 4.5/5(187 area reviews) Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean. [Find hotels in The Loop](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Dest.PKG.Neighborhoods®ionId=800024) ![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 Downtown Chicago ![Embassy Suites by Hilton Chicago Downtown River North](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/w3840h2859x0y0-5fc518eb_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Embassy Suites by Hilton Chicago Downtown River North 600 N State St, Chicago, IL Fully refundableReserve now, pay when you stay £113 16 Nov - 17 Nov includes taxes & fees 8.4/10 Very Good! (5,174 reviews) Completely fell in love with the hotel! Reviewed on 30 Oct 2025 [](https://expedia.co.uk/Hotel-Search?startDate=16%2F11%2F2025&endDate=17%2F11%2F2025&selected=11580&PinnedHotelID=11580&HadPinnedHotel=true®ionId=6350699) ![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=6350699) ![Hilton Chicago/Magnificent Mile Suites](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/f21f6764_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Chicago/Magnificent Mile Suites 198 E Delaware Pl, Chicago, IL Fully refundableReserve now, pay when you stay £98 16 Nov - 17 Nov includes taxes & fees 8.8/10 Excellent! (3,205 reviews) All was well Reviewed on 31 Oct 2025 [](https://expedia.co.uk/Hotel-Search?startDate=16%2F11%2F2025&endDate=17%2F11%2F2025&selected=18514&PinnedHotelID=18514&HadPinnedHotel=true®ionId=6350699) [See all 1,742 properties in Downtown Chicago](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=01%2F11%2F2025&endDate=02%2F11%2F2025®ionId=6350699) 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 Downtown Chicago holiday with Expedia? > Expedia has your back for every detail of your next Downtown Chicago holiday. You'll always get the best deal possible, but when you bundle your flights, hotel and/or car hire into a holiday package, you'll save even more. Want to truly make the most of your escape? Add some awesome tours and activities to your package. We offer flexible cancellation policies on most bookings, so you won't need to worry if you have to change your plans. Head over to our [Customer Service Portal link](https://www.expedia.co.uk/service/?langid=2057) to find out more. ### How do I get a cheap holiday to Downtown Chicago? > Secure flights that fit your busy schedule, add a hotel room to your booking and watch how much you save with a Downtown Chicago holiday. It's as simple as that! From hotels and flights to hire cars and tours, Expedia makes travelling cheaply a cinch. And with more than 400 air carriers and 321,000 hotel options globally to select from, you'll never be short of choice. Learn more about [how you can save money](https://www.expedia.co.uk/service/#/articles/591/2000/30416) on your holiday when you combine your flight and hotel bookings with Expedia. ### What should I do on my Downtown Chicago holiday? > There are plenty of things to put on your travel itinerary during your holiday in Downtown Chicago. [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), [Art Institute of Chicago](https://www.expedia.co.uk/Art-Institute-Of-Chicago-Downtown-Chicago.d6064021.Attraction) and [John Hancock Centre](https://www.expedia.co.uk/John-Hancock-Center-Downtown-Chicago.d6065131.Attraction) are a few of the major attractions. ### Do I need a visa for my Downtown Chicago holiday? > Research the latest information on official government websites. Your nationality and whether you're visiting for study, leisure or business will determine if you need a visa for Downtown Chicago. Familiarise yourself with the application process, including the required documentation, fees and turnaround times. Finalise your application well in advance to allow sufficient processing time. Some visas may take many weeks or even months to obtain, depending on the country and time of year. ### What should I wear on my Downtown Chicago holiday? > Though everyone's style varies, it can help to have some guidelines for what to bring during your holiday in Downtown Chicago. Think about browsing style blogs before you head off for inspiration on local dress codes or fashion trends. ### What does an Expedia Downtown Chicago holiday include? > Flights, hotels and hire cars — you'll find them all here. With Expedia, you can create your Downtown Chicago travel package however you want. All you have to do is decide exactly what you need. Once you've made your booking, why not add extras like activities and tours? The more you bundle, the greater the savings! Expedia has a wide selection of properties in Downtown Chicago, allowing you the freedom to personalise your holiday. Apartments and private holiday homes are two of the most sought-after stays for our customers here. ### Does Expedia offer Book Now, Pay Later Downtown Chicago holidays? > We do. Expedia has joined forces with online lender Klarna to help you easily pay for your trip in instalments. Simply pick the payment plan that works for you during checkout and take the stress out of budgeting for your next trip. Make sure you bundle your flights, car hire and hotel with Expedia to get the biggest bang for your travel buck. Browse our flexible payment options below: > > > > - [Pay monthly holidays](https://www.expedia.co.uk/lp/b/vacations/payment-plans): Jet off on that dream holiday sooner with Klarna's manageable monthly instalment plans. If paying in multiple transactions sounds right for you, choose this option at checkout. > - [No-deposit holidays](https://www.expedia.co.uk/lp/b/vacations/no-deposit-holidays): Pressing the "book now" button is easier with this payment plan. With no deposit required for your escape, you can Book Now, Pay Later and get on your way. ### Can I choose my airline with a Downtown Chicago Expedia holiday? > Yes, and with more than 400 airlines to pick from globally, you're spoiled for choice. Have a look through the available options and see which airline suits your budget and needs. ### Popular places to visit ![Magnificent Mile - River North which includes street scenes, signage and night scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/23000/23728-Magnificent-Mile.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Michigan Avenue 4.5/5(14 reviews) You can find the perfect gifts to bring home when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants. [](https://expedia.co.uk/Michigan-Avenue-Downtown-Chicago.d6156167.Attraction) ![Navy Pier](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/54000/54738-Navy-Pier-Chicago.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Navy Pier 4/5(125 reviews) A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district. [](https://expedia.co.uk/Navy-Pier-Downtown-Chicago.d6069215.Attraction) ![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 4.5/5(147 reviews) 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) ### 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=6350699) ## Explore a world of travel with Expedia - 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[B&B in Central Chicago](https://www.expedia.co.uk/Central-Chicago-Bed-And-Breakfasts.d553248635976475413-aaBedAndBreakfasts.Travel-Guide-Accommodation) - [Cabin Rentals in Central Chicago](https://www.expedia.co.uk/Central-Chicago-Cabins.d553248635976475413-aaCabins.Travel-Guide-Accommodation) - [Cheap Hotels in Central Chicago](https://www.expedia.co.uk/Central-Chicago-Hotels-Budget-Hotels.0-0-d553248635976475413-tBudgetHotels.Travel-Guide-Filter-Hotels) - [Marriott Hotels & Resorts in Central Chicago](https://www.expedia.co.uk/Central-Chicago-Hotels-Marriott-Hotels-Resorts.0-0-d553248635976475413--bMarriottHotelsResorts.Travel-Guide-Filter-Hotels) - [Central Chicago Hotels](https://www.expedia.co.uk/Central-Chicago-Hotels.d553248635976475413.Travel-Guide-Hotels) - [Holiday Homes in Central Chicago](https://www.expedia.co.uk/Central-Chicago-Private-Holiday-Homes.d553248635976475413-aaPrivateHolidayHomes.Travel-Guide-Accommodation) - [Cheap Hotels in Chicago](https://www.expedia.co.uk/Chicago-Hotels-Budget-Hotels.0-0-d178248-tBudgetHotels.Travel-Guide-Filter-Hotels) - [Chicago Hotels](https://www.expedia.co.uk/Chicago-Hotels.d178248.Travel-Guide-Hotels) - [Hotels near Chicago Riverwalk](https://www.expedia.co.uk/Chicago-Riverwalk-Hotels.0-l553248621533116610-0.Travel-Guide-Filter-Hotels) - [Hotels near Chicago Theatre](https://www.expedia.co.uk/Chicago-Theatre-Hotels.0-l6064049-0.Travel-Guide-Filter-Hotels) - [Hotels near Cloud Gate](https://www.expedia.co.uk/Cloud-Gate-Hotels.0-l6182888-0.Travel-Guide-Filter-Hotels) - [Hotels near House of Blues Chicago](https://www.expedia.co.uk/House-Of-Blues-Chicago-Hotels.0-l6227753-0.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Magnificent Mile](https://www.expedia.co.uk/Magnificent-Mile-Chicago-Hotels-Boutique-Hotel.0-n800025-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Magnificent Mile](https://www.expedia.co.uk/Magnificent-Mile-Chicago-Hotels-Budget-Hotels.0-n800025-0-tBudgetHotels.Travel-Guide-Filter-Hotels) - [Family-Friendly Hotels in Magnificent Mile](https://www.expedia.co.uk/Magnificent-Mile-Chicago-Hotels-Family-Friendly-Hotel.0-n800025-0-tFamilyFriendlyHotel.Travel-Guide-Filter-Hotels) - [Gay-Friendly Hotels in Magnificent Mile](https://www.expedia.co.uk/Magnificent-Mile-Chicago-Hotels-Gay-Friendly-Hotel.0-n800025-0-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Hotels with Indoor Pools in Magnificent Mile](https://www.expedia.co.uk/Magnificent-Mile-Chicago-Hotels-Hotels-With-Indoor-Pools.0-n800025-0-tHotelswithIndoorPools.Travel-Guide-Filter-Hotels) - [Magnificent Mile Hotels](https://www.expedia.co.uk/Magnificent-Mile-Chicago-Hotels.0-n800025-0.Travel-Guide-Filter-Hotels) - [Hotels near Michigan Avenue](https://www.expedia.co.uk/Michigan-Avenue-Hotels.0-l6156167-0.Travel-Guide-Filter-Hotels) - [Hotels near Millennium Park](https://www.expedia.co.uk/Millennium-Park-Hotels.0-l6069201-0.Travel-Guide-Filter-Hotels) - [Hotels near Northwestern Memorial Hospital](https://www.expedia.co.uk/Northwestern-Memorial-Hospital-Hotels.0-l6175159-0.Travel-Guide-Filter-Hotels) - [Hotels near Pritzker Pavilion](https://www.expedia.co.uk/Pritzker-Pavilion-Hotels.0-l6064057-0.Travel-Guide-Filter-Hotels) - [Hotels near Shops at North Bridge](https://www.expedia.co.uk/Shops-At-North-Bridge-Hotels.0-l6227764-0.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Streeterville](https://www.expedia.co.uk/Streeterville-Chicago-Hotels-Boutique-Hotel.0-n6130109-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Golf Hotels in Streeterville](https://www.expedia.co.uk/Streeterville-Chicago-Hotels-Golf-Hotels.0-n6130109-0-tGolfHotels.Travel-Guide-Filter-Hotels) - [Streeterville Hotels](https://www.expedia.co.uk/Streeterville-Chicago-Hotels.0-n6130109-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in The Loop](https://www.expedia.co.uk/The-Loop-Chicago-Hotels-Budget-Hotels.0-n800024-0-tBudgetHotels.Travel-Guide-Filter-Hotels) - [Hotels with Laundry Service in The Loop](https://www.expedia.co.uk/The-Loop-Chicago-Hotels-Hotel-With-Laundry-Service.0-n800024-0-thotelwithlaundryservice.Travel-Guide-Filter-Hotels) - [The Loop Hotels](https://www.expedia.co.uk/The-Loop-Chicago-Hotels.0-n800024-0.Travel-Guide-Filter-Hotels) - [Flights to Central Chicago](https://www.expedia.co.uk/Cheap-Flights-To-Central-Chicago.d553248635976475413.Travel-Guide-Flights) - [Flights to Chicago](https://www.expedia.co.uk/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights) - [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) - [Chicago Harbor Lighthouse](https://www.expedia.co.uk/Chicago-Harbor-Lighthouse-Chicago.d6064039.Attraction) - [Visit Magnificent Mile](https://www.expedia.co.uk/Chicago-Magnificent-Mile.dx800025) - [Chicago Riverwalk](https://www.expedia.co.uk/Chicago-Riverwalk-Downtown-Chicago.d553248621533116610.Attraction) - [Visit The Loop](https://www.expedia.co.uk/Chicago-The-Loop.dx800024) - [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) - [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) - [The Loop Holidays](https://www.expedia.co.uk/The-Loop.d800024.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) - [Adults Only Holiday Packages Central Chicago](https://www.expedia.co.uk/lp/theme-holidays/adults-only-holidays/553248635976475413/Central-Chicago) - [Honeymoon Holiday Packages Central Chicago](https://www.expedia.co.uk/lp/theme-holidays/honeymoon-holidays/553248635976475413/Central-Chicago) - [Luxury Holiday Packages Central Chicago](https://www.expedia.co.uk/lp/theme-holidays/luxury-holidays/553248635976475413/Central-Chicago) - [Alamo Rent A Car Rental Cars in Central Chicago](https://www.expedia.co.uk/Alamo-Rent-A-Car-Car-Rentals-In-Central-Chicago.d553248635976475413-c6.Car-Rental-Guide-Suppliers) - [Budget Rental Cars in Central Chicago](https://www.expedia.co.uk/Budget-Car-Rentals-In-Central-Chicago.d553248635976475413-c39.Car-Rental-Guide-Suppliers) - [Car hire near Aon Center](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Aon-Center.d6064015.Car-Hire-Guide) - [Car hire near Chicago](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Chicago.d178248.Car-Hire-Guide) - [Car hire near Cloud Gate](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Cloud-Gate.d6182888.Car-Hire-Guide) - [Car hire near Magnificent Mile](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Magnificent-Mile.d800025.Car-Hire-Guide) - [Car hire near Millennium Park](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Millennium-Park.d6069201.Car-Hire-Guide) - [Dollar Rent A Car Rental Cars in Central Chicago](https://www.expedia.co.uk/Dollar-Rent-A-Car-Car-Rentals-In-Central-Chicago.d553248635976475413-c43.Car-Rental-Guide-Suppliers) - [Europcar Rental Cars in Central Chicago](https://www.expedia.co.uk/Europcar-Car-Rentals-In-Central-Chicago.d553248635976475413-c14.Car-Rental-Guide-Suppliers) - [Full-Size Car Hire in Central Chicago](https://www.expedia.co.uk/Fullsize-Car-Rentals-In-Central-Chicago.d553248635976475413-tFullsize.Car-Rental-Guide-Class) - [Hertz Rental Cars in Central Chicago](https://www.expedia.co.uk/Hertz-Car-Rentals-In-Central-Chicago.d553248635976475413-c40.Car-Rental-Guide-Suppliers) - [Luxury Car Hire in Central Chicago](https://www.expedia.co.uk/Luxury-Car-Rentals-In-Central-Chicago.d553248635976475413-tLuxury.Car-Rental-Guide-Class) - [Mini Car Hire in Central Chicago](https://www.expedia.co.uk/Mini-Car-Rentals-In-Central-Chicago.d553248635976475413-tMini.Car-Rental-Guide-Class) - [Premium Car Hire near Aon Center](https://www.expedia.co.uk/Premium-Car-Rentals-In-Aon-Center.d6064015-tPremium.Car-Rental-Guide-Class) - [Premium Car Hire in Central Chicago](https://www.expedia.co.uk/Premium-Car-Rentals-In-Central-Chicago.d553248635976475413-tPremium.Car-Rental-Guide-Class) - [Premium Car Hire near Millennium Park](https://www.expedia.co.uk/Premium-Car-Rentals-In-Millennium-Park.d6069201-tPremium.Car-Rental-Guide-Class) - [Suv Car Hire in Central Chicago](https://www.expedia.co.uk/SUV-Car-Rentals-In-Central-Chicago.d553248635976475413-tSUV.Car-Rental-Guide-Class) - [Sixt Rental Cars in Central Chicago](https://www.expedia.co.uk/Sixt-Car-Rentals-In-Central-Chicago.d553248635976475413-c35.Car-Rental-Guide-Suppliers) - [Sports Car Car Hire near Millennium Park](https://www.expedia.co.uk/Sportscar-Car-Rentals-In-Millennium-Park.d6069201-tSportscar.Car-Rental-Guide-Class) - [Standard Car Hire in Central Chicago](https://www.expedia.co.uk/Standard-Car-Rentals-In-Central-Chicago.d553248635976475413-tStandard.Car-Rental-Guide-Class) - [Thrifty Car Rental Rental Cars in Central Chicago](https://www.expedia.co.uk/Thrifty-Car-Rental-Car-Rentals-In-Central-Chicago.d553248635976475413-c45.Car-Rental-Guide-Suppliers) - [People Carrier Car Hire near Cloud Gate](https://www.expedia.co.uk/Van-Car-Rentals-In-Cloud-Gate.d6182888-tVan.Car-Rental-Guide-Class) - [Central Chicago Holiday Rentals](https://www.expedia.co.uk/Central-Chicago-Holiday-Rentals.d553248635976475413.Travel-Guide-HolidayRentals) - [Chicago Holiday Rentals](https://www.expedia.co.uk/Chicago-Holiday-Rentals.d178248.Travel-Guide-HolidayRentals) - [Things to do in Central Chicago](https://www.expedia.co.uk/Things-To-Do-In-Central-Chicago.d553248635976475413.Travel-Guide-Activities) - [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.