Title: Downtown Chicago Holidays 2026 from £642 | 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 £642 ## 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 £642 per person 1 Mar - 8 Mar found 8 hours ago Return direct flight included London (LON) to Chicago (ORD) 9/10 Wonderful! (1,001 reviews) My family and I stayed at The Wit for Thanksgiving and were extremely pleased with the amenities and professionalism of the staff. Reviewed on 8 Dec 2025 ![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 £1,162 per person 1 Mar - 8 Mar found 9 hours ago Return direct flight included London (LON) to Chicago (ORD) 9.4/10 Exceptional! (1,773 reviews) Pablo at reception was the most amazing! Amazing service, beautiful view, convenient location. Excellent hotel. Only thing for improvement would be better lighting in the bathroom. Reviewed on 14 Dec 2025 ![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 Save 100% on your flight £784 per person 1 Mar - 8 Mar found 8 hours ago Return direct flight included London (LON) to Chicago (ORD) 9/10 Wonderful! (380 reviews) Great location, clean room and friendly staff! Reviewed on 14 Dec 2025 ![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 Save 100% on your flight £803 per person 1 Mar - 8 Mar found 8 hours ago Return direct flight included London (LON) to Chicago (ORD) 9.4/10 Exceptional! (1,130 reviews) Concierge not helpful and neither is was the door man, Neither would get me a cab, they said to just stand outside Reviewed on 4 Dec 2025 ![The Peninsula Chicago](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/f1144862_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Peninsula Chicago Downtown Chicago Save 100% on your flight £1,332 per person 1 Mar - 8 Mar found 8 hours ago Return direct flight included London (LON) to Chicago (ORD) 9.8/10 Exceptional! (1,003 reviews) Excellent service throughout the hotel Reviewed on 29 Nov 2025 ### Things to do in and around Downtown Chicago Downtown Chicago is perfect for family outings and city-themed holidays, offering a vibrant mix of activities. Visitors can enjoy shopping in bustling districts, experience thrilling events at arena entertainment facilities, and catch a show in one of the many theatres. A noteworthy highlight is exploring the Holiday Inn, a convenient base to discover all that this exciting area has to offer. **Shopping** Experience the vibrant shopping scene in Downtown Chicago at the [Shops at North Bridge](https://www.expedia.co.uk/Shops-At-North-Bridge.d6227764.Vacation-Attraction), offering a mix of entertainment and family-friendly vibes. Alternatively, visit the Chicago Place Mall for a variety of shops. Don't miss the Maxwell Street Market, where you can find unique treasures and local goods. **Recreation** Experience the thrill of sporting events at [Soldier Field](https://www.expedia.co.uk/Soldier-Field.d6058043.Vacation-Attraction), just 3.2km from Downtown Chicago, where the energy is palpable. Enjoy cultural performances at the historic [Chicago Theatre](https://www.expedia.co.uk/Chicago-Theatre.d6064049.Vacation-Attraction), perfect for family outings. Immerse yourself in live music and vibrant atmosphere at the [House of Blues Chicago](https://www.expedia.co.uk/House-Of-Blues-Chicago.d6227753.Vacation-Attraction) for an unforgettable night. **Adventure** Experience the thrill at Amazing Chicago's Funhouse Maze, where family-friendly fun meets adventure. Take a ride on the Centennial Wheel for stunning city views. For outdoor enthusiasts, the Salt Creek Trail offers invigorating hiking amidst beautiful scenery, located 19.3km from Downtown Chicago. **Nightlife** Experience the vibrant nightlife of Downtown Chicago at Dave & Buster's, where fun and romance blend seamlessly. For a lively atmosphere, head to Kingston Mines or Blues on Halstead, both offering captivating city vibes and entertainment just a short distance away. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Find the best attractions in Downtown Chicago Downtown Chicago offers a delightful blend of family-friendly activities and urban exploration, featuring iconic skyscrapers, picturesque parks, and historic buildings. Visitors can immerse themselves in the local culture while exploring top attractions, including renowned museums and the scenic Chicago River. Whether you're seeking a vibrant city experience or leisurely outdoor pursuits, Downtown Chicago presents a variety of exciting options for every traveller. - **[Navy Pier: ](https://www.expedia.co.uk/Navy-Pier.d6069215.Vacation-Attraction)** Experience the vibrant atmosphere of Navy Pier, a bustling jetty that offers stunning views of Lake Michigan. Enjoy a variety of attractions, from amusement rides to restaurants, all while soaking in the friendly, urban vibe that makes this location a favourite among locals and tourists alike. - **[Michigan Avenue: ](https://www.expedia.co.uk/Michigan-Avenue.d6156167.Vacation-Attraction)** Stroll down Michigan Avenue, a renowned street famous for its shopping and dining options. The lively city vibes create an exciting backdrop as you explore iconic architecture, visit upscale boutiques, and enjoy the vibrant energy of downtown Chicago. - **[Millennium Park: ](https://www.expedia.co.uk/Millennium-Park.d6069201.Vacation-Attraction)** Discover Millennium Park, an urban oasis that combines art, nature, and community. With its family-friendly atmosphere, outdoor concerts, and stunning public art installations like the Cloud Gate, this park is perfect for a leisurely day out in the city. ### Best time to go to Downtown Chicago The best time to visit Downtown Chicago can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around Downtown Chicago falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature around Downtown Chicago falls in January, visitor numbers are slightly low and weather is mostly with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 25.7°F (-3.5°C) | Light Rain | Mostly | Slightly Low | Slightly Low | | February | 27.0°F (-2.8°C) | Light Rain | Mostly | Slightly Low | Slightly Low | | March | 37.0°F (2.8°C) | Light Rain | Mostly | Average | Average | | April | 46.0°F (7.8°C) | Light Rain | Mostly Sunny | Slightly Low | Average | | May | 57.0°F (13.9°C) | Light Rain | Mostly Sunny | Average | Average | | June | 67.3°F (19.6°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | July | 73.4°F (23.0°C) | Light Rain | Mostly Sunny | Slightly High | Average | | August | 73.0°F (22.8°C) | Light Rain | Mostly Sunny | Slightly High | Average | | September | 67.1°F (19.5°C) | Light Rain | Mostly Sunny | Average | Slightly High | | October | 54.9°F (12.7°C) | Light Rain | Mostly Sunny | Average | Slightly High | | November | 42.3°F (5.7°C) | Light Rain | Mostly Sunny | Average | Average | | December | 33.1°F (0.6°C) | Light Rain | Mostly | Average | Slightly Low | ### Tips to save on your trip to Downtown Chicago - Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings. - Consider traveling during the off-peak season (typically December to February) for more affordable package holidays to Downtown Chicago. - Use the *Price per traveler* filter on Expedia to find a package deal that suits your budget. - Check the *VIP Access properties* filter to discover outstanding hotels with added member perks at select properties. ## 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 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) ![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) ## Top hotels in Downtown Chicago ![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 £71 5 Jan - 6 Jan 2026 includes taxes & fees 8.8/10 Excellent! (3,478 reviews) The rooms are clean and well-maintained, and they’re conveniently located near a variety of shops. Reviewed on 13 Dec 2025 [](https://expedia.co.uk/Hotel-Search?startDate=05%2F01%2F2026&endDate=06%2F01%2F2026&selected=18514&PinnedHotelID=18514&HadPinnedHotel=true®ionId=6350699) ![Silversmith Hotel Chicago Downtown](https://images.trvl-media.com/lodging/1000000/120000/116700/116674/da03d6b4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Silversmith Hotel Chicago Downtown 10 S Wabash Ave Chicago IL Fully refundableReserve now, pay when you stay £94 21 Dec - 22 Dec includes taxes & fees 9.2/10 Wonderful! (2,113 reviews) The staff is so friendly and helpful. We now have stayed here twice and enjoy the hotel. Reviewed on 11 Dec 2025 [](https://expedia.co.uk/Hotel-Search?startDate=21%2F12%2F2025&endDate=22%2F12%2F2025&selected=116674&PinnedHotelID=116674&HadPinnedHotel=true®ionId=6350699) ![Club Quarters Hotel Wacker at Michigan, Chicago](https://images.trvl-media.com/lodging/1000000/890000/889800/889753/f3eb640d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Club Quarters Hotel Wacker at Michigan, Chicago 75 E Wacker Dr Chicago IL Fully refundableReserve now, pay when you stay £66 28 Dec - 29 Dec includes taxes & fees 8.6/10 Excellent! (1,965 reviews) The room was very small but clean. Bathroom is nice. Elevators are extremely slow! Staff is friendly Reviewed on 9 Dec 2025 [](https://expedia.co.uk/Hotel-Search?startDate=28%2F12%2F2025&endDate=29%2F12%2F2025&selected=889753&PinnedHotelID=889753&HadPinnedHotel=true®ionId=6350699) [See all 1,729 properties in Downtown Chicago](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=16%2F12%2F2025&endDate=17%2F12%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? ### How do I get a cheap holiday to Downtown Chicago? ### What should I do on my Downtown Chicago holiday? ### Do I need a visa for my Downtown Chicago holiday? ### What should I wear on my Downtown Chicago holiday? ### What does an Expedia Downtown Chicago holiday include? ### Does Expedia offer Book Now, Pay Later Downtown Chicago holidays? > - [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? ### 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 ![Wendella's 90-min Chicago River Architecture Tour](https://mediaim.expedia.com/localexpert/766175/932beb0e-70fe-42a4-baff-df68960da73f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Wendella's 90-min Chicago River Architecture Tour £30 per adult **94%** of travellers recommend [](https://expedia.co.uk/things-to-do/wendellas-90-min-chicago-river-architecture-tour.a766175.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 **88%** of travellers recommend [](https://expedia.co.uk/things-to-do/chicago-navy-pier-centennial-wheel-ticket.a4851853.activity-details) ![Chicago C3® : Save on admission to your choice of 3 top attractactions](https://mediaim.expedia.com/localexpert/46362450/da44d619-18fc-4969-97e2-f7b8d0da99b5.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Chicago C3® by CityPASS® £79 per adult **88%** of travellers recommend [](https://expedia.co.uk/things-to-do/chicago-c3-by-citypass.a46362450.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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[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) - 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[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.