Title: Chicago Cheap Holidays 2026 | Expedia.co.uk ![](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Chicago Cheap Holidays ## Book a Cheap 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 ## Top flight + Cheap hotel deals in Chicago Price found within the past 48 hours. Click for updated prices. ![Club Quarters Hotel, Central Loop, Chicago](https://images.trvl-media.com/lodging/1000000/570000/565800/565746/0120c0e7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Club Quarters Hotel, Central Loop, Chicago Downtown Chicago £830 per person 2 May - 4 May found 1 day ago Return flight included London (LHR) to Chicago (ORD) 8.8/10 Excellent! (3,445 reviews) Perfectly serviceable Reviewed on 25 Mar 2026 ![Hotel Felix River North/Magnificent Mile](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/d891f039_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Felix River North/Magnificent Mile Downtown Chicago £861 per person 2 May - 4 May found 1 day ago Return flight included London (LHR) to Chicago (ORD) 8.2/10 Very Good! (2,582 reviews) Very pet friendly. Small room but fine for the 2 overnights in city. The Shower head in 1003 leaks & reduced the flow but otherwise decent. Spot Hero parking ($35 night) around the corner for easy in and out. Central location to most areas of interest @$125 value Reviewed on 24 Mar 2026 ![Hotel Saint Clair- Magnificent Mile](https://images.trvl-media.com/lodging/1000000/50000/50000/49985/c230295e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Saint Clair- Magnificent Mile Downtown Chicago £884 per person 2 May - 4 May found 1 day ago Return flight included London (LHR) to Chicago (ORD) 8.4/10 Very Good! (1,862 reviews) This was perfect for a night in the city! Great all around and will stay again. Great staff at check-in! Reviewed on 27 Mar 2026 ![River Hotel](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/5bec7925_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### River Hotel Downtown Chicago £892 per person 2 May - 4 May found 1 day ago Return flight included London (LHR) to Chicago (ORD) 8.8/10 Excellent! (5,054 reviews) The room does not have cofee maker or fridge..they offer a cofee pods that are charge extra if you use them...it is clean and a perfect location near everything...the staff are really nice and and willing to help whit anything you need... Reviewed on 27 Mar 2026 ![Central Loop Hotel](https://images.trvl-media.com/lodging/3000000/2160000/2151900/2151878/6f853099_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Central Loop Hotel Downtown Chicago £841 per person 2 May - 4 May found 1 day ago Return flight included London (LHR) to Chicago (ORD) 8.6/10 Excellent! (2,050 reviews) Friendly and helpful Reviewed on 28 Mar 2026 Don't see what you're looking for? See all available trips from London to Chicago [View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2026-04-28/2026-05-05/?FromAirport=LHR&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Cheap holidays in Chicago Price found within the past 48 hours. Click for updated prices. ![Club Quarters Hotel, Central Loop, Chicago](https://images.trvl-media.com/lodging/1000000/570000/565800/565746/0120c0e7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Club Quarters Hotel, Central Loop, Chicago Downtown Chicago £890 per person 10 May - 13 May found 1 day ago Return flight included London (LON) to Chicago (ORD) 8.8/10 Excellent! (3,445 reviews) Perfectly serviceable Reviewed on 25 Mar 2026 ![Hotel Felix River North/Magnificent Mile](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/d891f039_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Felix River North/Magnificent Mile Downtown Chicago £897 per person 10 May - 13 May found 1 day ago Return flight included London (LON) to Chicago (ORD) 8.2/10 Very Good! (2,582 reviews) Very pet friendly. Small room but fine for the 2 overnights in city. The Shower head in 1003 leaks & reduced the flow but otherwise decent. Spot Hero parking ($35 night) around the corner for easy in and out. Central location to most areas of interest @$125 value Reviewed on 24 Mar 2026 ![River Hotel](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/5bec7925_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### River Hotel Downtown Chicago £892 per person 10 May - 13 May found 1 day ago Return flight included London (LON) to Chicago (ORD) 8.8/10 Excellent! (5,054 reviews) The room does not have cofee maker or fridge..they offer a cofee pods that are charge extra if you use them...it is clean and a perfect location near everything...the staff are really nice and and willing to help whit anything you need... Reviewed on 27 Mar 2026 Don't see what you're looking for? See all available trips from London to Chicago [View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2026-04-28/2026-05-05/?FromAirport=LON&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Top Cheap Chicago Hotels ![Motel 6 Elk Grove Village, IL - O'Hare](https://images.trvl-media.com/lodging/1000000/20000/15200/15126/1a54f29f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Motel 6 Elk Grove Village, IL - O'Hare 2881 Touhy Ave Elk Grove Village IL - 22 min drive from Wrigley Field Stay at this motel in Elk Grove Village. Enjoy free Wi-Fi, free parking and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ... 7.8/10 Good! (1,889 reviews) Me gustó todo. El personal muy Amable y Maravilloso. Reviewed on 24 Mar 2026 [](https://expedia.co.uk/Chicago-Hotels-Motel-6-Elk-Grove-Village.h15126.Hotel-Information) ![Freehand Chicago](https://images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/32b602ff_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Freehand Chicago 19 East Ohio Street Chicago IL - 10 min drive from Wrigley Field Stay at this hotel in Chicago. Enjoy free Wi-Fi, room service and a 24-hour fitness centre. Our guests praise the helpful staff and the clean rooms in their ... 8/10 Very Good! (2,828 reviews) The hotel room could use a good cleansing. It was so full of stains, from bed, to bed sheet, to curtains. It’s absolutely a hostel, including the private rooms (in terms of quality). Excellent location. Reviewed on 27 Mar 2026 [](https://expedia.co.uk/Chicago-Hotels-Freehand-Chicago.h9418281.Hotel-Information) ![Travelodge by Wyndham Downtown Chicago](https://images.trvl-media.com/lodging/1000000/200000/197000/196959/b675990c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Travelodge by Wyndham Downtown Chicago 65 E Harrison St Chicago IL - 13 min drive from Wrigley Field Stay at this hotel in Chicago. Enjoy free Wi-Fi, a 24-hour front desk and daily housekeeping. Our guests praise the helpful staff and the clean rooms in their ... 7.4/10 Good! (2,532 reviews) Television wasn’t working. Asked the front desk all they said is we don’t know how to help Reviewed on 28 Mar 2026 [](https://expedia.co.uk/Chicago-Hotels-Travelodge-By-Wyndham-Downtown-Chicago.h196959.Hotel-Information) [See all 5,513 properties in Chicago](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=178248) 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. ## More holidays you might like ![](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 holiday packages](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) ![](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) ## More Holiday Ideas [Flights to Chicago ](https://expedia.co.uk/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights)[ Chicago Hotels ](https://expedia.co.uk/Chicago-Hotels.d178248.Travel-Guide-Hotels)[ Chicago Holiday Rentals ](https://expedia.co.uk/Chicago-Holiday-Rentals.d178248.Travel-Guide-HolidayRentals)[ Chicago Car Hire ](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Chicago.d178248.Car-Hire-Guide)[ Chicago Holidays ](https://expedia.co.uk/Chicago.d178248.Holidays-City-Breaks)[ Things to do in Chicago ](https://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. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app