Title: West Side Adults Only Holidays 2026 | Expedia.co.uk ![](https://images.trvl-media.com/place/829/ad657303-bbed-4f45-9ba5-b7c23d3e76f3.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # West Side Adults Only Holidays ## Book a Adults Only Hotel + Flight or Car together to unlock savings Photo by throwingsofas - ## 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 + Adults Only hotel deals in West Side Price found within the past 48 hours. Click for updated prices. ![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 £1,140 per person 2 May - 9 May found 1 day ago Return direct flight included London (LON) to Chicago (ORD) 8.2/10 Very Good! (2,582 reviews) Great place to stay the young lady checking us in was not very friendly. Never received my complimentary drinks. There was never anyone at the bar. Valet guy was very helpful!!! Other than the small things it was a good stay!!! Reviewed on 29 Mar 2026 ![Hotel Riu Plaza Chicago](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Riu Plaza Chicago Downtown Chicago Save 100% on your flight £1,516 per person 2 May - 9 May found 1 day ago Return direct flight included London (LON) to Chicago (ORD) 9.4/10 Exceptional! (3,495 reviews) Very clean, the location is super convenient and the breakfast is wonderful and allergy friendly with the ingredients labeled. Reviewed on 29 Mar 2026 ![Sable at Navy Pier Chicago, Curio Collection by Hilton](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/6c1738b5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sable at Navy Pier Chicago, Curio Collection by Hilton Downtown Chicago Save 100% on your flight £1,816 per person 30 May - 6 Jun found 8 hours ago Return direct flight included London (LON) to Chicago (ORD) 9.4/10 Exceptional! (2,401 reviews) Amazing experience will be back soon Reviewed on 29 Mar 2026 ![Eurostars Magnificent Mile](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/8076f539_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Eurostars Magnificent Mile Downtown Chicago £1,722 per person 30 May - 6 Jun found 8 hours ago Return direct flight included London (LON) to Chicago (ORD) 9/10 Wonderful! (3,314 reviews) Great location. The staff was nice. It was everything we needed. Reviewed on 29 Mar 2026 ![Kinzie Hotel](https://images.trvl-media.com/lodging/1000000/1000000/992500/992500/6044b661_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kinzie Hotel Downtown Chicago £1,276 per person 2 May - 9 May found 1 day ago Return direct flight included London (LON) to Chicago (ORD) 9.2/10 Wonderful! (2,091 reviews) The staff was really great and the room was fine, nothing exceptional but nothing bad. The walls were thin and we when our neighbors pulled up their shades it was so loud it woke us up. We got a call at 7a with nobody on the other end, that also woke us up. haha Reviewed on 29 Mar 2026 Don't see what you're looking for? See all available trips from London to West Side [View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2026-04-30/2026-05-07/?FromAirport=LON&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Adults Only holidays in West Side Price found within the past 48 hours. Click for updated prices. ![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/4465cc02_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Trump International Hotel & Tower Chicago Downtown Chicago £1,794 per person 22 Jun - 26 Jun found 13 hours ago Return flight included London (LON) to Chicago (ORD) 9.4/10 Exceptional! (1,852 reviews) Thank you for your exceptional hospitality Reviewed on 29 Mar 2026 ![Four Seasons Hotel Chicago](https://images.trvl-media.com/lodging/1000000/30000/25800/25748/e5b56b9e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Four Seasons Hotel Chicago Downtown Chicago £2,645 per person 2 May - 9 May found 1 day ago Return direct flight included London (LON) to Chicago (ORD) 9.4/10 Exceptional! (999 reviews) Service was wonderful! Hotel is very well located close to shops, restaurants and coffee shops. Lots to see and do around and hotel itself is pure luxury. We had a wonderful stay! Reviewed on 27 Mar 2026 ![The Peninsula Chicago](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/e294b3a4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Peninsula Chicago Downtown Chicago £2,012 per person 3 May - 7 May found 23 hours ago Return direct flight included Manchester (MAN) to Chicago (ORD) 9.8/10 Exceptional! (1,010 reviews) Excellent room and facilities. Helpfull staff and amazing locstion. Reviewed on 27 Mar 2026 Don't see what you're looking for? See all available trips from London to West Side [View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2026-04-30/2026-05-07/?FromAirport=LON&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Adults Only holidays in West Side Price found within the past 48 hours. Click for updated prices. ![Lodge Geneva National](https://images.trvl-media.com/lodging/1000000/900000/893400/893361/c30b4670_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Lodge Geneva National £1,225 per person 25 Jun - 28 Jun found 1 hour ago Return flight included London (LON) to Chicago (ORD) 9/10 Wonderful! (1,366 reviews) Loud hotel. Seemed to be full of families running in the hallways Reviewed on 29 Mar 2026 ![Destination Geneva National](https://images.trvl-media.com/lodging/1000000/900000/893400/893359/74cd8c6b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Destination Geneva National £1,325 per person 25 Jun - 28 Jun found 1 hour ago Return flight included London (LON) to Chicago (ORD) 9/10 Wonderful! (496 reviews) This property has some amazing amenities, and is beautiful! It is a great place to come and relax. Reviewed on 16 Mar 2026 Don't see what you're looking for? See all available trips from London to West Side [View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2026-04-30/2026-05-07/?FromAirport=LON&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Adults Only holidays in West Side Price found within the past 48 hours. Click for updated prices. ![Hotel Riu Plaza Chicago](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Riu Plaza Chicago Downtown Chicago £1,322 per person 22 Jun - 26 Jun found 13 hours ago Return flight included London (LON) to Chicago (ORD) 9.4/10 Exceptional! (3,495 reviews) Very clean, the location is super convenient and the breakfast is wonderful and allergy friendly with the ingredients labeled. Reviewed on 29 Mar 2026 ![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/4465cc02_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Trump International Hotel & Tower Chicago Downtown Chicago £1,794 per person 22 Jun - 26 Jun found 13 hours ago Return flight included London (LON) to Chicago (ORD) 9.4/10 Exceptional! (1,852 reviews) Thank you for your exceptional hospitality Reviewed on 29 Mar 2026 ![Hilton Garden Inn Chicago Downtown Riverwalk](https://images.trvl-media.com/lodging/12000000/11510000/11501300/11501235/w3837h2556x3y3-5469aeb6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Garden Inn Chicago Downtown Riverwalk Downtown Chicago £1,574 per person 22 Jun - 26 Jun found 13 hours ago Return flight included London (LON) to Chicago (ORD) 9/10 Wonderful! (1,874 reviews) The hotel was very close to anywhere Reviewed on 29 Mar 2026 Don't see what you're looking for? See all available trips from London to West Side [View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2026-04-30/2026-05-07/?FromAirport=LON&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 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 West Side ](https://expedia.co.uk/Cheap-Flights-To-West-Side.d553248635976475400.Travel-Guide-Flights)[ West Side Hotels ](https://expedia.co.uk/West-Side-Hotels.d553248635976475400.Travel-Guide-Hotels)[ West Side Holiday Rentals ](https://expedia.co.uk/West-Side-Holiday-Rentals.d553248635976475400.Travel-Guide-HolidayRentals)[ West Side Car Hire ](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-West-Side.d553248635976475400.Car-Hire-Guide)[ West Side Holidays ](https://expedia.co.uk/West-Side.d553248635976475400.Holidays-City-Breaks)[ Things to do in West Side ](https://expedia.co.uk/Things-To-Do-In-West-Side.d553248635976475400.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.