Title: Northwest Side Kid friendly Holidays 2025/2026 | Expedia.co.uk ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Northwest Side Kid friendly Holidays ## Book a Kid friendly Hotel + Flight or Car together to unlock savings Stay added Flight added Car - Economy - Premium economy - Business class - First class Leaving from Going to Dates Travellers ## Room 1 Adults ChildrenAges 2 to 17 InfantsYounger than 2 I only need accommodation for part of my trip - ## 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 + Kid friendly hotel deals in Northwest Side Price found within the past 48 hours. Click for updated prices. ![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 £881 per person 20 Nov - 25 Nov found 1 day ago Return direct flight included London (LHR) to Chicago (ORD) 9.2/10 Wonderful! (1,222 reviews) Perfect location and atmosphere Reviewed on 7 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-11-20/2025-11-25/?FromAirport=LHR&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=19381112&paandie=true&HotelClass=40&dealMarker=pxtAHqL8o0cjqBcpTxGpUNxF3sSqXkCf1z9mqixNqWPkLCerjtsMCgKEiA58hvvw) ![Loews Chicago Hotel](https://images.trvl-media.com/lodging/10000000/9060000/9059600/9059537/ddbc274d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Loews Chicago Hotel Downtown Chicago £1,340 per person 8 Dec - 12 Dec found 1 day ago Return direct flight included Manchester (MAN) to Chicago (ORD) 9.4/10 Exceptional! (1,546 reviews) Restaurant service and house was terrible. Didn’t get breakfast at all. Was told I will get a call and text two days. Never got a call nor text but plenty restaurants and breakfast in the area. Reviewed on 7 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-12-08/2025-12-12/?FromAirport=MAN&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=9059537&paandie=true&HotelClass=40&dealMarker=gFDIYQSRJeHV2svAQJ0UXgDMBMgFzh_e-kitxMxn6k3w_ALV2oD5FBsxI-aHL5K4) ![The Ritz-Carlton, Chicago](https://images.trvl-media.com/lodging/1000000/20000/14500/14447/30b68b68_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Ritz-Carlton, Chicago Downtown Chicago £1,770 per person 8 Dec - 12 Dec found 1 day ago Return direct flight included Manchester (MAN) to Chicago (ORD) 9.2/10 Wonderful! (1,004 reviews) Be prepared to be treated like you are the most important guest at the hotel. The staff here is incredibly professional, helpful and service oriented. Every single one. Reviewed on 15 Sept 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-12-08/2025-12-12/?FromAirport=MAN&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=14447&paandie=true&HotelClass=40&dealMarker=gFDIYQSRJeHV2svAQJ0UXgDMBMgFzh_e-kitxMxn6k1C4oA-6RfoW20rErEDwz-c) ![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 Save 100% on your flight £1,278 per person 20 Nov - 25 Nov found 1 day ago Return direct flight included London (LHR) to Chicago (ORD) 9.4/10 Exceptional! (1,716 reviews) I stayed at the Trump International Washington DC, and this one pales in comparison to be honest. The staff was friendly/excellent, but the hotel itself was pretty standard. I expected the same level as the old Washington DC hotel. The shower was plugged up and drained as slow as frozen molasses. Reviewed on 6 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-11-20/2025-11-25/?FromAirport=LHR&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1723215&paandie=true&HotelClass=40&dealMarker=tMfUEhGs_uh9SN_Rj4dv9ECJzjfpZTkJZoj9tjQkspkCs-exoAK3Q2Z5HVCvJuHa) ![Park Hyatt Chicago](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/c7c718ca_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Park Hyatt Chicago Downtown Chicago Save 100% on your flight £1,001 per person 4 Dec - 8 Dec found 1 day ago Return direct flight included London (LON) to Chicago (ORD) 9.6/10 Exceptional! (1,002 reviews) Awesome room amazing tub even better service Reviewed on 2 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-12-04/2025-12-08/?FromAirport=LON&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=20695&paandie=true&HotelClass=40&dealMarker=tMfUEhGs_uh9SN_Rj4dv9LMobN3vy11NNat_pwvLwafRnyIyDL_0XrDLvYNXdoBh) Don't see what you're looking for? See all available trips from London to Northwest Side [View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2025-11-08/2025-11-15/?FromAirport=LHR&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Kid friendly holidays in Northwest Side Price found within the past 48 hours. Click for updated prices. ![Park Hyatt Chicago](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/c7c718ca_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Park Hyatt Chicago Downtown Chicago Save 100% on your flight £1,001 per person 4 Dec - 8 Dec found 1 day ago Return direct flight included London (LON) to Chicago (ORD) 9.6/10 Exceptional! (1,002 reviews) Awesome room amazing tub even better service Reviewed on 2 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-12-04/2025-12-08/?FromAirport=LON&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=20695&paandie=true&HotelClass=50&dealMarker=tMfUEhGs_uh9SN_Rj4dv9LMobN3vy11NNat_pwvLwafRnyIyDL_0XrDLvYNXdoBh) ![The Ritz-Carlton, Chicago](https://images.trvl-media.com/lodging/1000000/20000/14500/14447/30b68b68_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Ritz-Carlton, Chicago Downtown Chicago £1,770 per person 8 Dec - 12 Dec found 1 day ago Return direct flight included Manchester (MAN) to Chicago (ORD) 9.2/10 Wonderful! (1,004 reviews) Be prepared to be treated like you are the most important guest at the hotel. The staff here is incredibly professional, helpful and service oriented. Every single one. Reviewed on 15 Sept 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-12-08/2025-12-12/?FromAirport=MAN&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=14447&paandie=true&HotelClass=50&dealMarker=gFDIYQSRJeHV2svAQJ0UXgDMBMgFzh_e-kitxMxn6k1C4oA-6RfoW20rErEDwz-c) ![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 Save 100% on your flight £1,278 per person 20 Nov - 25 Nov found 1 day ago Return direct flight included London (LHR) to Chicago (ORD) 9.4/10 Exceptional! (1,716 reviews) I stayed at the Trump International Washington DC, and this one pales in comparison to be honest. The staff was friendly/excellent, but the hotel itself was pretty standard. I expected the same level as the old Washington DC hotel. The shower was plugged up and drained as slow as frozen molasses. Reviewed on 6 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-11-20/2025-11-25/?FromAirport=LHR&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1723215&paandie=true&HotelClass=50&dealMarker=tMfUEhGs_uh9SN_Rj4dv9ECJzjfpZTkJZoj9tjQkspkCs-exoAK3Q2Z5HVCvJuHa) Don't see what you're looking for? See all available trips from London to Northwest Side [View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2025-11-08/2025-11-15/?FromAirport=LON&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Kid friendly holidays in Northwest Side 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 £858 per person 18 Nov - 21 Nov found 11 hours ago Return direct flight included London (LON) to Chicago (ORD) 9/10 Wonderful! (1,004 reviews) Clean room, friendly staff, great location and within walking distance from all shops! Reviewed on 7 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-11-18/2025-11-21/?FromAirport=LON&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=2463437&paandie=true&HotelClass=40&dealMarker=4uaJn7mU8PE--MnD35q6RSP2id9U5NHoAkxaGCRoqKdFbqI39xL-oquMsOXb_9u_) ![The Langham, Chicago](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/33b4ff92_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Langham, Chicago Downtown Chicago £1,270 per person 18 Nov - 21 Nov found 11 hours ago Return direct flight included London (LON) to Chicago (ORD) 9.8/10 Exceptional! (1,005 reviews) Everything was great. Reviewed on 7 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-11-18/2025-11-21/?FromAirport=LON&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=6309326&paandie=true&HotelClass=40&dealMarker=b3fWbLscUsiTNf0BuuZUcHS9-TlZ8lhsUHyyoKxQO0tkDTCoYyKn8S39N4ii8OKd) ![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 £971 per person 23 Dec - 26 Dec found 1 day ago Return direct flight included London (LON) to Chicago (ORD) 9.4/10 Exceptional! (1,085 reviews) The bed was extremly comfortable Staff was very attentive. Highly recommend Reviewed on 7 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-12-23/2025-12-26/?FromAirport=LON&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=982552&paandie=true&HotelClass=40&dealMarker=kxd8HG-yLPB5tYMWska48LlqOYBq0X2NwUS3o-5XMCecnRHpo-5luHtBenJqKvQE) Don't see what you're looking for? See all available trips from London to Northwest Side [View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2025-11-08/2025-11-15/?FromAirport=LON&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Kid friendly holidays in Northwest Side Price found within the past 48 hours. Click for updated prices. ![21c Museum Hotel Chicago](https://images.trvl-media.com/lodging/1000000/30000/26800/26728/c22554fa_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 21c Museum Hotel Chicago Downtown Chicago £1,235 per person 8 Dec - 12 Dec found 1 day ago Return direct flight included Manchester (MAN) to Chicago (ORD) 8.8/10 Excellent! (1,626 reviews) Loved our stay at 21C Museum Hotel. I don't have enough kind words to say. Reviewed on 6 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-12-08/2025-12-12/?FromAirport=MAN&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=26728&paandie=true&dealMarker=gFDIYQSRJeHV2svAQJ0UXgDMBMgFzh_e-kitxMxn6k0xXOeRDaQ2D8QVoGibfGOz) ![Homewood Suites by Hilton Chicago-Downtown](https://images.trvl-media.com/lodging/1000000/290000/281600/281523/641753df_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Homewood Suites by Hilton Chicago-Downtown Downtown Chicago £1,259 per person 8 Dec - 12 Dec found 1 day ago Return direct flight included Manchester (MAN) to Chicago (ORD) 8.8/10 Excellent! (1,006 reviews) Homewood Staff friendly and curteous. Thank you for making our trip an enjoyable one! Reviewed on 7 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-12-08/2025-12-12/?FromAirport=MAN&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=281523&paandie=true&dealMarker=gFDIYQSRJeHV2svAQJ0UXgDMBMgFzh_e-kitxMxn6k0DoE991TsOlxcyypNg0Y-u) ![Hyatt Place Chicago/River North](https://images.trvl-media.com/lodging/6000000/5510000/5502000/5501975/290e657b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Place Chicago/River North Downtown Chicago £1,262 per person 8 Dec - 12 Dec found 1 day ago Return direct flight included Manchester (MAN) to Chicago (ORD) 9.2/10 Wonderful! (1,479 reviews) It was a good experience Reviewed on 7 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-12-08/2025-12-12/?FromAirport=MAN&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=5501975&paandie=true&dealMarker=gFDIYQSRJeHV2svAQJ0UXgDMBMgFzh_e-kitxMxn6k2jhJvMe_4JGE5Q4XZ4mp26) Don't see what you're looking for? See all available trips from Manchester to Northwest Side [View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2025-11-08/2025-11-15/?FromAirport=MAN&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## FAQs: family holidays in Northwest Side #### How can I find the best family-friendly holidays in Northwest Side? At Expedia, it’s super-easy to find family-friendly holidays in Northwest Side in our vast inventory. Use our handy filters to find hotels and resorts with the best reviews, most amenities and lowest price tags. You can also hunt out great flights and smashing deals on car hire, so you can book the whole shebang in one place. #### Are there any cheap Northwest Side family holidays? Avoid forking out for multiple hotel rooms by booking a villa or apartment with a kitchen and give your brood plenty of space and all the meals they love at a fraction of the cost. Find the most affordable family holidays by filtering your search by price. Generally, Northwest Side family getaways start at £858. Prices and availability are subject to change and additional terms may apply. #### Can I book an all-inclusive Northwest Side family holiday package? All-inclusive holidays can keep the costs down when you’re travelling as a family. Think unlimited mocktails for the little'uns and double doses of gin for the bigguns. Use our all-inclusive filter to see what’s available in Northwest Side and book the whole package in just a few clicks. #### How can I book the best family activity holiday in Northwest Side? Family holidays are all about spending quality time together, laughing, playing and bonding as you try new things. Pack your trip full of family activities they’ll love and make memories that’ll last a lifetime. #### Can I find luxury family holidays in Northwest Side? To treat the kids to a luxury holiday they’ll never forget, take a look at the most indulgent hotels and resorts in Northwest Side by using our 5-star filter. To really travel in style, use the first-class filter to find the best flights, too. #### How can I search for Northwest Side family holiday deals? Start by entering your dates, then use the family-friendly filter to narrow down your search to show the best available Northwest Side family holiday deals. If your travel dates are flexible, play around to see if you can find cheaper options or more availability at different times. #### Can I book a Northwest Side family vacation package with free cancellation and/or flexible dates? Plans change, so booking a family holiday with free cancellation is a great way to ensure you don’t lose out if they do. Use the fully refundable and reserve now pay later filters to find flexibility. Make sure you always check terms and conditions, too. #### Why should I book my Northwest Side family trip with Expedia? Forget family fights and start thinking about family flights. Our huge selection of easy to browse family-friendly holidays means you can find and book your dream family trip to Northwest Side in no time. ## 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) ### Top Kid friendly Holiday Destinations > - 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[Family Friendly Holidays in Turkey](https://www.expedia.co.uk/lp/theme-holidays/kid-friendly-holidays/183/Turkey) ## More Holiday Ideas [Flights to Northwest Side](https://expedia.co.uk/Cheap-Flights-To-Northwest-Side.d553248635976475367.Travel-Guide-Flights)[Northwest Side Hotels](https://expedia.co.uk/Northwest-Side-Hotels.d553248635976475367.Travel-Guide-Hotels)[Northwest Side Holiday Rentals](https://expedia.co.uk/Northwest-Side-Holiday-Rentals.d553248635976475367.Travel-Guide-HolidayRentals)[Northwest Side Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Northwest-Side.d553248635976475367.Car-Hire-Guide)[Northwest Side Holidays](https://expedia.co.uk/Northwest-Side.d553248635976475367.Holidays-City-Breaks) \* 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. 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