Title: Kid friendly Vacations in Illinois 2026 | Expedia.ca ![](https://images.trvl-media.com/place/215/aa920d34-e093-4af5-87ef-8a5ae8eefcac.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Illinois Kid friendly Vacations ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 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 Plan, book, and manage your trip all in one place ## Flight and Kid friendly hotel deals in Illinois Price found within the past 48 hours. Click for updated prices. ![Hilton Chicago](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Chicago Downtown Chicago CA $534 per person May 8 - May 10 found 24 hours ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 8.6/10 Excellent! (2,655 reviews) Hotel was really nice and super clean. Staff were amazing. Reviewed on Mar 3, 2026 ![Warwick Allerton - Chicago](https://images.trvl-media.com/lodging/1000000/30000/25500/25452/w1261h711x0y1-96bd53d1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Warwick Allerton - Chicago Downtown Chicago CA $543 per person Apr 4 - Apr 6 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 8.4/10 Very Good! (2,972 reviews) The room was not what we expected based on the pictures from the website. The room completely lacked any personality or comfort. There was only one towel in the room for the two of us, so I had to dry off from my shower with hand towels. The room was awkwardly arranged with two very uncomfortable chairs and no real sitting arrangement (as the word "suite" should indicate), and the television is inconveniently small for the location in the room as it was placed on the far wall from the bed in a very long and narrow room. Even sitting in the room to relax and have a pre-evening drink was difficult as there are no tables upon which to put a drink, even if you wanted to sit in the very uncomfortable chairs. Additionally, the room was either dark or overwhelmingly bright, with not a lot of balance and felt as welcoming as a drive up motel room. The staff was gracious and helpful. The bar is a nice feature but with an uncomfortable room that didn't invite a feeling of welcome, the overall stay was very disappointing. We have stayed in the hotel before and was excited to return. This trip was such a disappointment. Reviewed on Feb 28, 2026 ![Omni Chicago Hotel](https://images.trvl-media.com/lodging/1000000/20000/11100/11076/93676f62_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Omni Chicago Hotel Downtown Chicago CA $968 per person May 5 - May 8 found 12 hours ago Roundtrip flight included Detroit (DTT) to Chicago (ORD) 9.2/10 Wonderful! (1,699 reviews) Perfect location, easy to get everywhere. Reviewed on Mar 3, 2026 ![Hyatt Regency Chicago](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3840h2559x0y3-c577bf94_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Regency Chicago Downtown Chicago CA $650 per person May 8 - May 10 found 24 hours ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (3,464 reviews) Great stay! Wonderful location! Reviewed on Mar 4, 2026 ![Palmer House a Hilton Hotel](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/9d783fbd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Palmer House a Hilton Hotel Downtown Chicago CA $564 per person May 8 - May 10 found 24 hours ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 8.6/10 Excellent! (2,310 reviews) Good stay! Great staff! Reviewed on Mar 4, 2026 Don't see what you're looking for? See all available trips from Columbus to Illinois [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-05/2026-04-12/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Kid friendly holidays in Illinois Price found within the past 48 hours. Click for updated prices. ![Warwick Allerton - Chicago](https://images.trvl-media.com/lodging/1000000/30000/25500/25452/w1261h711x0y1-96bd53d1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Warwick Allerton - Chicago Downtown Chicago CA $534 per person Apr 6 - Apr 9 found 1 day ago Roundtrip flight included Toronto (YYZ) to Chicago (ORD) 8.4/10 Very Good! (2,972 reviews) The room was not what we expected based on the pictures from the website. The room completely lacked any personality or comfort. There was only one towel in the room for the two of us, so I had to dry off from my shower with hand towels. The room was awkwardly arranged with two very uncomfortable chairs and no real sitting arrangement (as the word "suite" should indicate), and the television is inconveniently small for the location in the room as it was placed on the far wall from the bed in a very long and narrow room. Even sitting in the room to relax and have a pre-evening drink was difficult as there are no tables upon which to put a drink, even if you wanted to sit in the very uncomfortable chairs. Additionally, the room was either dark or overwhelmingly bright, with not a lot of balance and felt as welcoming as a drive up motel room. The staff was gracious and helpful. The bar is a nice feature but with an uncomfortable room that didn't invite a feeling of welcome, the overall stay was very disappointing. We have stayed in the hotel before and was excited to return. This trip was such a disappointment. Reviewed on Feb 28, 2026 ![Omni Chicago Hotel](https://images.trvl-media.com/lodging/1000000/20000/11100/11076/93676f62_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Omni Chicago Hotel Downtown Chicago CA $968 per person May 5 - May 8 found 12 hours ago Roundtrip flight included Detroit (DTT) to Chicago (ORD) 9.2/10 Wonderful! (1,699 reviews) Perfect location, easy to get everywhere. Reviewed on Mar 3, 2026 ![Sheraton Grand Chicago Riverwalk](https://images.trvl-media.com/lodging/1000000/20000/12200/12167/4a14c915_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sheraton Grand Chicago Riverwalk Downtown Chicago CA $963 per person Apr 23 - Apr 26 found 11 hours ago Roundtrip non-stop flight included Edmonton (YEG) to Chicago (ORD) 8.4/10 Very Good! (1,608 reviews) We enjoyed our stay bar was closed our whole stay and cleaning lady was a bit rude but it may be due to language but overall great area to stay family friendly Reviewed on Mar 3, 2026 Don't see what you're looking for? See all available trips from Columbus to Illinois [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-05/2026-04-12/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Kid friendly holidays in Illinois Price found within the past 48 hours. Click for updated prices. ![Hyatt Place Chicago/Downtown - The Loop](https://images.trvl-media.com/lodging/12000000/11070000/11062300/11062225/57098577_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Place Chicago/Downtown - The Loop Downtown Chicago CA $839 per person May 7 - May 11 found 1 day ago Roundtrip flight included Toronto (YYZ) to Chicago (ORD) 8.8/10 Excellent! (1,197 reviews) This location was fantastic! Right in the middle of everything we wanted to see in Chicago. Reviewed on Mar 2, 2026 ![Hyatt Regency Chicago](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3840h2559x0y3-c577bf94_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Regency Chicago Downtown Chicago CA $940 per person Apr 8 - Apr 12 found 1 day ago Roundtrip flight included Montreal (YUL) to Chicago (ORD) 9.4/10 Exceptional! (3,464 reviews) Great stay! Wonderful location! Reviewed on Mar 4, 2026 ![Hilton Garden Inn Chicago Downtown/Magnificent Mile](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/f36e2ebe_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Garden Inn Chicago Downtown/Magnificent Mile Downtown Chicago CA $862 per person May 7 - May 11 found 1 day ago Roundtrip flight included Toronto (YYZ) to Chicago (ORD) 8.6/10 Excellent! (4,372 reviews) Sam at the front desk was very helpful.The hotel was great in a great location.I would stay again Reviewed on Mar 4, 2026 Don't see what you're looking for? See all available trips from Columbus to Illinois [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-05/2026-04-12/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=THVAD_SPRING_PROMO_215) ## Plan the perfect family-friendly vacation in Illinois with Expedia #### What are some benefits of booking a family-friendly vacation? Whether it's luxurious or cheap, family vacations in Illinois are among the most memorable experiences you'll ever have with your family. It can be a great way to bond and explore new destinations with the people you love most. Plus, it's easy to keep an eye on your little ones without having to worry about how they are with a sitter back home. You may even meet some other families and establish long-lasting friendships. #### How can I find the best family-friendly vacations? Using search filters makes finding the perfect family-friendly vacation easy. You can implement the search filter for family-friendly accommodations specifically, but that's just the beginning. You'll also find search filters for price range along with the desired number of bedrooms, so you can ensure you have enough space for everyone you want to bring to Illinois. #### Are there cheap family vacations to Illinois? Price varies quite a bit, ranging from to . The price you'll be paying depends on a variety of factors, and you can filter for them all. You can implement a filter for your budget limitations and also remove any 4- and 5-star stays from your search. You can even filter by accommodation type, which can present you with cheap alternatives to what is typically considered standard. #### When should I book family-friendly vacation packages? The right time to book family-friendly vacation packages in Illinois depends on what you're looking for. If you're looking to save, booking during least popular month tends to be cheaper compared to the rest of the year, though that's not always a guarantee. Keep in mind that the off-season and the busy season differ from place to place, with family-friendly vacations in Canada being very different compared to options in France and Spain, for example. #### Can I book an all-inclusive family vacation in Illinois? Yes, you'll find plenty of all-inclusive family vacation packages for Illinois. To see what's available, just select the all-inclusive filter on your search. #### How can I book the best family activity vacation? If you're looking to make the most out of the available activities in Illinois, you'll need to consider what your family likes to do. Cater your itinerary to your family's interests, and you'll create memories that you and your kids will hold on to for the rest of your lives whether it's family ski vacations in Illinois or something a bit more relaxed. #### Can I find luxury family vacations in Illinois? If you're looking for a luxury family vacation to Illinois, you can use search filters to find the best options available. Activate the filter for 5-star packages to only see the best of the best. Plus, you'll find a range of first-class flights available to make even the journey there top-of-the-line. #### How can I search for family vacation deals? Finding deals is easy when you take advantage of the array of available search filters. You can set budget limitations and remove 4- and 5-star options from your search. If you don't want to miss out on your favourite amenities, however, you can consider travelling during , which often have lower prices because of the off-season in Illinois. #### Can I book a family vacation package that is fully refundable? If you're looking for a fully refundable reservation, you won't have to look far on Expedia. Quite a few properties in Illinois are fully refundable. You can search for this feature, but always make sure to check the specific property's policies and requirements before booking. #### Why should I book my family trip with Expedia? When you book with Expedia, you can book your accommodation and your flight together, with some discounts available for doing both at once. Additionally, you may be able to enjoy special discounts with Expedia Rewards that will earn you points you can then put toward discounts for subsequent bookings. ## Kid friendly Hotels in Illinois ![Embassy Suites by Hilton Chicago Downtown Magnificent Mile](https://images.trvl-media.com/lodging/1000000/580000/570400/570329/da498d1e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Embassy Suites by Hilton Chicago Downtown Magnificent Mile 511 North Columbus Drive Chicago IL - 10 min drive from Wrigley Field CA $172 CA $242 total Mar 19 - Mar 20 includes taxes & fees Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the helpful ... 8.2/10 Very Good! (2,816 reviews) The bed has long hairs left behind and they could not get the garage situation easy to exit or enter and never said the “drink cards” were for certain times just not a comfortable stay! Reviewed on Mar 3, 2026 [](https://expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown-Magnificent-Mile.h570329.Hotel-Information) ![Palmer House a Hilton Hotel](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/9d783fbd_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Palmer House a Hilton Hotel 17 E Monroe St Chicago IL - 12 min drive from Wrigley Field CA $184 CA $250 total Apr 5 - Apr 6 includes taxes & fees Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ... 8.6/10 Excellent! (2,313 reviews) Good stay! Great staff! Reviewed on Mar 4, 2026 [](https://expedia.ca/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information) ![Embassy Suites by Hilton Chicago Downtown River North](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/24d28405_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Embassy Suites by Hilton Chicago Downtown River North 600 N State St Chicago IL - 10 min drive from Wrigley Field CA $167 CA $196 total Mar 22 - Mar 23 includes taxes & fees Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular ... 8.6/10 Excellent! (5,714 reviews) The pool was down literally out of order our entire stay except for the check out dat abs check out is before 11am. We were super bummed and kids were disappointed. 😢 Reviewed on Mar 4, 2026 [](https://expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information) [See all 10,529 properties in Illinois](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=215) 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 vacations 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 Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.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 Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.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 Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.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 Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.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 Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.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 Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### Top Kid friendly Vacation Destinations > - [Family vacations in the United Kingdom ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/190/United-Kingdom) > - [Family vacations in Bali ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/602651/Bali) > - [Family vacations in Ontario ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/2680/Ontario) > - [Family vacations in France ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/59/France) > - [Family vacations in Spain ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/166/Spain) > - [Family vacations in Paris ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/179898/Paris) > - [Family vacations in Switzerland ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/174/Switzerland) > - [Family vacations in Italy ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/86/Italy) > - [Family vacations in South Africa ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/165/South-Africa) > - [Family vacations in Victoria ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/1418/Victoria) > - [Family vacations in Scotland ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/11219/Scotland) > - [Family vacations in Alaska ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/203/Alaska) > - [Family vacations in Bournemouth ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/654/Bournemouth) > - [Family vacations in Philippines ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/145/Philippines) > - [Family vacations in Tenerife ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/6047194/Tenerife) > - [Family vacations in Australia ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/10/Australia) > - [Family vacations in Egypt ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/52/Egypt) > - [Family vacations in Tuscany ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/601686/Tuscany) > - [Family vacations in Panama ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/142/Panama) ## More Vacations Ideas [Illinois Flights ](https://expedia.ca/Destinations-In-Illinois.d215.Flight-Destinations)[ Illinois Hotels ](https://expedia.ca/Destinations-In-Illinois.d215.Hotel-Destinations)[ Illinois Vacation Rentals ](https://expedia.ca/Destinations-In-Illinois.d215.Vacation-Rental-Destinations)[ Illinois Car Rentals ](https://expedia.ca/Destinations-In-Illinois.d215.Car-Rental-Destinations)[ Illinois Vacations ](https://expedia.ca/Illinois.d215.Destination-Travel-Guides)[ Things to do in Illinois ](https://expedia.ca/Things-To-Do-In-Illinois.d215.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on 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