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

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## Flight and Kid friendly hotel deals in Illinois

Price found within the past 48 hours. Click for updated prices.

![The Royal Sonesta Chicago Downtown](https://images.trvl-media.com/lodging/1000000/20000/17600/17543/696a55e6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Royal Sonesta Chicago Downtown

Downtown Chicago

CA $711

per person

Feb 16 - Feb 19

found 7 hours ago

Roundtrip non-stop flight included

Toronto (YTZ) to Chicago (ORD)

9.4/10 Exceptional! (3,062 reviews)

Rachel is very nice and informative and has great customer service

Reviewed on Jan 11, 2026

![Hyatt Regency Chicago](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3837h2157x3y3-c3ed4c01_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hyatt Regency Chicago

Downtown Chicago

CA $971

per person

Mar 24 - Mar 29

found 1 day ago

Roundtrip flight included

Montreal (YUL) to Chicago (ORD)

9.4/10 Exceptional! (3,386 reviews)

hotel was nice and conveniently located. Really enjoyed the big hotel bar. Would stay again

Reviewed on Jan 15, 2026

![Omni Chicago Hotel](https://images.trvl-media.com/lodging/1000000/20000/11100/11076/433c2c13_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Omni Chicago Hotel

Downtown Chicago

CA $815

per person

Mar 26 - Mar 29

found 3 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to Chicago (ORD)

9.2/10 Wonderful! (1,603 reviews)

Always a good choice!

Reviewed on Jan 11, 2026

![Embassy Suites by Hilton Chicago Downtown Magnificent Mile](https://images.trvl-media.com/lodging/1000000/580000/570400/570329/da498d1e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Downtown Chicago

CA $834

per person

Mar 20 - Mar 24

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Chicago (ORD)

8.2/10 Very Good! (2,734 reviews)

Location is fantastic for Downtown. Hotel was clean and bright. Loved the free happy hour drinks and snacks. Breakfast had something for everyone and the cook to order station was perfect for a picky eater. Rooms were spacious and clean. Overall a great stay and we would stay again.

Reviewed on Jan 16, 2026

![Palmer House a Hilton Hotel](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/7f542141_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Palmer House a Hilton Hotel

Downtown Chicago

CA $717

per person

Mar 20 - Mar 22

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

8.4/10 Very Good! (2,059 reviews)

Clean, attractive classic looking room and bathroom.

Reviewed on Jan 13, 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/2026-02-16/2026-02-23/?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.

![The Royal Sonesta Chicago Downtown](https://images.trvl-media.com/lodging/1000000/20000/17600/17543/696a55e6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Royal Sonesta Chicago Downtown

Downtown Chicago

CA $711

per person

Feb 16 - Feb 19

found 7 hours ago

Roundtrip non-stop flight included

Toronto (YTZ) to Chicago (ORD)

9.4/10 Exceptional! (3,062 reviews)

Rachel is very nice and informative and has great customer service

Reviewed on Jan 11, 2026

![Omni Chicago Hotel](https://images.trvl-media.com/lodging/1000000/20000/11100/11076/433c2c13_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Omni Chicago Hotel

Downtown Chicago

CA $815

per person

Mar 26 - Mar 29

found 3 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to Chicago (ORD)

9.2/10 Wonderful! (1,603 reviews)

Always a good choice!

Reviewed on Jan 11, 2026

![Hyatt Regency Chicago](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3837h2157x3y3-c3ed4c01_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hyatt Regency Chicago

Downtown Chicago

CA $803

per person

Mar 26 - Mar 29

found 3 hours ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.4/10 Exceptional! (3,386 reviews)

hotel was nice and conveniently located. Really enjoyed the big hotel bar. Would stay again

Reviewed on Jan 15, 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/2026-02-16/2026-02-23/?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.

![Fairfield Inn & Suites Chicago Downtown/River North](https://images.trvl-media.com/lodging/6000000/5520000/5511100/5511082/654358ff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Fairfield Inn & Suites Chicago Downtown/River North

Downtown Chicago

CA $671

per person

Mar 20 - Mar 24

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Chicago (ORD)

9.2/10 Wonderful! (1,169 reviews)

The room was very clean and comfortable and the staff was terrific, especially the breakfast attendants.

Reviewed on Jan 13, 2026

![Springhill Suites by Marriott Chicago Downtown/ River North](https://images.trvl-media.com/lodging/2000000/1770000/1760900/1760845/c91f6cdb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Springhill Suites by Marriott Chicago Downtown/ River North

Downtown Chicago

CA $695

per person

Mar 20 - Mar 24

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Chicago (ORD)

9.2/10 Wonderful! (1,006 reviews)

Had the option to check in early which was amazing!

Reviewed on Jan 12, 2026

![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 $798

per person

Feb 24 - Feb 28

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

8.4/10 Very Good! (2,301 reviews)

Great staff, good location .

Reviewed on Jan 14, 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/2026-02-16/2026-02-23/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 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 $147

CA $213 total

Jan 22 - Jan 23

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! (2,784 reviews)

Prompt Service

Reviewed on Jan 11, 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/1000000/10000/8100/8079/7f542141_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 $198

CA $267 total

Jan 23 - Jan 24

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 ...

8.4/10 Very Good! (2,239 reviews)

Great staff, nice pool and big room!

Reviewed on Jan 12, 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/w3840h2859x0y0-5fc518eb_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 $149

CA $175 total

Jan 20 - Jan 21

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 ...

8.4/10 Very Good! (5,538 reviews)

The room was clean. The staff was friendly. The breakfast was not great, but not bad.

Reviewed on Jan 14, 2026

[](https://expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information)

[See all 10,520 properties in Illinois](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&regionId=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.

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## 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

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Illinois Vacations

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Things to do in Illinois

](https://expedia.ca/Things-To-Do-In-Illinois.d215.Travel-Guide-Activities)

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