Title: Pet-friendly Vacations in Central Chicago 2026 | Expedia.ca

![](https://images.trvl-media.com/place/829/bd91735e-0c7e-4d0c-8152-a9d6fd38ff30.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Central Chicago Pet-friendly Vacations

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Photo by Phil Ostroff

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## Flight and Pet-friendly hotel deals in Central Chicago

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

![Crowne Plaza Chicago SW - Burr Ridge by IHG](https://images.trvl-media.com/lodging/1000000/30000/23200/23152/9785a09f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Crowne Plaza Chicago SW - Burr Ridge by IHG

CA $535

per person

Apr 23 - Apr 28

found 13 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to Chicago (ORD)

8.6/10 Excellent! (1,004 reviews)

Amazing hotel, great service cleanly housekeeping would highly recommend I have it in my favorites. Plan to go again anytime I’m in Illinois. Wouldn’t choose another one.

Reviewed on Dec 31, 2025

![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

CA $698

per person

Apr 10 - Apr 13

found 1 day ago

Roundtrip flight included

Montreal (YUL) to Chicago (ORD)

9.4/10 Exceptional! (2,790 reviews)

Amazing staff, very friendly, clean, comfortable, amazing breakfast.

Reviewed on Feb 1, 2026

![Level Chicago – Old Town](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/8a983359_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Level Chicago – Old Town

Downtown Chicago

CA $895

per person

Apr 9 - Apr 13

found 16 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to Chicago (ORD)

9/10 Wonderful! (380 reviews)

Property was clean, welcoming, pet friendly

Reviewed on Jan 18, 2026

![Hotel Arista](https://images.trvl-media.com/lodging/3000000/2150000/2141800/2141763/43aaf412_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Arista

CA $861

per person

Apr 23 - Apr 28

found 13 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to Chicago (ORD)

9.4/10 Exceptional! (1,003 reviews)

the room was good the sheets were clean amenities were nice parking was available staff was very courteous gave me water bottle when I asked

Reviewed on Jan 24, 2026

![The Talbott, Autograph Collection](https://images.trvl-media.com/lodging/1000000/30000/24000/23963/0ae99f9d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Talbott, Autograph Collection

Downtown Chicago

CA $812

per person

Mar 10 - Mar 14

found 19 hours ago

Roundtrip flight included

Toronto (YYZ) to Chicago (ORD)

9.2/10 Wonderful! (48 reviews)

Very nice, but only provided two towels and we needed to take a shower when we arrived because we had a an event for the evening, and then the next morning we needed a shower. The towels were provided were too wet to use in the morning.

Reviewed on Jan 18, 2026

Don't see what you're looking for?

See all available trips from Columbus to Central Chicago

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-01/2026-03-08/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 5\* Pet-friendly holidays in Central Chicago

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

![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/209f8cff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Trump International Hotel & Tower Chicago

Downtown Chicago

CA $1,032

per person

Apr 10 - Apr 12

found 23 hours ago

Roundtrip non-stop flight included

Calgary (YYC) to Chicago (ORD)

9.4/10 Exceptional! (1,773 reviews)

The room was boring thought it would be cleaner updated for the price best part was the view

Reviewed on Jan 24, 2026

![Waldorf Astoria Chicago](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/1040fa3a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Waldorf Astoria Chicago

Downtown Chicago

CA $1,521

per person

Mar 10 - Mar 14

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.4/10 Exceptional! (1,000 reviews)

Completely loved our stay. Probably the best hotel in all Chicago. Amenities are great and the staff are even better.

Reviewed on Jan 26, 2026

![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

CA $1,526

per person

Mar 10 - Mar 15

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Chicago (ORD)

9.8/10 Exceptional! (1,001 reviews)

Staff was wonderful.

Reviewed on Jan 25, 2026

Don't see what you're looking for?

See all available trips from Columbus to Central Chicago

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-01/2026-03-08/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 3 Night Pet-friendly holidays in Central Chicago

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

CA $698

per person

Apr 10 - Apr 13

found 1 day ago

Roundtrip flight included

Montreal (YUL) to Chicago (ORD)

9.4/10 Exceptional! (2,790 reviews)

Amazing staff, very friendly, clean, comfortable, amazing breakfast.

Reviewed on Feb 1, 2026

![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

CA $1,060

per person

Mar 5 - Mar 8

found 1 hour ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.4/10 Exceptional! (1,773 reviews)

The room was boring thought it would be cleaner updated for the price best part was the view

Reviewed on Jan 24, 2026

![Level Chicago – Old Town](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/8a983359_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Level Chicago – Old Town

Downtown Chicago

CA $740

per person

Apr 10 - Apr 13

found 16 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to Chicago (ORD)

9/10 Wonderful! (380 reviews)

Property was clean, welcoming, pet friendly

Reviewed on Jan 18, 2026

Don't see what you're looking for?

See all available trips from Columbus to Central Chicago

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-01/2026-03-08/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 4 Night Pet-friendly holidays in Central Chicago

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

![Aloft Chicago Downtown River North](https://images.trvl-media.com/lodging/6000000/5470000/5461400/5461400/w4000h2662x0y0-8993d93f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Aloft Chicago Downtown River North

Downtown Chicago

CA $736

per person

Apr 9 - Apr 13

found 16 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to Chicago (ORD)

9.4/10 Exceptional! (1,159 reviews)

Room and customer service was great!

Reviewed on Jan 20, 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

CA $820

per person

Apr 9 - Apr 13

found 16 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to Chicago (ORD)

9.4/10 Exceptional! (2,790 reviews)

Amazing staff, very friendly, clean, comfortable, amazing breakfast.

Reviewed on Feb 1, 2026

![Level Chicago – Old Town](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/8a983359_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Level Chicago – Old Town

Downtown Chicago

CA $895

per person

Apr 9 - Apr 13

found 16 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to Chicago (ORD)

9/10 Wonderful! (380 reviews)

Property was clean, welcoming, pet friendly

Reviewed on Jan 18, 2026

Don't see what you're looking for?

See all available trips from Columbus to Central Chicago

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-01/2026-03-08/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## Pet-friendly Hotels in Central Chicago

![DoubleTree by Hilton Chicago - Magnificent Mile](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/757dbd3e_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

DoubleTree by Hilton Chicago - Magnificent Mile

300 E Ohio St Chicago IL

- 3 min walk from Michigan Avenue

Book a stay at this business-friendly hotel in Chicago. Enjoy an outdoor pool, a rooftop terrace, and breakfast (surcharge). Our guests praise the pool and the ...

8.6/10 Excellent! (2,267 reviews)

2nd time at hotel and will come again.

Reviewed on Jan 28, 2026

[](https://expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information)

![Hilton Chicago](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hilton Chicago

720 S Michigan Ave Chicago IL

- 26 min walk from Michigan Avenue

Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ...

8.4/10 Very Good! (2,584 reviews)

My stay was truly amazing. Thank you and appreciate the hotel hospitality

Reviewed on Jan 25, 2026

[](https://expedia.ca/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information)

![Hilton Chicago/Magnificent Mile Suites](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/f21f6764_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hilton Chicago/Magnificent Mile Suites

198 E Delaware Pl Chicago IL

- 11 min walk from Michigan Avenue

Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...

8.8/10 Excellent! (3,761 reviews)

Excellent

Reviewed on Jan 26, 2026

[](https://expedia.ca/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information)

[See all 1,515 properties in Central Chicago](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&regionId=553248635976475413)

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

[Flights to Central Chicago

](https://expedia.ca/Cheap-Flights-To-Central-Chicago.d553248635976475413.Travel-Guide-Flights)[

Central Chicago Hotels

](https://expedia.ca/Central-Chicago-Hotels.d553248635976475413.Travel-Guide-Hotels)[

Central Chicago Vacation Rentals

](https://expedia.ca/Central-Chicago-Vacation-Rentals.d553248635976475413.Travel-Guide-VacationRentals)[

Central Chicago Car Rentals

](https://expedia.ca/Car-Rentals-In-Central-Chicago.d553248635976475413.Car-Rental-Guide)[

Central Chicago Vacations

](https://expedia.ca/Central-Chicago.d553248635976475413.Destination-Travel-Guides)[

Things to do in Central Chicago

](https://expedia.ca/Things-To-Do-In-Central-Chicago.d553248635976475413.Travel-Guide-Activities)

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