Title: Pet-friendly Vacations in Far Southeast Side 2026 | Expedia.ca

![](https://images.trvl-media.com/place/829/b4cf8e95-0f92-4795-af28-19f97bbf7dad.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Far Southeast Side Pet-friendly Vacations

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## Flight and Pet-friendly hotel deals in Far Southeast Side

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

![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 $887

per person

Apr 14 - Apr 19

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) 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

![La Banque Hotel](https://images.trvl-media.com/lodging/15000000/14710000/14702200/14702161/a8c9af9e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### La Banque Hotel

CA $888

per person

Apr 14 - Apr 19

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Chicago (ORD)

9.4/10 Exceptional! (447 reviews)

Courteous Staff, clean, one of the most beautiful and interesting hotel. The history is amazing. The restaurant is delicious and the community is outstanding. Plan to return in the spring.

Reviewed on Jan 26, 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 $954

per person

Mar 15 - Mar 19

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9/10 Wonderful! (380 reviews)

My girlfriend and I had an awesome time enjoying the space for a fun girls night out. Would recommend to anyone!

Reviewed on Feb 2, 2026

![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

CA $1,140

per person

Apr 16 - Apr 21

found 21 hours ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.2/10 Wonderful! (1,264 reviews)

Amazing hotel. Always stay here when I make a trip to Chicago.

Reviewed on Feb 10, 2026

![Hyatt Centric Chicago Magnificent Mile](https://images.trvl-media.com/lodging/1000000/160000/151200/151139/w3837h2249x3y0-2724cf53_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hyatt Centric Chicago Magnificent Mile

Downtown Chicago

CA $1,085

per person

Apr 16 - Apr 21

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9/10 Wonderful! (1,034 reviews)

All good. bar staff was not that friendlly

Reviewed on Feb 3, 2026

Don't see what you're looking for?

See all available trips from Columbus to Far Southeast Side

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-11/2026-03-18/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 5\* Pet-friendly holidays in Far Southeast Side

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

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

### Trump International Hotel & Tower Chicago

Downtown Chicago

CA $921

per person

Mar 21 - Mar 23

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.4/10 Exceptional! (1,773 reviews)

Lovely room. Excellent staff.

Reviewed on Feb 3, 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 $1,056

per person

Mar 21 - Mar 23

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 Peninsula Chicago](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/f1144862_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Peninsula Chicago

Downtown Chicago

CA $2,173

per person

Apr 24 - Apr 28

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Chicago (ORD)

9.8/10 Exceptional! (1,003 reviews)

Nice upgrade and amazing service

Reviewed on Feb 9, 2026

Don't see what you're looking for?

See all available trips from Columbus to Far Southeast Side

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-11/2026-03-18/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 3 Night Pet-friendly holidays in Far Southeast Side

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

![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 $1,061

per person

Mar 13 - Mar 16

found 1 day ago

Roundtrip flight included

Toronto (YTZ) to Chicago (ORD)

9/10 Wonderful! (380 reviews)

My girlfriend and I had an awesome time enjoying the space for a fun girls night out. Would recommend to anyone!

Reviewed on Feb 2, 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 $1,085

per person

Mar 13 - Mar 16

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.4/10 Exceptional! (2,790 reviews)

Friendly staff, tasteful room

Reviewed on Feb 11, 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 $1,440

per person

Apr 3 - Apr 6

found 1 day ago

Roundtrip non-stop flight included

Vancouver (YVR) 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

Don't see what you're looking for?

See all available trips from Columbus to Far Southeast Side

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-11/2026-03-18/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 4 Night Pet-friendly holidays in Far Southeast Side

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

![Level Chicago Fulton Market](https://images.trvl-media.com/lodging/96000000/95830000/95823700/95823687/b2962364_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Level Chicago Fulton Market

Downtown Chicago

CA $701

per person

Apr 17 - Apr 21

found 16 hours ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.2/10 Wonderful! (347 reviews)

Hot tub wasn’t working(freezing cold) and no robes in my room. Need bigger roller carts and cheaper or free parking. Other than that the room, view, amenities were excellent.

Reviewed on Feb 9, 2026

![La Banque Hotel](https://images.trvl-media.com/lodging/15000000/14710000/14702200/14702161/a8c9af9e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### La Banque Hotel

CA $793

per person

Apr 15 - Apr 19

found 1 day ago

Roundtrip flight included

Calgary (YYC) to Chicago (ORD)

9.4/10 Exceptional! (447 reviews)

Courteous Staff, clean, one of the most beautiful and interesting hotel. The history is amazing. The restaurant is delicious and the community is outstanding. Plan to return in the spring.

Reviewed on Jan 26, 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 $894

per person

Apr 17 - Apr 21

found 16 hours ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.4/10 Exceptional! (2,790 reviews)

Friendly staff, tasteful room

Reviewed on Feb 11, 2026

Don't see what you're looking for?

See all available trips from Columbus to Far Southeast Side

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-11/2026-03-18/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## Pet-friendly Hotels in Far Southeast Side

![Admiral Motel By Oyo Chicago I-94](https://images.trvl-media.com/lodging/113000000/112490000/112484100/112484089/b66dd193_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Admiral Motel By Oyo Chicago I-94

9118 S Cottage Grove Ave Chicago IL

- 20 min walk from Abbott Park

Stay at this hotel in Chicago. Enjoy free parking, room service, and a 24-hour front desk. Popular attractions Griffin Museum of Science and Industry and Abbott ...

3.8/10 (46 reviews)

No microwave or fridge and only 1 light at the night stand

Reviewed on Jan 19, 2026

[](https://expedia.ca/Chicago-Hotels-Admiral-Motel-By-Oyo-Chicago-I-94.h112484089.Hotel-Information)

![Cozy 2- bedroom – great kitchen – in a Lakefront Neighborhood](https://images.trvl-media.com/lodging/78000000/78000000/77995200/77995101/5de7cb77_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Cozy 2- bedroom – great kitchen – in a Lakefront Neighborhood

 Chicago IL

- 9 min drive from Abbott Park

Stay at this apartment in Chicago. Enjoy laundry facilities and air conditioning. Popular attractions Griffin Museum of Science and Industry and Rainbow Beach ...

[](https://expedia.ca/Chicago-Hotels-Cozy-2-Bedroom-Great-Kitchen-In-A-Lakefront-Neighborhood.h77995101.Hotel-Information)

![Spacious 4-bedroom house in cool Chicago with AC, WiFi](https://images.trvl-media.com/lodging/113000000/112740000/112732900/112732845/faf8ceac_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Spacious 4-bedroom house in cool Chicago with AC, WiFi

 Chicago IL

- 9 min drive from Abbott Park

Stay at this vacation home in Chicago. Enjoy laundry facilities and air conditioning. Popular attractions Griffin Museum of Science and Industry and Rainbow ...

[](https://expedia.ca/Chicago-Hotels-Spacious-4-Bedroom-House-In-Cool-Chicago-With-AC.h112732845.Hotel-Information)

[See all 4,865 properties in Far Southeast Side](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&regionId=553248635976475411)

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 Far Southeast Side

](https://expedia.ca/Cheap-Flights-To-Far-Southeast-Side.d553248635976475411.Travel-Guide-Flights)[

Far Southeast Side Hotels

](https://expedia.ca/Far-Southeast-Side-Hotels.d553248635976475411.Travel-Guide-Hotels)[

Far Southeast Side Vacation Rentals

](https://expedia.ca/Far-Southeast-Side-Vacation-Rentals.d553248635976475411.Travel-Guide-VacationRentals)[

Far Southeast Side Car Rentals

](https://expedia.ca/Car-Rentals-In-Far-Southeast-Side.d553248635976475411.Car-Rental-Guide)[

Far Southeast Side Vacations

](https://expedia.ca/Far-Southeast-Side.d553248635976475411.Destination-Travel-Guides)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

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