
Illinois Pet-friendly Vacations
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Top Pet-friendly vacation packages in Illinois
Price found within the past 48 hours. Click for updated prices.

Hilton Chicago
Downtown Chicago
Price was $286, price is now $223 per person
$223
per person
Dec 24 - Dec 26
found 1 hour ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
8.4/10 Very Good! (2,261 reviews)
Location is really great but building needs a lot of updating. Didn’t get the room serviced the whole 3 nights but perhaps we had to call for them to do it. I had picked a room facing out and they changed it to one facing a wall. We didn’t bother complaining since we spent most of the time exploring the city. Breakfast buffet was very expensive but not really worth it.
Reviewed on Oct 22, 2025

The Royal Sonesta Chicago River North
Downtown Chicago
Price was $519, price is now $378 per person
$378
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (2,192 reviews)
There is a fire station very close to this hotel and I heard sirens into the early morning hours. Very frustrating as I could not sleep!
Reviewed on Oct 23, 2025

The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
Price was $340, price is now $254 per person
$254
per person
Dec 24 - Dec 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (2,137 reviews)
The room I was in was smaller than expected but was clean and well furnished. All of the staff that I interacted with were polite, courteous and professional at all times. Most things in Chicago are within walking distance from this hotel so it is well located in this respect. A couple of theatres are very close, one next-door, so handy in this respect. A good hotel with great staff.
Reviewed on Oct 22, 2025

Kinzie Hotel
Downtown Chicago
Price was $511, price is now $381 per person
$381
per person
Dec 24 - Dec 28
found 13 hours ago
Roundtrip flight included
Orlando (MCO) to Chicago (ORD)
9.2/10 Wonderful! (1,936 reviews)
The room was a queen size room and was very comfortable. I enjoyed the sitting area with the couch by the window, and the bathroom was roomy and well-appointed.
Reviewed on Oct 23, 2025

Kimpton Gray Hotel by IHG
Downtown Chicago
Price was $610, price is now $458 per person
$458
per person
Dec 24 - Dec 28
found 13 hours ago
Roundtrip flight included
Orlando (MCO) to Chicago (ORD)
9.2/10 Wonderful! (1,008 reviews)
I was not impressed overall and honestly expected much more from a 4.5-star hotel in Chicago.
Check-in with the concierge was smooth, and the staff was polite and efficient, which I appreciated. However, the condition of the common areas left a lot to be desired. The hallways and entrance carpets looked unclean, and the elevators also did not feel particularly clean. The lighting in the entrance area was poor and gave off a rather uninviting vibe.
Service was inconsistent: I requested a blanket one night, and it took nearly an hour to arrive. Access to water was inconvenient—only two bottles were provided, and there weren’t enough fountains. Offering reusable bottles for guests to refill would be a much better experience.
The in-room amenities were disappointing. Towels looked worn and old, the shower had weak water pressure and limited flow, and it was unclear what room service was available, if any.
Overall, while the staff was professional, the property itself did not live up to the standard I was expecting. Definitely not on par with what a 4.5-star rating suggests. Will not return and certainly do not reccomend.
Reviewed on Sep 28, 2025
3 Night Pet-friendly vacations in Illinois
Price found within the past 48 hours. Click for updated prices.

The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
Price was $340, price is now $254 per person
$254
per person
Dec 24 - Dec 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (2,137 reviews)
The room I was in was smaller than expected but was clean and well furnished. All of the staff that I interacted with were polite, courteous and professional at all times. Most things in Chicago are within walking distance from this hotel so it is well located in this respect. A couple of theatres are very close, one next-door, so handy in this respect. A good hotel with great staff.
Reviewed on Oct 22, 2025

Hilton Chicago
Downtown Chicago
Price was $367, price is now $281 per person
$281
per person
Dec 24 - Dec 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.4/10 Very Good! (2,261 reviews)
Location is really great but building needs a lot of updating. Didn’t get the room serviced the whole 3 nights but perhaps we had to call for them to do it. I had picked a room facing out and they changed it to one facing a wall. We didn’t bother complaining since we spent most of the time exploring the city. Breakfast buffet was very expensive but not really worth it.
Reviewed on Oct 22, 2025

4 Night Pet-friendly vacations in Illinois
Price found within the past 48 hours. Click for updated prices.

The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
Price was $423, price is now $304 per person
$304
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (2,137 reviews)
The room I was in was smaller than expected but was clean and well furnished. All of the staff that I interacted with were polite, courteous and professional at all times. Most things in Chicago are within walking distance from this hotel so it is well located in this respect. A couple of theatres are very close, one next-door, so handy in this respect. A good hotel with great staff.
Reviewed on Oct 22, 2025

The Royal Sonesta Chicago River North
Downtown Chicago
Price was $519, price is now $378 per person
$378
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (2,192 reviews)
There is a fire station very close to this hotel and I heard sirens into the early morning hours. Very frustrating as I could not sleep!
Reviewed on Oct 23, 2025

Aloft Chicago Downtown River North
Downtown Chicago
Price was $437, price is now $326 per person
$326
per person
Nov 23 - Nov 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
9.4/10 Exceptional! (1,154 reviews)
Convenient to everything, nice spacious rooms and very clean! Would definitely stay there again.
Reviewed on Oct 20, 2025
Top Pet-friendly Illinois Hotels

Freehand Chicago
19 East Ohio Street, Chicago, IL
$84 nightly
The price is $99 total per night from Nov 17 to Nov 18
$99 total
Nov 17 - Nov 18
Total with taxes and fees
This pet-friendly, city-center hotel welcomes dogs for an additional fee. Nearby Millennium Park is a good place to stretch your legs if you need a walk.
7.8/10 Good! (2,515 reviews)
Everything was amazing, the only issue during my stay was that the heater didn’t work.
Reviewed on Oct 23, 2025

Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl, Chicago, IL
$115 nightly
The price is $135 total per night from Nov 16 to Nov 17
$135 total
Nov 16 - Nov 17
Total with taxes and fees
Dogs and cats are welcome (fees apply) at this pet-friendly, city-center hotel. If you'd like to stretch your legs, look no further than nearby Lincoln ...
8.8/10 Excellent! (3,135 reviews)
Great
Reviewed on Oct 23, 2025

Hilton Garden Inn Chicago Downtown/Magnificent Mile
10 E Grand Ave, Chicago, IL
$110 nightly
The price is $129 total per night from Nov 16 to Nov 17
$129 total
Nov 16 - Nov 17
Total with taxes and fees
This pet-friendly, city-center hotel welcomes dogs and cats for an additional fee. Nearby Millennium Park is a good place to stretch your legs if you need a ...
8.4/10 Very Good! (4,099 reviews)
Conveniently located in the center of everything! Spacious and clean rooms!
Reviewed on Oct 22, 2025
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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