
Northwest Side Pet-friendly Vacations
Book a Pet-friendly Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to ¥45,448 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
Top Pet-friendly vacation packages in Northwest Side
Price found within the past 48 hours. Click for updated prices.


Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was ¥250,708, price is now ¥142,392 per person
¥142,392
per person
Oct 8 - Oct 11
found 17 hours ago
Roundtrip flight included
Los Angeles (QLA) to Chicago (ORD)
9.4/10 Exceptional! (2,373 reviews)
My go to spot to stay in Chicago
Reviewed on Sep 7, 2025

Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was ¥441,322, price is now ¥298,203 per person
¥298,203
per person
Oct 8 - Oct 12
found 19 hours ago
Roundtrip flight included
Los Angeles (QLA) to Chicago (ORD)
9.4/10 Exceptional! (1,714 reviews)
Location, cleanliness, and friendly staff
Reviewed on Sep 7, 2025

Eurostars Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was ¥284,698, price is now ¥197,500 per person
¥197,500
per person
Oct 8 - Oct 12
found 19 hours ago
Roundtrip flight included
Los Angeles (QLA) to Chicago (ORD)
8.8/10 Excellent! (3,086 reviews)
Everything here is great; staff is friendly, good parking nearby, clean and lots of amenities!
Reviewed on Sep 5, 2025

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was ¥306,268, price is now ¥214,487 per person
¥214,487
per person
Oct 8 - Oct 12
found 19 hours ago
Roundtrip flight included
Los Angeles (QLA) to Chicago (ORD)
9.4/10 Exceptional! (2,129 reviews)
Please share something about the coffee & breakfast cafe with guests checking in. Many of us were checking out before we noticed it was there.
Reviewed on Sep 7, 2025
Don't see what you're looking for?
See all available trips from Los Angeles to Northwest Side
View all trips5* Pet-friendly vacations in Northwest Side
Price found within the past 48 hours. Click for updated prices.

Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was ¥441,322, price is now ¥298,203 per person
¥298,203
per person
Oct 8 - Oct 12
found 19 hours ago
Roundtrip flight included
Los Angeles (QLA) to Chicago (ORD)
9.4/10 Exceptional! (1,714 reviews)
Location, cleanliness, and friendly staff
Reviewed on Sep 7, 2025

The Peninsula Chicago
Downtown Chicago
Save 100% on your flight
Price was ¥443,920, price is now ¥338,850 per person
¥338,850
per person
Oct 8 - Oct 12
found 19 hours ago
Roundtrip flight included
Los Angeles (QLA) to Chicago (ORD)
9.8/10 Exceptional! (1,014 reviews)
Amazing hotel will be back for sure!
Reviewed on Sep 7, 2025
Don't see what you're looking for?
See all available trips from Los Angeles to Northwest Side
View all trips3 Night Pet-friendly vacations in Northwest Side
Price found within the past 48 hours. Click for updated prices.

Cambria Hotel Chicago Loop - Theatre District
Downtown Chicago
Price was ¥122,746, price is now ¥112,854 per person
¥112,854
per person
Oct 8 - Oct 11
just found
Roundtrip flight included
Los Angeles (QLA) to Chicago (ORD)
8.8/10 Excellent! (1,399 reviews)
The area around the property was safe and convenient. It was walking distance to the events, museums, restaurants, the river, and theaters and the train stations.
Reviewed on Sep 7, 2025

The Talbott, Autograph Collection
Downtown Chicago
Save 100% on your flight
Price was ¥159,337, price is now ¥116,406 per person
¥116,406
per person
Oct 8 - Oct 11
just found
Roundtrip flight included
Los Angeles (QLA) to Chicago (ORD)
9.2/10 Wonderful! (33 reviews)
Everything was great except only one elevator was working and my room was poorly lite even with all of the lights on.
Reviewed on Aug 30, 2025

Don't see what you're looking for?
See all available trips from Los Angeles to Northwest Side
View all trips4 Night Pet-friendly vacations in Northwest Side
Price found within the past 48 hours. Click for updated prices.

Eurostars Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was ¥284,698, price is now ¥197,500 per person
¥197,500
per person
Oct 8 - Oct 12
found 19 hours ago
Roundtrip flight included
Los Angeles (QLA) to Chicago (ORD)
8.8/10 Excellent! (3,086 reviews)
Everything here is great; staff is friendly, good parking nearby, clean and lots of amenities!
Reviewed on Sep 5, 2025

Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was ¥441,322, price is now ¥298,203 per person
¥298,203
per person
Oct 8 - Oct 12
found 19 hours ago
Roundtrip flight included
Los Angeles (QLA) to Chicago (ORD)
9.4/10 Exceptional! (1,714 reviews)
Location, cleanliness, and friendly staff
Reviewed on Sep 7, 2025

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was ¥306,268, price is now ¥214,487 per person
¥214,487
per person
Oct 8 - Oct 12
found 19 hours ago
Roundtrip flight included
Los Angeles (QLA) to Chicago (ORD)
9.4/10 Exceptional! (2,129 reviews)
Please share something about the coffee & breakfast cafe with guests checking in. Many of us were checking out before we noticed it was there.
Reviewed on Sep 7, 2025
Don't see what you're looking for?
See all available trips from Los Angeles to Northwest Side
View all trips* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.