Historic Route 66 Pet-friendly Holidays
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Top flight + Pet-friendly hotel deals in Historic Route 66
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was ₹85,542, price is now ₹60,181 per person
₹60,181
per person
1 May - 5 May
found 11 hours ago
Return direct flight included
Los Angeles (LAX) to Chicago (ORD)
8.2/10 Very Good! (2,365 reviews)
There were no glasses in the room to drink out of. There was no lotion. There was no coffee maker. The shower curtain does not stretch the whole way so water gets all over the bathroom. We had a free VIP "hot" breakfast. When went down, there was no hot food. Just coffee and some bakery items. And no employee to serve us. Very, very misleading. We won't be staying here again.
Reviewed on 2 Feb 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was ₹150,396, price is now ₹86,049 per person
₹86,049
per person
1 May - 5 May
found 11 hours ago
Return direct flight included
Los Angeles (LAX) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Everything was amazing, specially the breakfast buffet.
Reviewed on 7 Feb 2026
Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was ₹125,071, price is now ₹85,480 per person
₹85,480
per person
1 May - 5 May
found 11 hours ago
Return direct flight included
Los Angeles (LAX) 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 2 Feb 2026
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was ₹130,378, price is now ₹91,016 per person
₹91,016
per person
1 May - 5 May
found 11 hours ago
Return direct flight included
Los Angeles (LAX) to Chicago (ORD)
9.4/10 Exceptional! (3,392 reviews)
Nice room and friendly staff. Bar and restaurant were both great as well
Reviewed on 6 Feb 2026
Waldorf Astoria Chicago
Downtown Chicago
Save 100% on your flight
Price was ₹180,586, price is now ₹129,535 per person
₹129,535
per person
1 May - 5 May
found 11 hours ago
Return direct flight included
Los Angeles (LAX) 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 26 Jan 2026
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View all trips5* Pet-friendly holidays in Historic Route 66
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 ₹169,304, price is now ₹121,460 per person
₹121,460
per person
1 May - 5 May
found 11 hours ago
Return direct flight included
Los Angeles (LAX) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
Lovely room. Excellent staff.
Reviewed on 3 Feb 2026
Waldorf Astoria Chicago
Downtown Chicago
Save 100% on your flight
Price was ₹180,586, price is now ₹129,535 per person
₹129,535
per person
1 May - 5 May
found 11 hours ago
Return direct flight included
Los Angeles (LAX) 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 26 Jan 2026
The Peninsula Chicago
Downtown Chicago
Save 100% on your flight
Price was ₹212,941, price is now ₹176,258 per person
₹176,258
per person
1 May - 5 May
found 11 hours ago
Return direct flight included
Los Angeles (LAX) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
The staff and amenities
Reviewed on 4 Feb 2026
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View all trips* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
