
Historic Route 66 Kid friendly Holidays
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Price found within the past 48 hours. Click for updated prices.

The Drake
Downtown Chicago
Price was €791, price is now €674 per person
€674
per person
1 Feb - 6 Feb
found 13 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
8.8/10 Excellent! (1,334 reviews)
Wonderfully clean room, attentive housekeeping. The entire hotel staff was great. Loved the holiday decor.
Reviewed on 7 Dec 2025

Level Chicago – Old Town
Downtown Chicago
Price was €1,036, price is now €757 per person
€757
per person
1 Feb - 6 Feb
found 13 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
Room was spotless, all the kitchen amenities were provided such as a Nespresso machine with refills, electric kettle, dishes, utensils, pots, and pans. The refrigerator has a water dispenser inside full-size freezer microwave dishwasher. They provide dishwashing detergent and dish soap. Paper towels. Stackable washer and dryer they supply a single sample of laundry detergent to do laundry then you’re on your own. Aldi is on the first floor so if you need anything grocery is available. there is a café attached to the building. Workout area is immaculately cleaned every day. There is a game room a large area to watch TV. we did not bring our pet, but there is an area on the rooftop for pets to run around and there’s green space down below. A full basketball court and an area for children to play. it was winter so the pool and hot tub were closed. they provide fresh linens and towels as needed. They are very prompt and answer the phone quickly. The parking is secure and well lit. Location is in a safe neighborhood. Across the street is disco pancakes for breakfast. Target is just down the road and CVS and Jewel grocery stores. This is our second time staying. When we do stay, we stay about a week. It is quiet. Great views.
Reviewed on 3 Dec 2025

Pendry Chicago
Downtown Chicago
Price was €1,152, price is now €954 per person
€954
per person
19 Jan - 25 Jan
found 15 hours ago
Return direct flight included
Athens (ATH) to Chicago (ORD)
9.4/10 Exceptional! (1,130 reviews)
Concierge not helpful and neither is was the door man,
Neither would get me a cab, they said to just stand outside
Reviewed on 4 Dec 2025

LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was €963, price is now €822 per person
€822
per person
19 Jan - 25 Jan
found 15 hours ago
Return direct flight included
Athens (ATH) to Chicago (ORD)
9.4/10 Exceptional! (3,392 reviews)
Great rooftop and bar options - very good location
Reviewed on 5 Dec 2025

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was €945, price is now €811 per person
€811
per person
19 Jan - 25 Jan
found 15 hours ago
Return direct flight included
Athens (ATH) to Chicago (ORD)
9.4/10 Exceptional! (2,229 reviews)
Wonderful ! Clean ! Staff helpful! Great location near everything beautiful views !
Reviewed on 5 Dec 2025
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Angad Arts Hotel St. Louis, Tapestry Collection by Hilton
Grand Center
Price was €1,196, price is now €1,121 per person
€1,121
per person
9 Feb - 12 Feb
found 15 hours ago
Return flight included
Dublin (DUB) to St. Louis (STL)
8.8/10 Excellent! (1,022 reviews)
The room smelled like sewer gas or car exhaust. I ran water in the shower and that seemed to eliminate the smell. Air return filter was way past the time to change it.
The room and beds were lovely but I need better lighting. Not enough choices for tv viewing. Lotions and soaps were nice. Loved the scent.
Reviewed on 6 Dec 2025

DoubleTree by Hilton Hotel St. Louis - Chesterfield
Price was €1,204, price is now €1,125 per person
€1,125
per person
9 Feb - 12 Feb
found 15 hours ago
Return flight included
Dublin (DUB) to St. Louis (STL)
8.6/10 Excellent! (1,001 reviews)
Clean rooms, comfortable beds, kind and helpful staff such as Kim, Brandon at the front desk, Michelle our house keeper were all fantastic.
Reviewed on 26 Nov 2025

Marriott St. Louis Airport
Edmundson
Price was €1,239, price is now €1,181 per person
€1,181
per person
9 Feb - 12 Feb
found 15 hours ago
Return flight included
Dublin (DUB) to St. Louis (STL)
8/10 Very Good! (1,006 reviews)
Love that there is a restaurant inside the property so that after you check in you do not have to go elsewhere to find a place to eat.
Reviewed on 30 Nov 2025
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