Vacations Close To Downtown Oak Park
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Downtown Oak Park Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
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Price was $2,401, price is now $1,437 per person
$1,437
per person
Nov 6 - Nov 13
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Chicago (ORD)
Great location. Couldn’t go to rooftop due to weather. No ice machine
Reviewed on Oct 6, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
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Price was $1,998, price is now $1,304 per person
$1,304
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Chicago (ORD)
Free upgrade was amazing and staff were even better. Thank you.
Reviewed on Oct 6, 2026
Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was $2,162, price is now $1,418 per person
$1,418
per person
Nov 6 - Nov 13
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Chicago (ORD)
I had booked an Executive Room months in advanced and when I got there they gave me a much smaller room then I was expecting
Reviewed on Oct 4, 2026
Hotel Felix River North/Magnificent Mile
Downtown Chicago
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Price was $1,285, price is now $844 per person
$844
per person
Nov 6 - Nov 13
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Chicago (ORD)
Me gustó mucho toda la gente fue súper amable, lo único que no me encantó fue que no me avisaron que no hacían limpieza a la habitación.
Reviewed on Oct 6, 2026
Silversmith Hotel Chicago Downtown
Downtown Chicago
Save 100% on your flight
Price was $1,369, price is now $1,029 per person
$1,029
per person
Nov 6 - Nov 13
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Chicago (ORD)
Rooms were very clean and the staff was helpful in giving recommendations! Will stay again if i’m in Chicago again! A lot of places were walking distance. Perfect location
Reviewed on Oct 6, 2026
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See all available trips from Columbus to Downtown Oak Park
View all tripsBest Lodging Options Near Downtown Oak Park
Carleton of Oak Park
1110 Pleasant St Oak Park IL
0.41 km from Downtown Oak Park
Book a stay at this boutique hotel in Oak Park. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the restaurant and the helpful staff in our ...
Holiday Inn Express and Suites Chicago West Oak Park by IHG
1140 Lake Street Oak Park IL
0.28 km from Downtown Oak Park
Stay at this hotel in Oak Park. Enjoy free breakfast, free WiFi, and a fitness center. Popular attractions Frank Lloyd Wright Historic District and Garfield ...
Harvey House Bed & Breakfast
107 South Scoville Avenue Oak Park IL
1.09 km from Downtown Oak Park
Stay at this B&B in Oak Park. Enjoy free breakfast, free WiFi, and free parking. Popular attractions United Center and Frank Lloyd Wright Historic District are ...
Travel Inn
1150 Roosevelt Rd Broadview IL
4.68 km from Downtown Oak Park
Stay at this motel in Broadview. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Oakbrook Center Mall and Frank Lloyd Wright Historic ...
The Shamrock
1212 S Cicero Ave Cicero IL
5.33 km from Downtown Oak Park
Stay at this motel in Cicero. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the clean rooms in our reviews. Popular attractions ...
Super 8 by Wyndham Chicago/Rosemont/O'Hare/SE
3160 North River Road River Grove IL
6.75 km from Downtown Oak Park
Book a stay at this business-friendly motel in River Grove. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff ...
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See all available properties in Downtown Oak Park
View all propertiesLowest 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.