Chicago Cheap Vacations

Book a Cheap Hotel + Flight or Car together to unlock savings

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    Better together
    Save up to ₩234,741 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Top Cheap Chicago Hotels

Freehand Chicago
Freehand Chicago
4 out of 5
19 East Ohio Street, Chicago, IL
  • 10 min drive from Wrigley Field
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the bar and the helpful staff in our reviews. ...
7.8/10 Good! (2,022 reviews)
"It was great! My overhead light wasn’t working but it wasn’t that big of a deal. This place is in a really nice spot in River North with lots of places to eat and hang out. It’s really close to public transit too"

Reviewed on Jul 3, 2025

Freehand Chicago
Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown Chicago
2 out of 5
65 E Harrison St, Chicago, IL
  • 13 min drive from Wrigley Field
Stay at this hotel in Chicago. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
7/10 Good! (2,232 reviews)
"We had an exceptional experience . The hotel was extremely clean and well-maintained. Housekeeping was excellent—towels were changed daily, the trash was taken out every day, and the beds were neatly made each morning. The bathroom was spotless upon arrival, and the room itself was very spacious ..."

Reviewed on Jun 29, 2025

Travelodge by Wyndham Downtown Chicago
Motel 6 Elk Grove Village, IL - O'Hare
Motel 6 Elk Grove Village, IL - O'Hare
2 out of 5
2881 Touhy Ave, Elk Grove Village, IL
  • 22 min drive from Wrigley Field
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (1,519 reviews)
"An overall Pristine experience. Thus the treatment rendered was Top Tier! Commendable"

Reviewed on Jun 30, 2025

Motel 6 Elk Grove Village, IL - O'Hare
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.