Chicago Cheap Vacations
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Top Cheap vacation packages in Chicago
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was NT$25,189, price is now NT$19,343 per person
NT$19,343
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
8.2/10 Very Good! (2,096 reviews)
HVAC was really loud, the hallways were poorly finished. It was OK but for what we paid, we could have made a better choice.
Reviewed on 2025/8/27
River Hotel
Downtown Chicago
Price was NT$26,731, price is now NT$22,900 per person
NT$22,900
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
8.8/10 Excellent! (4,578 reviews)
Great location. Staff was very friendly. Only bad part was that one of the two elevators was broken, resulting in crowded rides and longer than normal wait times. Otherwise, it was a nice stay.
Reviewed on 2025/8/29
Club Quarters Hotel, Central Loop, Chicago
Downtown Chicago
Price was NT$23,441, price is now NT$20,600 per person
NT$20,600
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
8.6/10 Excellent! (3,356 reviews)
Very nice place to stay near the Art Institute, the big banks. Several special amenities. Staff very helpful, calm.
Reviewed on 2025/8/29
Central Loop Hotel
Downtown Chicago
Price was NT$23,441, price is now NT$20,600 per person
NT$20,600
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
8.6/10 Excellent! (1,820 reviews)
After a long train trip it was great to get to agood hotel within easy walking distance and have a great sleep.
Reviewed on 2025/8/27
4 Night Cheap vacations in Chicago
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was NT$25,189, price is now NT$19,343 per person
NT$19,343
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
8.2/10 Very Good! (2,096 reviews)
HVAC was really loud, the hallways were poorly finished. It was OK but for what we paid, we could have made a better choice.
Reviewed on 2025/8/27
The Whitehall Hotel, BW Premier Collection
Downtown Chicago
Price was NT$23,503, price is now NT$19,749 per person
NT$19,749
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
8.2/10 Very Good! (3,561 reviews)
Planned to stay 4 nights, but had to cut back one night as they required a $75 deposit. They would not waive this & process check in (even though I pre-paid the 4 nights). Tv signal wasn't working. It didn't matter as I had work to do.
Reviewed on 2025/8/28
River Hotel
Downtown Chicago
Price was NT$26,731, price is now NT$22,900 per person
NT$22,900
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
8.8/10 Excellent! (4,578 reviews)
Great location. Staff was very friendly. Only bad part was that one of the two elevators was broken, resulting in crowded rides and longer than normal wait times. Otherwise, it was a nice stay.
Reviewed on 2025/8/29
Top Cheap Chicago Hotels
Freehand Chicago
19 East Ohio Street, Chicago, IL
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! (2,249 reviews)
"very friendly"
Reviewed on 2025/8/27
Travelodge by Wyndham Downtown Chicago
65 E Harrison St, Chicago, IL
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 ...
7.2/10 Good! (2,303 reviews)
"Location was awesome. Staff was so nice and helpful. Rooms were really clean. Nothing bad to say about the whole stay here!"
Reviewed on 2025/8/24
Motel 6 Elk Grove Village, IL - O'Hare
2881 Touhy Ave, Elk Grove Village, IL
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! (1,613 reviews)
"Nice"
Reviewed on 2025/8/25
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.
More Vacation Ideas
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.