Vacations in Chicago
2 travellers
Sat 5/11
Tue 5/14
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Cheap Chicago package deals
Most popular Chicago flight and hotel deals
Show allDowntown
Free Wi-Fi
Pet friendly
Dallas/Fort Worth
Meals not included
3 nights + flight
C$ 475
Downtown
Free Wi-Fi
Pool
Pet friendly
Minneapolis St Paul
Meals not included
3 nights + flight
C$ 483
Downtown
Free Wi-Fi
Pet friendly
Denver Intl
Meals not included
3 nights + flight
C$ 342
Downtown
Pool
Pet friendly
Spa
Denver Intl
Meals not included
3 nights + flight
C$ 375
The Royal Sonesta Chicago River North - Chicago - Lounge![The Royal Sonesta Chicago River North - Chicago - Lounge]()
The Royal Sonesta Chicago River North
Downtown
Free Wi-Fi
Pool
Pet friendly
Denver Intl
Meals not included
3 nights + flight
C$ 495
Downtown
Free Wi-Fi
Pet friendly
Spa
Denver Intl
Meals not included
3 nights + flight
C$ 410
Downtown
Pet friendly
Denver Intl
Meals not included
3 nights + flight
C$ 369
Downtown
Free Wi-Fi
Pool
Pet friendly
Spa
New Orleans Louis Armstrong
Meals not included
3 nights + flight
C$ 799
O'Hare
Airport shuttle
Free Wi-Fi
Pool
Dallas/Fort Worth
Meals not included
3 nights + flight
C$ 428
SpringHill Suites by Marriott Chicago Chinatown - Chicago - Lobby![SpringHill Suites by Marriott Chicago Chinatown - Chicago - Lobby]()
SpringHill Suites by Marriott Chicago Chinatown
Downtown
Free Wi-Fi
Dallas/Fort Worth
Meals not included
3 nights + flight
C$ 480
Downtown
Free Wi-Fi
Pool
Pet friendly
Dallas/Fort Worth
Breakfast
3 nights + flight
C$ 473
Downtown
Free Wi-Fi
Pool
Pet friendly
Spa
Atlanta Hartsfield-Jackson
Meals not included
3 nights + flight
C$ 943
Downtown
Free Wi-Fi
Pet friendly
Minneapolis St Paul
Meals not included
3 nights + flight
C$ 365
When to book a vacation in Chicago
Price includes flights and 3 nights accommodation for 2 travellers. Prices are not fixed and may vary with time.
Tips for finding Chicago package deals
- There are loads of types of vacations in Chicago and the cost will depend on what type of trip you’re taking and for how long you’d like to stay. Here are the latest prices for a 3 night trip for 2 travellers: Top vacation C$ 724; Family vacation C$ 656; Romantic vacation C$ 765; Luxury vacation C$ 757; Budget vacation C$ 539.
Where to stay in Chicago
Our map will help you find the perfect place to stay for your vacation in Chicago by showing you the exact location of each hotel.
Chicago vacation information
| Top vacation (Flight+Hotel) | C$ 724 |
|---|---|
| Family vacation (Flight+Hotel) | C$ 656 |
| Romantic vacation (Flight+Hotel) | C$ 765 |
| Luxury vacation (Flight+Hotel) | C$ 757 |
| Budget vacation (Flight+Hotel) | C$ 539 |
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