Vacations in Chicago
2 travellers
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Cheap Chicago package deals
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Most popular Chicago flight and hotel deals
Show allDowntown
Fort Myers SW Florida Intl
Meals not included
3 nights + flight
C$ 292
Mccormick Place Guest House - Chicago - Living room![Mccormick Place Guest House - Chicago - Living room]()
Mccormick Place Guest House
South Side
Parking
Free Wi-Fi
Houston George Bush Intcntl
Meals not included
3 nights + flight
C$ 299
Downtown
Free Wi-Fi
Pool
Pet friendly
Fort Myers SW Florida Intl
Meals not included
3 nights + flight
C$ 379
Downtown
Free Wi-Fi
Pet friendly
Fort Lauderdale
Breakfast
3 nights + flight
C$ 328
Downtown
Free Wi-Fi
Pet friendly
Fort Lauderdale
Meals not included
3 nights + flight
C$ 319
O'Hare
Airport shuttle
Pool
Fort Lauderdale
Meals not included
3 nights + flight
C$ 402
Downtown
Free Wi-Fi
Pet friendly
Fort Myers SW Florida Intl
Breakfast
3 nights + flight
C$ 385
Downtown
Free Wi-Fi
Pet friendly
Fort Myers SW Florida Intl
Meals not included
3 nights + flight
C$ 399
Downtown
Free Wi-Fi
Spa
Fort Myers SW Florida Intl
Meals not included
3 nights + flight
C$ 469
Downtown
Free Wi-Fi
Fort Myers SW Florida Intl
Meals not included
3 nights + flight
C$ 409
Downtown
Free Wi-Fi
Pet friendly
Dallas/Fort Worth
Meals not included
3 nights + flight
C$ 417
Downtown
Pet friendly
Spa
Fort Myers SW Florida Intl
Meals not included
3 nights + flight
C$ 429
Downtown
Free Wi-Fi
Pool
Pet friendly
Fort Lauderdale
Breakfast
3 nights + flight
C$ 317
Downtown
Free Wi-Fi
Pool
Pet friendly
Spa
Los Angeles
Meals not included
3 nights + flight
C$ 876
Lincoln Park
Free Wi-Fi
Houston George Bush Intcntl
Meals not included
3 nights + flight
C$ 228
Last minute vacation packages to Chicago
Show allThe Royal Sonesta Chicago River North - Chicago - Lounge![The Royal Sonesta Chicago River North - Chicago - Lounge]()
The Royal Sonesta Chicago River North
Downtown
Pool
Pet friendly
Miami
Meals not included
3 nights + flight
C$ 709
The Allegro Royal Sonesta Hotel Chicago Loop - Chicago - Living room![The Allegro Royal Sonesta Hotel Chicago Loop - Chicago - Living room]()
The Allegro Royal Sonesta Hotel Chicago Loop
Downtown
Pet friendly
Miami
Meals not included
3 nights + flight
C$ 610
Downtown
Free Wi-Fi
Pool
Miami
Meals not included
3 nights + flight
C$ 607
SpringHill Suites by Marriott Chicago Chinatown - Chicago - Meeting room![SpringHill Suites by Marriott Chicago Chinatown - Chicago - Meeting room]()
SpringHill Suites by Marriott Chicago Chinatown
Downtown
Free Wi-Fi
Miami
Breakfast
3 nights + flight
C$ 709
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$ 745; Family vacation C$ 676; Romantic vacation C$ 788; Luxury vacation C$ 780; Budget vacation C$ 556.
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$ 745 |
|---|---|
| Family vacation (Flight+Hotel) | C$ 676 |
| Romantic vacation (Flight+Hotel) | C$ 788 |
| Luxury vacation (Flight+Hotel) | C$ 780 |
| Budget vacation (Flight+Hotel) | C$ 556 |
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