Vacations in Chicago
2 travellers
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Cheap Chicago package deals
Most popular Chicago flight and hotel deals
Show allThe Wade - Chicago - Lobby![The Wade - Chicago - Lobby]()
The Wade
Near North Side
Pool
Pet friendly
Cleveland Hopkins Intl
Meals not included
3 nights + flight
C$ 400
Near North Side
Free Wi-Fi
Pet friendly
Cleveland Hopkins Intl
Breakfast
3 nights + flight
C$ 510
Admiral Motel By OYO Chicago I-94 - Chicago - Building![Admiral Motel By OYO Chicago I-94 - Chicago - Building]()
Admiral Motel By OYO Chicago I-94
Chatham
Parking
Pet friendly
Cleveland Hopkins Intl
Meals not included
3 nights + flight
C$ 344
Mccormick Place Guest House - Chicago - Balcony![Mccormick Place Guest House - Chicago - Balcony]()
Mccormick Place Guest House
Douglas
Parking
Free Wi-Fi
Cleveland Hopkins Intl
Meals not included
3 nights + flight
C$ 459
Near North Side
Pool
Pet friendly
Cleveland Hopkins Intl
Meals not included
3 nights + flight
C$ 530
Hyatt House Chicago Medical/University District - Chicago - Building![Hyatt House Chicago Medical/University District - Chicago - Building]()
Hyatt House Chicago Medical/University District
Near West Side
Free Wi-Fi
Pet friendly
Minneapolis St Paul
Breakfast
3 nights + flight
C$ 518
O'Hare
Airport shuttle
Pool
Cleveland Hopkins Intl
Meals not included
3 nights + flight
C$ 560
Near North Side
Free Wi-Fi
Pool
Pet friendly
Cleveland Hopkins Intl
Meals not included
3 nights + flight
C$ 802
Near West Side
Pool
Pet friendly
Minneapolis St Paul
Breakfast
3 nights + flight
C$ 511
Near North Side
Free Wi-Fi
Cleveland Hopkins Intl
Meals not included
3 nights + flight
C$ 478
Near North Side
Free Wi-Fi
Pool
Pet friendly
Spa
Denver Intl
Meals not included
3 nights + flight
C$ 879
Near North Side
Free Wi-Fi
Pool
Pet friendly
Spa
Cleveland Hopkins Intl
Meals not included
3 nights + flight
C$ 1,164
Near North Side
Free Wi-Fi
Pet friendly
Dallas/Fort Worth
Meals not included
3 nights + flight
C$ 701
Near North Side
Free Wi-Fi
Pet friendly
Los Angeles
Meals not included
3 nights + flight
C$ 620
Last minute vacation packages to Chicago
Show allO'Hare
Airport shuttle
Free Wi-Fi
Pool
Denver Intl
Meals not included
3 nights + flight
C$ 1,022
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$ 87; Family vacation C$ 220; Romantic vacation C$ 249; Luxury vacation C$ 494; Budget vacation C$ 259.
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.Everything you need to know for your vacation in Chicago
Complete your trip to Chicago
Other popular hotel destinations
Other popular package vacation destinations
Chicago vacation information
| Top vacation (Flight+Hotel) | C$ 87 |
|---|---|
| Family vacation (Flight+Hotel) | C$ 220 |
| Romantic vacation (Flight+Hotel) | C$ 249 |
| Luxury vacation (Flight+Hotel) | C$ 494 |
| Budget vacation (Flight+Hotel) | C$ 259 |