Vacations in Chicago
2 travellers
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Cheap Chicago package deals
Most popular Chicago flight and hotel deals
Show allNear North Side
Free Wi-Fi
Pet friendly
Atlanta Hartsfield-Jackson
Meals not included
3 nights + flight
C$ 525
The Wade - Chicago - Lobby![The Wade - Chicago - Lobby]()
The Wade
Near North Side
Pool
Pet friendly
Atlanta Hartsfield-Jackson
Meals not included
3 nights + flight
C$ 370
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
Nashville Intl
Meals not included
3 nights + flight
C$ 309
Near North Side
Pool
Pet friendly
Atlanta Hartsfield-Jackson
Meals not included
3 nights + flight
C$ 492
Loop
Pool
Pet friendly
Atlanta Hartsfield-Jackson
Meals not included
3 nights + flight
C$ 539
Near North Side
Pool
Pet friendly
Atlanta Hartsfield-Jackson
Breakfast
3 nights + flight
C$ 615
Near North Side
Free Wi-Fi
Pet friendly
Atlanta Hartsfield-Jackson
Meals not included
3 nights + flight
C$ 430
Loop
Free Wi-Fi
Pet friendly
Spa
Atlanta Hartsfield-Jackson
Meals not included
3 nights + flight
C$ 603
Near North Side
Free Wi-Fi
Atlanta Hartsfield-Jackson
Meals not included
3 nights + flight
C$ 471
Loop
Free Wi-Fi
Pet friendly
Atlanta Hartsfield-Jackson
Breakfast
3 nights + flight
C$ 492
Near North Side
Free Wi-Fi
Pool
Pet friendly
Spa
Los Angeles
Meals not included
3 nights + flight
C$ 887
Near North Side
Free Wi-Fi
Pool
Atlanta Hartsfield-Jackson
Meals not included
3 nights + flight
C$ 486
Loop
Free Wi-Fi
Pet friendly
Atlanta Hartsfield-Jackson
Meals not included
3 nights + flight
C$ 379
Hotel Riu Plaza Chicago - Chicago - Lounge![Hotel Riu Plaza Chicago - Chicago - Lounge]()
Hotel Riu Plaza Chicago
Near North Side
Free Wi-Fi
Atlanta Hartsfield-Jackson
Breakfast
3 nights + flight
C$ 532
Near North Side
Free Wi-Fi
Pool
Pet friendly
Spa
Orlando
Meals not included
3 nights + flight
C$ 1,295
Loop
Free Wi-Fi
Pet friendly
Atlanta Hartsfield-Jackson
Meals not included
3 nights + flight
C$ 484
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$ 101; Family vacation C$ 221; Romantic vacation C$ 250; Luxury vacation C$ 496; Budget vacation C$ 260.
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$ 101 |
|---|---|
| Family vacation (Flight+Hotel) | C$ 221 |
| Romantic vacation (Flight+Hotel) | C$ 250 |
| Luxury vacation (Flight+Hotel) | C$ 496 |
| Budget vacation (Flight+Hotel) | C$ 260 |