Holidays in Chicago
2 travellers
Exact dates
Fri 8/9
Mon 8/12
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Cheap Chicago package deals
Most popular Chicago flight and hotel deals
Show allDowntown
Free Wi-Fi
Pet friendly
Air conditioning
Atlanta Hartsfield-Jackson
Meals not included
3 nights + flight
€371
Sonder South Wabash - Chicago - Living room![Sonder South Wabash - Chicago - Living room]()
Sonder South Wabash
Downtown
Free Wi-Fi
Air conditioning
Atlanta Hartsfield-Jackson
Self catering
3 nights + flight
€285
Downtown
Free Wi-Fi
Pet friendly
Air conditioning
Detroit Metropolitan Wayne County
Breakfast
3 nights + flight
€260
Downtown
Free Wi-Fi
Air conditioning
Dallas/Fort Worth
Meals not included
3 nights + flight
€341
Downtown
Free Wi-Fi
Air conditioning
Philadelphia
Meals not included
3 nights + flight
€363
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
Air conditioning
Detroit Metropolitan Wayne County
Meals not included
3 nights + flight
€288
Downtown
Free Wi-Fi
Air conditioning
New York LaGuardia
Meals not included
3 nights + flight
€392
Downtown
Free Wi-Fi
Pet friendly
Air conditioning
Philadelphia
Meals not included
3 nights + flight
€395
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
Air conditioning
Detroit Metropolitan Wayne County
Meals not included
3 nights + flight
€329
Downtown
Free Wi-Fi
Pet friendly
Air conditioning
Detroit Metropolitan Wayne County
Meals not included
3 nights + flight
€361
Downtown
Free Wi-Fi
Pool
Pet friendly
Air conditioning
Detroit Metropolitan Wayne County
Meals not included
3 nights + flight
€534
O'Hare
Airport shuttle
Free Wi-Fi
Pool
Air conditioning
Raleigh-Durham
Meals not included
3 nights + flight
€304
Downtown
Air conditioning
Raleigh-Durham
Meals not included
3 nights + flight
€438
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
Air conditioning
Philadelphia
Meals not included
3 nights + flight
€433
Downtown
Free Wi-Fi
Pool
Pet friendly
Air conditioning
Detroit Metropolitan Wayne County
Meals not included
3 nights + flight
€649
Downtown
Free Wi-Fi
Pet friendly
Air conditioning
Philadelphia
Meals not included
3 nights + flight
€421
Last minute holiday packages to Chicago
Show allSonder The Burnham - Chicago - Kitchen![Sonder The Burnham - Chicago - Kitchen]()
Sonder The Burnham
Downtown
Free Wi-Fi
Air conditioning
Fort Lauderdale
Meals not included
3 nights + flight
€670
When to book a holiday 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 holidays 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: Family holiday €1,251; Romantic holiday €1,316; Luxury holiday €1,326; Budget holiday €1,079.
Where to stay in Chicago
Our map will help you find the perfect place to stay for your holiday in Chicago by showing you the exact location of each hotel.
Chicago holiday information
| Family holiday (Flight+Hotel) | €1,251 |
|---|---|
| Romantic holiday (Flight+Hotel) | €1,316 |
| Luxury holiday (Flight+Hotel) | €1,326 |
| Budget holiday (Flight+Hotel) | €1,079 |
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