Holidays in Chicago
2 travellers
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Most popular Chicago flight and hotel deals
Show allNear North Side
Free Wi-Fi
Pet friendly
Air conditioning
Dallas/Fort Worth
Meals not included
3 nights + flight
€393
Near North Side
Free Wi-Fi
Pool
Pet friendly
Air conditioning
Dallas/Fort Worth
Meals not included
3 nights + flight
€264
Near North Side
Free Wi-Fi
Pet friendly
Air conditioning
Atlanta Hartsfield-Jackson
Breakfast
3 nights + flight
€360
Near West Side
Free Wi-Fi
Pet friendly
Air conditioning
Nashville Intl
Breakfast
3 nights + flight
€315
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
Air conditioning
Philadelphia
Meals not included
3 nights + flight
€398
Downtown
Pet friendly
Air conditioning
Atlanta Hartsfield-Jackson
Breakfast
3 nights + flight
€340
Near North Side
Free Wi-Fi
Pet friendly
Air conditioning
Nashville Intl
Meals not included
3 nights + flight
€380
The Royal Sonesta Chicago River North - Chicago - Lounge![The Royal Sonesta Chicago River North - Chicago - Lounge]()
The Royal Sonesta Chicago River North
Near North Side
Free Wi-Fi
Pool
Pet friendly
Air conditioning
Nashville Intl
Meals not included
3 nights + flight
€349
Downtown
Free Wi-Fi
Pet friendly
Air conditioning
Dallas/Fort Worth
Meals not included
3 nights + flight
€314
The Neighborhood Hotel Little Italy - Chicago - Living room![The Neighborhood Hotel Little Italy - Chicago - Living room]()
The Neighborhood Hotel Little Italy
Near West Side
Air conditioning
Baltimore/Washington
Meals not included
3 nights + flight
€424
Near North Side
Free Wi-Fi
Air conditioning
Nashville Intl
Meals not included
3 nights + flight
€420
Near North Side
Free Wi-Fi
Pool
Pet friendly
Air conditioning
Los Angeles
Meals not included
3 nights + flight
€645
Near North Side
Free Wi-Fi
Pool
Air conditioning
Nashville Intl
Meals not included
3 nights + flight
€299
O'Hare
Airport shuttle
Free Wi-Fi
Pool
Air conditioning
Los Angeles
Meals not included
3 nights + flight
€338
Chicago Avenue Inn - Chicago - Dining room![Chicago Avenue Inn - Chicago - Dining room]()
Chicago Avenue Inn
Humboldt Park
Parking
Free Wi-Fi
Air conditioning
Atlanta Hartsfield-Jackson
Meals not included
3 nights + flight
€250
Near North Side
Free Wi-Fi
Pool
Pet friendly
Air conditioning
Charlotte Douglas
Meals not included
3 nights + flight
€844
Last minute holiday packages to Chicago
Show allSonder The Burnham - Chicago - Living room![Sonder The Burnham - Chicago - Living room]()
Sonder The Burnham
Near West Side
Free Wi-Fi
Air conditioning
Atlanta Hartsfield-Jackson
Meals not included
3 nights + flight
€445
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 €1,191; Romantic holiday €1,253; Luxury holiday €1,263; Budget holiday €1,027.
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.
Everything you need to know for your holiday in Chicago
Complete your trip to Chicago
Chicago holiday information
| Family holiday (Flight+Hotel) | €1,191 |
|---|---|
| Romantic holiday (Flight+Hotel) | €1,253 |
| Luxury holiday (Flight+Hotel) | €1,263 |
| Budget holiday (Flight+Hotel) | €1,027 |