Holidays in Chicago
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Cheap Chicago package deals
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Most popular Chicago flight and hotel deals
Show allLake View
Parking
Free Wi-Fi
Pet friendly
Air conditioning
Atlanta Hartsfield-Jackson
Breakfast
3 nights + flight
€158
Near West Side
Free Wi-Fi
Pet friendly
Air conditioning
Atlanta Hartsfield-Jackson
Meals not included
3 nights + flight
€211
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
Atlanta Hartsfield-Jackson
Meals not included
3 nights + flight
€212
Downtown
Free Wi-Fi
Pet friendly
Air conditioning
Atlanta Hartsfield-Jackson
Breakfast
3 nights + flight
€223
Near North Side
Free Wi-Fi
Pet friendly
Air conditioning
Atlanta Hartsfield-Jackson
Meals not included
3 nights + flight
€226
Near North Side
Free Wi-Fi
Pool
Pet friendly
Air conditioning
San Juan Luis Munoz Marin Intl
Meals not included
3 nights + flight
€506
Near North Side
Pool
Pet friendly
Air conditioning
Atlanta Hartsfield-Jackson
Meals not included
3 nights + flight
€246
Near North Side
Free Wi-Fi
Pet friendly
Air conditioning
Atlanta Hartsfield-Jackson
Meals not included
3 nights + flight
€129
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
Atlanta Hartsfield-Jackson
Meals not included
3 nights + flight
€251
Near North Side
Free Wi-Fi
Air conditioning
Atlanta Hartsfield-Jackson
Meals not included
3 nights + flight
€244
Downtown
Free Wi-Fi
Air conditioning
Atlanta Hartsfield-Jackson
Meals not included
3 nights + flight
€151
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
Atlanta Hartsfield-Jackson
Meals not included
3 nights + flight
€184
North Park
Parking
Free Wi-Fi
Air conditioning
Atlanta Hartsfield-Jackson
Meals not included
3 nights + flight
€173
Sonder 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
€180
O'Hare
Airport shuttle
Free Wi-Fi
Pool
Air conditioning
Atlanta Hartsfield-Jackson
Meals not included
3 nights + flight
€291
Riu Plaza Chicago - Chicago - Lounge![Riu Plaza Chicago - Chicago - Lounge]()
Riu Plaza Chicago
Near North Side
Free Wi-Fi
Air conditioning
Atlanta Hartsfield-Jackson
Breakfast
3 nights + flight
€225
Last minute holiday packages to Chicago
Show allNear North Side
Free Wi-Fi
Pool
Air conditioning
San Diego
Meals not included
3 nights + flight
€382
One Room In An Apt Haven - Chicago![One Room In An Apt Haven - Chicago]()
One Room In An Apt Haven
Belmont Cragin
Free Wi-Fi
Air conditioning
San Diego
Meals not included
3 nights + flight
€610
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 €1,316; Romantic holiday €1,384; Luxury holiday €1,395; Budget holiday €1,135.
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) | €1,316 |
|---|---|
| Romantic holiday (Flight+Hotel) | €1,384 |
| Luxury holiday (Flight+Hotel) | €1,395 |
| Budget holiday (Flight+Hotel) | €1,135 |
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