Holidays in Chicago
2 travellers
Exact dates
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Cheap Chicago package deals
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Most popular Chicago flight and hotel deals
Show allSonder Onterie - Chicago - Living room![Sonder Onterie - Chicago - Living room]()
Sonder Onterie
Near North Side
Free Wi-Fi
Air conditioning
Las Vegas Harry Reid Intl
Meals not included
3 nights + flight
€374
Near North Side
Free Wi-Fi
Pool
Pet friendly
Air conditioning
Las Vegas Harry Reid Intl
Meals not included
3 nights + flight
€337
Near North Side
Free Wi-Fi
Pool
Pet friendly
Air conditioning
Las Vegas Harry Reid Intl
Meals not included
3 nights + flight
€213
Downtown
Free Wi-Fi
Pet friendly
Air conditioning
Las Vegas Harry Reid Intl
Meals not included
3 nights + flight
€245
Hyatt House Chicago Medical/University District - Chicago - Bedroom![Hyatt House Chicago Medical/University District - Chicago - Bedroom]()
Hyatt House Chicago Medical/University District
Near West Side
Free Wi-Fi
Pet friendly
Air conditioning
Miami
Breakfast
3 nights + flight
€305
O'Hare
Airport shuttle
Pool
Air conditioning
Seattle/Tacoma Intl
Meals not included
3 nights + flight
€328
Moxy Chicago Downtown - Chicago - Lounge![Moxy Chicago Downtown - Chicago - Lounge]()
Moxy Chicago Downtown
Near North Side
Free Wi-Fi
Pet friendly
Air conditioning
Las Vegas Harry Reid Intl
Meals not included
3 nights + flight
€267
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
€363
Near North Side
Free Wi-Fi
Pet friendly
Air conditioning
Miami
Meals not included
3 nights + flight
€236
Near North Side
Free Wi-Fi
Pool
Pet friendly
Air conditioning
Las Vegas Harry Reid Intl
Meals not included
3 nights + flight
€555
Near North Side
Free Wi-Fi
Pet friendly
Air conditioning
Miami
Meals not included
3 nights + flight
€282
Near North Side
Free Wi-Fi
Pool
Pet friendly
Air conditioning
Miami
Breakfast
3 nights + flight
€280
SpringHill Suites by Marriott Chicago Chinatown - Chicago - Lobby![SpringHill Suites by Marriott Chicago Chinatown - Chicago - Lobby]()
SpringHill Suites by Marriott Chicago Chinatown
South Side
Free Wi-Fi
Air conditioning
Miami
Breakfast
3 nights + flight
€297
Near North Side
Pet friendly
Air conditioning
Las Vegas Harry Reid Intl
Meals not included
3 nights + flight
€238
Downtown
Free Wi-Fi
Pet friendly
Air conditioning
Las Vegas Harry Reid Intl
Meals not included
3 nights + flight
€394
Downtown
Free Wi-Fi
Pet friendly
Air conditioning
Miami
Meals not included
3 nights + flight
€272
Last minute holiday packages to Chicago
Show allThe 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
Newark
Meals not included
3 nights + flight
€356
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
Newark
Meals not included
3 nights + flight
€387
Near North Side
Free Wi-Fi
Pool
Air conditioning
Newark
Meals not included
3 nights + flight
€364
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
Newark
Meals not included
3 nights + flight
€337
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 €1,245; Romantic holiday €1,309; Luxury holiday €1,320; Budget holiday €1,073.
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) | €1,245 |
|---|---|
| Romantic holiday (Flight+Hotel) | €1,309 |
| Luxury holiday (Flight+Hotel) | €1,320 |
| Budget holiday (Flight+Hotel) | €1,073 |