Holidays in Chicago
2 travellers
Exact dates
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Most popular Chicago flight and hotel deals
Show allNear North Side
Free Wi-Fi
Pet friendly
Air conditioning
Los Angeles
Meals not included
3 nights + flight
€346
Admiral Motel By OYO Chicago I-94 - Chicago - Bedroom![Admiral Motel By OYO Chicago I-94 - Chicago - Bedroom]()
Admiral Motel By OYO Chicago I-94
South Side
Parking
Pet friendly
Air conditioning
Los Angeles
Meals not included
3 nights + flight
€197
Near North Side
Free Wi-Fi
Pet friendly
Air conditioning
Los Angeles
Breakfast
3 nights + flight
€300
Downtown
Pet friendly
Air conditioning
Los Angeles
Breakfast
3 nights + flight
€276
Near North Side
Free Wi-Fi
Pool
Pet friendly
Air conditioning
Burbank Bob Hope
Meals not included
3 nights + flight
€464
Hampton Inn & Suites Chicago Medical District UIC - Chicago - Bedroom![Hampton Inn & Suites Chicago Medical District UIC - Chicago - Bedroom]()
Hampton Inn & Suites Chicago Medical District UIC
Near West Side
Pool
Pet friendly
Air conditioning
Fort Lauderdale
Breakfast
3 nights + flight
€391
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
Los Angeles
Meals not included
3 nights + flight
€309
The St. Regis Chicago - Chicago - Restaurant![The St. Regis Chicago - Chicago - Restaurant]()
The St. Regis Chicago
Downtown
Pool
Pet friendly
Air conditioning
Fort Lauderdale
Meals not included
3 nights + flight
€967
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
Burbank Bob Hope
Meals not included
3 nights + flight
€291
Downtown
Free Wi-Fi
Pet friendly
Air conditioning
Philadelphia
Breakfast
3 nights + flight
€364
Near North Side
Free Wi-Fi
Pool
Air conditioning
Los Angeles
Meals not included
3 nights + flight
€233
Downtown
Pet friendly
Air conditioning
San Francisco
Meals not included
3 nights + flight
€396
Downtown
Free Wi-Fi
Pet friendly
Air conditioning
San Francisco
Meals not included
3 nights + flight
€372
Downtown
Free Wi-Fi
Pet friendly
Air conditioning
Los Angeles
Meals not included
3 nights + flight
€277
Downtown
Free Wi-Fi
Pet friendly
Air conditioning
Los Angeles
Meals not included
3 nights + flight
€430
Lincoln Park
Free Wi-Fi
Air conditioning
Burbank Bob Hope
Breakfast
3 nights + flight
€225
Last minute holiday packages to Chicago
Show allThe 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
Dallas/Fort Worth
Meals not included
3 nights + flight
€640
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
Dallas/Fort Worth
Breakfast
3 nights + flight
€415
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 €1,174; Romantic holiday €1,235; Luxury holiday €1,244; Budget holiday €1,012.
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) | €1,174 |
|---|---|
| Romantic holiday (Flight+Hotel) | €1,235 |
| Luxury holiday (Flight+Hotel) | €1,244 |
| Budget holiday (Flight+Hotel) | €1,012 |