Holidays in Chicago
2 travellers
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Most popular Chicago flight and hotel deals
Show allEdgewater
Parking
Free Wi-Fi
Air conditioning
New York LaGuardia
Meals not included
3 nights + flight
€293
Level Chicago Fulton Market - Chicago - Balcony![Level Chicago Fulton Market - Chicago - Balcony]()
Level Chicago Fulton Market
Near West Side
Free Wi-Fi
Pool
Pet friendly
Air conditioning
Minneapolis St Paul
Meals not included
3 nights + flight
€437
Near North Side
Free Wi-Fi
Pool
Pet friendly
Air conditioning
Los Angeles
Meals not included
3 nights + flight
€346
Residence Inn by Marriott Chicago Downtown Magnificent Mile - Chicago - Building![Residence Inn by Marriott Chicago Downtown Magnificent Mile - Chicago - Building]()
Residence Inn by Marriott Chicago Downtown Magnificent Mile
Near North Side
Free Wi-Fi
Pet friendly
Air conditioning
New York LaGuardia
Breakfast
3 nights + flight
€341
Near North Side
Free Wi-Fi
Pool
Pet friendly
Air conditioning
Los Angeles
Meals not included
3 nights + flight
€254
Near North Side
Free Wi-Fi
Pet friendly
Air conditioning
Los Angeles
Breakfast
3 nights + flight
€252
Free Wi-Fi
Air conditioning
Charlotte Douglas
Meals not included
3 nights + flight
€451
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
New York LaGuardia
Meals not included
3 nights + flight
€322
DoubleTree by Hilton Chicago Midway Airport - Chicago - Lobby![DoubleTree by Hilton Chicago Midway Airport - Chicago - Lobby]()
DoubleTree by Hilton Chicago Midway Airport
Airport shuttle
Free Wi-Fi
Pool
Air conditioning
Los Angeles
Meals not included
3 nights + flight
€295
Downtown
Free Wi-Fi
Pet friendly
Air conditioning
New York LaGuardia
Meals not included
3 nights + flight
€313
Downtown
Free Wi-Fi
Pool
Pet friendly
Air conditioning
Los Angeles
Meals not included
3 nights + flight
€283
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
Los Angeles
Meals not included
3 nights + flight
€297
Near North Side
Free Wi-Fi
Pool
Air conditioning
Orlando
Meals not included
3 nights + flight
€226
Near North Side
Free Wi-Fi
Pool
Pet friendly
Air conditioning
Los Angeles
Breakfast
3 nights + flight
€255
Lincoln Park
Free Wi-Fi
Air conditioning
Los Angeles
Meals not included
3 nights + flight
€200
Downtown
Free Wi-Fi
Air conditioning
Los Angeles
Meals not included
3 nights + flight
€240
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
New York LaGuardia
Meals not included
3 nights + flight
€370
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
New York LaGuardia
Meals not included
3 nights + flight
€419
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 €1,253; Romantic holiday €1,317; Luxury holiday €1,328; Budget holiday €1,080.
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) | €1,253 |
|---|---|
| Romantic holiday (Flight+Hotel) | €1,317 |
| Luxury holiday (Flight+Hotel) | €1,328 |
| Budget holiday (Flight+Hotel) | €1,080 |
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