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Holidays in Chicago

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

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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
9.1 Wonderful
Downtown
Free Wi-Fi
Pet friendly
Air conditioning
Newark
Breakfast
3 nights + flight
€352
Omni Chicago Hotel
8.7 Very Good
Downtown
Free Wi-Fi
Pet friendly
Air conditioning
Atlanta Hartsfield-Jackson
Meals not included
3 nights + flight
€322
Downtown
Free Wi-Fi
Pool
Pet friendly
Air conditioning
Atlanta Hartsfield-Jackson
Meals not included
3 nights + flight
€236
Downtown
Free Wi-Fi
Pool
Pet friendly
Air conditioning
Atlanta Hartsfield-Jackson
Meals not included
3 nights + flight
€238
Ruby Room
7.6 Good
Free Wi-Fi
Air conditioning
Orlando
Meals not included
3 nights + flight
€300
O'Hare
Airport shuttle
Pool
Air conditioning
Newark
Meals not included
3 nights + flight
€274
Downtown
Free Wi-Fi
Pool
Pet friendly
Air conditioning
Atlanta Hartsfield-Jackson
Meals not included
3 nights + flight
€262
Downtown
Free Wi-Fi
Pool
Pet friendly
Air conditioning
Newark
Meals not included
3 nights + flight
€599
Downtown
Free Wi-Fi
Pet friendly
Air conditioning
Atlanta Hartsfield-Jackson
Meals not included
3 nights + flight
€277
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
8.1 Very Good
Downtown
Pet friendly
Air conditioning
Atlanta Hartsfield-Jackson
Meals not included
3 nights + flight
€236
Downtown
Free Wi-Fi
Pool
Pet friendly
Air conditioning
Atlanta Hartsfield-Jackson
Meals not included
3 nights + flight
€256
Downtown
Free Wi-Fi
Pet friendly
Air conditioning
Atlanta Hartsfield-Jackson
Meals not included
3 nights + flight
€289
Downtown
Free Wi-Fi
Pool
Pet friendly
Air conditioning
Atlanta Hartsfield-Jackson
Breakfast
3 nights + flight
€251
Downtown
Free Wi-Fi
Pool
Pet friendly
Air conditioning
Newark
Meals not included
3 nights + flight
€521
Downtown
Free Wi-Fi
Pet friendly
Air conditioning
Atlanta Hartsfield-Jackson
Meals not included
3 nights + flight
€227
Downtown
Free Wi-Fi
Pet friendly
Air conditioning
Atlanta Hartsfield-Jackson
Meals not included
3 nights + flight
€240

Last minute holiday packages to Chicago

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The Royal Sonesta Chicago River North - Chicago - Lounge
The Royal Sonesta Chicago River North - Chicago - Lounge
The Royal Sonesta Chicago River North
8.4 Very Good
Downtown
Pool
Pet friendly
Air conditioning
Charlotte Douglas
Meals not included
3 nights + flight
€611
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
Mexico City Benito Juarez
Meals not included
3 nights + flight
€532
Hyatt House Chicago Medical/University District - Chicago - Building
Hyatt House Chicago Medical/University District - Chicago - Building
Hyatt House Chicago Medical/University District
8.4 Very Good
Near West Side
Free Wi-Fi
Pet friendly
Air conditioning
Charlotte Douglas
Meals not included
3 nights + flight
€525
One Room In An Apt Haven - Chicago
One Room In An Apt Haven - Chicago
One Room In An Apt Haven
5.5 Fair
Belmont Cragin
Free Wi-Fi
Air conditioning
Mexico City Benito Juarez
Meals not included
3 nights + flight
€750

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 €1,291; Romantic holiday €1,358; Luxury holiday €1,369; Budget holiday €1,113.

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)€1,291
Romantic holiday (Flight+Hotel)€1,358
Luxury holiday (Flight+Hotel)€1,369
Budget holiday (Flight+Hotel)€1,113