Holidays in Chicago

Holidays in Chicago

2 travellers
Exact dates
Thu 5/2
Sun 5/5

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Cheap Chicago package deals

Most popular Chicago flight and hotel deals

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Omni Chicago Hotel
8.6 Very Good
Downtown
Free Wi-Fi
Pet friendly
Air conditioning
San Francisco
Meals not included
3 nights + flight
€385
Lake View
Free Wi-Fi
Air conditioning
Seattle/Tacoma Intl
Meals not included
3 nights + flight
€339
O'Hare
Airport shuttle
Pool
Air conditioning
Los Angeles
Meals not included
3 nights + flight
€256
Viceroy Chicago
9 Wonderful
Downtown
Free Wi-Fi
Pool
Pet friendly
Air conditioning
New Orleans Louis Armstrong
Meals not included
3 nights + flight
€460
Near West Side
Air conditioning
Phoenix Sky Harbor Intl
Meals not included
3 nights + flight
€385
The St. Regis Chicago - Chicago - Bedroom
The St. Regis Chicago - Chicago - Bedroom
The St. Regis Chicago
9 Wonderful
Downtown
Pool
Pet friendly
Air conditioning
Seattle/Tacoma Intl
Meals not included
3 nights + flight
€685
Downtown
Free Wi-Fi
Pet friendly
Air conditioning
New Orleans Louis Armstrong
Meals not included
3 nights + flight
€380
Downtown
Free Wi-Fi
Air conditioning
Los Angeles
Breakfast
3 nights + flight
€329
JW Marriott Chicago
8.4 Very Good
Downtown
Pool
Air conditioning
New Orleans Louis Armstrong
Meals not included
3 nights + flight
€292
Downtown
Pool
Pet friendly
Air conditioning
Seattle/Tacoma Intl
Breakfast
3 nights + flight
€571
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
Los Angeles
Meals not included
3 nights + flight
€283
The Langham Chicago
9.2 Wonderful
Downtown
Free Wi-Fi
Pool
Pet friendly
Air conditioning
New Orleans Louis Armstrong
Meals not included
3 nights + flight
€632
Downtown
Free Wi-Fi
Pool
Air conditioning
Seattle/Tacoma Intl
Meals not included
3 nights + flight
€365
Downtown
Free Wi-Fi
Pet friendly
Air conditioning
Los Angeles
Meals not included
3 nights + flight
€221
Downtown
Air conditioning
Seattle/Tacoma Intl
Meals not included
3 nights + flight
€377
The Talbott Hotel
8.3 Very Good
Downtown
Free Wi-Fi
Pet friendly
Air conditioning
Los Angeles
Meals not included
3 nights + flight
€279

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
Free Wi-Fi
Pool
Pet friendly
Air conditioning
Seattle/Tacoma Intl
Meals not included
3 nights + flight
€365
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
New Orleans Louis Armstrong
Breakfast
3 nights + flight
€338

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 €1,275; Romantic holiday €1,341; Luxury holiday €1,351; Budget holiday €1,099.

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)€1,275
Romantic holiday (Flight+Hotel)€1,341
Luxury holiday (Flight+Hotel)€1,351
Budget holiday (Flight+Hotel)€1,099