Holidays in Chicago

Holidays in Chicago

2 travellers
exact duration

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Cheap Chicago package deals

These are the best prices for 30. Jul - 2. Aug.
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157 € - 378 €378 € - 600 €600 € - 820 €820 € - 1.041 €1.041 €+ per night

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Free breakfastFree internetFree airport shuttleFree parking

Most popular Chicago flight and hotel deals

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Intercontinental Hotels Chicago Magnificent Mile By IHG - Chicago - Lobby
Intercontinental Hotels Chicago Magnificent Mile By IHG - Chicago - Lobby
Intercontinental Hotels Chicago Magnificent Mile By IHG
8.1 Very Good
Near North Side
Free Wi-Fi
Pool
Pet-friendly
Air Conditioning
Los Angeles
Meals not included
3 nights + flight
374 €
Warwick Allerton Chicago - Chicago - Building
Warwick Allerton Chicago - Chicago - Building
Warwick Allerton Chicago
8.1 Very Good
Near North Side
Free Wi-Fi
Air Conditioning
Phoenix Sky Harbor Intl
Meals not included
3 nights + flight
435 €
Omni Chicago Hotel - Chicago - Building
Omni Chicago Hotel - Chicago - Building
Omni Chicago Hotel
8.9 Very Good
Near North Side
Free Wi-Fi
Pet-friendly
Air Conditioning
Los Angeles
Meals not included
3 nights + flight
446 €
Hilton Chicago/Magnificent Mile Suites - Chicago - Lounge
Hilton Chicago/Magnificent Mile Suites - Chicago - Lounge
Hilton Chicago/Magnificent Mile Suites
8.5 Very Good
Near North Side
Free Wi-Fi
Pool
Pet-friendly
Air Conditioning
Los Angeles
Meals not included
3 nights + flight
391 €
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical - Chicago - Lounge
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical - Chicago - Lounge
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
8.1 Very Good
Near North Side
Free Wi-Fi
Pet-friendly
Air Conditioning
Los Angeles
Breakfast
3 nights + flight
394 €
River Hotel - Chicago - Property amenity
River Hotel - Chicago - Property amenity
River Hotel
8.4 Very Good
Loop
Free Wi-Fi
Pet-friendly
Air Conditioning
Los Angeles
Meals not included
3 nights + flight
455 €
Crowne Plaza Chicago West Loop By IHG - Chicago - Lobby
Crowne Plaza Chicago West Loop By IHG - Chicago - Lobby
Crowne Plaza Chicago West Loop By IHG
8 Very Good
Near West Side
Free Wi-Fi
Pet-friendly
Air Conditioning
Los Angeles
Breakfast
3 nights + flight
374 €
LondonHouse Chicago, Curio Collection by Hilton - Chicago - Lounge
LondonHouse Chicago, Curio Collection by Hilton - Chicago - Lounge
LondonHouse Chicago, Curio Collection by Hilton
8.9 Very Good
Loop
Free Wi-Fi
Air Conditioning
Los Angeles
Meals not included
3 nights + flight
492 €
Staypineapple, An Iconic Hotel, The Loop - Chicago - Bedroom
Staypineapple, An Iconic Hotel, The Loop - Chicago - Bedroom
Staypineapple, An Iconic Hotel, The Loop
8.9 Very Good
Loop
Free Wi-Fi
Pet-friendly
Air Conditioning
Baltimore/Washington
Meals not included
3 nights + flight
499 €
Eurostars Magnificent Mile - Chicago
Eurostars Magnificent Mile - Chicago
Eurostars Magnificent Mile
8.7 Very Good
Near North Side
Free Wi-Fi
Air Conditioning
Los Angeles
Meals not included
3 nights + flight
368 €
The Allegro Royal Sonesta Hotel Chicago Loop - Chicago - Lobby
The Allegro Royal Sonesta Hotel Chicago Loop - Chicago - Lobby
The Allegro Royal Sonesta Hotel Chicago Loop
8.4 Very Good
Loop
Pet-friendly
Air Conditioning
Los Angeles
Meals not included
3 nights + flight
380 €
Trump International Hotel & Tower Chicago - Chicago - Building
Trump International Hotel & Tower Chicago - Chicago - Building
Trump International Hotel & Tower Chicago
9.3 Wonderful
Near North Side
Free Wi-Fi
Pool
Pet-friendly
Air Conditioning
Los Angeles
Meals not included
3 nights + flight
619 €
The Westin Michigan Avenue Chicago - Chicago - Front desk
The Westin Michigan Avenue Chicago - Chicago - Front desk
The Westin Michigan Avenue Chicago
8.2 Very Good
Near North Side
Pet-friendly
Air Conditioning
Los Angeles
Meals not included
3 nights + flight
425 €
Sports Illustrated Resorts Chicago - Chicago - Bedroom
Sports Illustrated Resorts Chicago - Chicago - Bedroom
Sports Illustrated Resorts Chicago
8.4 Very Good
Loop
Free Wi-Fi
Air Conditioning
Los Angeles
Meals not included
3 nights + flight
419 €
Club Quarters Hotel Wacker at Michigan, Chicago - Chicago - Building
Club Quarters Hotel Wacker at Michigan, Chicago - Chicago - Building
Club Quarters Hotel Wacker at Michigan, Chicago
8.3 Very Good
Loop
Free Wi-Fi
Pet-friendly
Air Conditioning
Baltimore/Washington
Meals not included
3 nights + flight
459 €
The Talbott, Autograph Collection - Chicago - Lounge
The Talbott, Autograph Collection - Chicago - Lounge
The Talbott, Autograph Collection
8.5 Very Good
Near North Side
Free Wi-Fi
Pet-friendly
Air Conditioning
Los Angeles
Meals not included
3 nights + flight
508 €

All inclusive holiday packages to Chicago

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The Wheeler Mansion - Chicago - Dining room
The Wheeler Mansion - Chicago - Dining room
The Wheeler Mansion
9.8 Wonderful
Near South Side
Free Wi-Fi
Air Conditioning
Seattle/Tacoma Intl
All-inclusive
3 nights + flight
536 €

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
8.6 Very Good
Near North Side
Free Wi-Fi
Pool
Pet-friendly
Air Conditioning
Columbus
Meals not included
3 nights + flight
724 €
Courtyard by Marriott Chicago Downtown/Magnificent Mile - Chicago - Building
Courtyard by Marriott Chicago Downtown/Magnificent Mile - Chicago - Building
Courtyard by Marriott Chicago Downtown/Magnificent Mile
8.2 Very Good
Near North Side
Free Wi-Fi
Pool
Air Conditioning
Columbus
Meals not included
3 nights + flight
746 €
Hyatt House Chicago Medical/University District - Chicago - Building
Hyatt House Chicago Medical/University District - Chicago - Building
Hyatt House Chicago Medical/University District
8.8 Very Good
Near West Side
Free Wi-Fi
Pet-friendly
Air Conditioning
Columbus
Breakfast
3 nights + flight
796 €

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 cheap holiday packages Chicago

  • 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: Top holiday 30 €; Family holiday 120 €; Romantic holiday 120 €; Luxury holiday 680 €; Budget holiday 183 €.

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

Chicago holiday information

Top holiday (Flight+Hotel)30 €
Family holiday (Flight+Hotel)120 €
Romantic holiday (Flight+Hotel)120 €
Luxury holiday (Flight+Hotel)680 €
Budget holiday (Flight+Hotel)183 €