Vacations in Illinois

Vacations in Illinois

2 travelers

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Cheap Illinois package deals

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$228 - $389$389 - $550$550 - $711$711 - $871$871+ per night

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Most popular Illinois flight and hotel deals

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Thompson Chicago - Chicago - Living room
Thompson Chicago - Chicago - Living room
Thompson Chicago
8.7 Very good
Near North Side
Free Wi-Fi
Pet friendly
Minneapolis St Paul
Meals not included
3 nights + flight
$409
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
4.8 Mediocre
South Side
Parking
Pet friendly
Los Angeles
Meals not included
3 nights + flight
$227
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
Los Angeles
Meals not included
3 nights + flight
$292
Holiday Inn Express Chicago - Magnificent Mile - Chicago - Lobby
Holiday Inn Express Chicago - Magnificent Mile - Chicago - Lobby
Holiday Inn Express Chicago - Magnificent Mile
7.6 Good
Near North Side
Free Wi-Fi
Newark
Breakfast
3 nights + flight
$380
Embassy Suites by Hilton Chicago Downtown Magnificent Mile - Chicago - Building
Embassy Suites by Hilton Chicago Downtown Magnificent Mile - Chicago - Building
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
7.9 Good
Near North Side
Pool
Pet friendly
Los Angeles
Breakfast
3 nights + flight
$411
21c Museum Hotel Chicago - Chicago - Restaurant
21c Museum Hotel Chicago - Chicago - Restaurant
21c Museum Hotel Chicago
8.4 Very good
Near North Side
Free Wi-Fi
Pet friendly
Orlando
Meals not included
3 nights + flight
$377
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
Downtown
Free Wi-Fi
Spa
Sacramento Intl
Meals not included
3 nights + flight
$459
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
Orlando
Meals not included
3 nights + flight
$388
Millennium Knickerbocker Chicago - Chicago - Lobby
Millennium Knickerbocker Chicago - Chicago - Lobby
Millennium Knickerbocker Chicago
7.8 Good
Near North Side
Orlando
Meals not included
3 nights + flight
$281
Waldorf Astoria Chicago - Chicago - Balcony
Waldorf Astoria Chicago - Chicago - Balcony
Waldorf Astoria Chicago
8.9 Very good
Near North Side
Pool
Pet friendly
Spa
Los Angeles
Meals not included
3 nights + flight
$682
SpringHill Suites by Marriott Chicago O'Hare - Chicago - Patio
SpringHill Suites by Marriott Chicago O'Hare - Chicago - Patio
SpringHill Suites by Marriott Chicago O'Hare
8.1 Very good
Airport shuttle
Free Wi-Fi
Pool
Pet friendly
Orlando
Breakfast
3 nights + flight
$263
theWit Chicago, a Hilton Hotel - Chicago - Lounge
theWit Chicago, a Hilton Hotel - Chicago - Lounge
theWit Chicago, a Hilton Hotel
8.8 Very good
Downtown
Pet friendly
Spa
Orlando
Meals not included
3 nights + flight
$356
Virgin Hotels Chicago - Chicago - Building
Virgin Hotels Chicago - Chicago - Building
Virgin Hotels Chicago
8.6 Very good
Downtown
Free Wi-Fi
Pet friendly
Orlando
Meals not included
3 nights + flight
$419
Four Seasons Hotel Chicago - Chicago - Lobby
Four Seasons Hotel Chicago - Chicago - Lobby
Four Seasons Hotel Chicago
8.8 Very good
Near North Side
Free Wi-Fi
Pool
Pet friendly
Spa
Los Angeles
Meals not included
3 nights + flight
$882
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
Downtown
Free Wi-Fi
Pet friendly
Los Angeles
Meals not included
3 nights + flight
$351
The Talbott, Autograph Collection - Chicago - Bar
The Talbott, Autograph Collection - Chicago - Bar
The Talbott, Autograph Collection
8.6 Very good
Near North Side
Free Wi-Fi
Pet friendly
Los Angeles
Meals not included
3 nights + flight
$420

Last minute vacation packages to Illinois

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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
8.4 Very good
Downtown
Pet friendly
Charlotte Douglas
Meals not included
3 nights + flight
$494
Courtyard Chicago Downtown/Magnificent Mile - Chicago - Lobby
Courtyard Chicago Downtown/Magnificent Mile - Chicago - Lobby
Courtyard Chicago Downtown/Magnificent Mile
8.4 Very good
Near North Side
Free Wi-Fi
Pool
Charlotte Douglas
Meals not included
3 nights + flight
$440
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
Charlotte Douglas
Breakfast
3 nights + flight
$568

When to book a vacation in Illinois

Price includes flights and 3 nights accommodation for 2 travelers. Prices are not fixed and may vary with time.

Tips for finding Illinois package deals

  • There are loads of types of vacations in Illinois 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 travelers: Top vacation $294; Family vacation $285; Romantic vacation $330; Luxury vacation $317; Budget vacation $240.

Where to stay in Illinois

Our map will help you find the perfect place to stay for your vacation in Illinois by showing you the exact location of each hotel.

Everything you need to know for your vacation in Illinois

Illinois vacation information

Top vacation (Flight+Hotel)$294
Family vacation (Flight+Hotel)$285
Romantic vacation (Flight+Hotel)$330
Luxury vacation (Flight+Hotel)$317
Budget vacation (Flight+Hotel)$240

Illinois vacation: Search Illinois vacation packages on KAYAK. KAYAK is a travel tool that searches Illinois trips on hundreds of travel sites to help you find the Illinois package that suits you best. Discover Illinois deals now and book your Illinois flight and hotel today.

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.