Vacations in Illinois

Vacations in Illinois

2 travelers

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Cheap Illinois package deals

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$145 - $381$381 - $618$618 - $854$854 - $1,090$1,090+ per night

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Most popular Illinois flight and hotel deals

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The Wade - Chicago - Lobby
The Wade - Chicago - Lobby
The Wade
8.1 Very good
Near North Side
Pool
Pet friendly
Philadelphia
Meals not included
3 nights + flight
$246
Intercontinental Chicago Magnificent Mile By IHG - Chicago - Lobby
Intercontinental Chicago Magnificent Mile By IHG - Chicago - Lobby
Intercontinental Chicago Magnificent Mile By IHG
8 Very good
Near North Side
Free Wi-Fi
Pool
Pet friendly
Philadelphia
Meals not included
3 nights + flight
$379
The Chicago Hotel Collection Ambassador Gold Coast - Chicago - Lounge
The Chicago Hotel Collection Ambassador Gold Coast - Chicago - Lounge
The Chicago Hotel Collection Ambassador Gold Coast
8.2 Very good
Near North Side
New York John F Kennedy Intl
Meals not included
3 nights + flight
$155
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
Orlando
Meals not included
3 nights + flight
$289
Kimpton Gray Hotel - Chicago - Lobby
Kimpton Gray Hotel - Chicago - Lobby
Kimpton Gray Hotel
8.9 Very good
Downtown
Pet friendly
Nashville Intl
Meals not included
3 nights + flight
$458
Hampton Inn & Suites Chicago Medical District UIC - Chicago - Bedroom
Hampton Inn & Suites Chicago Medical District UIC - Chicago - Bedroom
Hampton Inn & Suites Chicago Medical District UIC
9.1 Wonderful
Near West Side
Pool
Pet friendly
Philadelphia
Breakfast
3 nights + flight
$287
Hotel Emc2, Autograph Collection - Chicago - Restaurant
Hotel Emc2, Autograph Collection - Chicago - Restaurant
Hotel Emc2, Autograph Collection
8.9 Very good
Near North Side
Free Wi-Fi
Pet friendly
Nashville Intl
Meals not included
3 nights + flight
$405
Hampton Inn & Suites Chicago-Downtown - Chicago - Lobby
Hampton Inn & Suites Chicago-Downtown - Chicago - Lobby
Hampton Inn & Suites Chicago-Downtown
8.6 Very good
Near North Side
Free Wi-Fi
Pool
Pet friendly
Nashville Intl
Breakfast
3 nights + flight
$298
Millennium Knickerbocker Chicago - Chicago - Bedroom
Millennium Knickerbocker Chicago - Chicago - Bedroom
Millennium Knickerbocker Chicago
7.8 Good
Near North Side
Philadelphia
Meals not included
3 nights + flight
$210
The Neighborhood Hotel Little Italy - Chicago - Living room
The Neighborhood Hotel Little Italy - Chicago - Living room
The Neighborhood Hotel Little Italy
Near West Side
Orlando
Meals not included
3 nights + flight
$418
Waldorf Astoria Chicago - Chicago - Balcony
Waldorf Astoria Chicago - Chicago - Balcony
Waldorf Astoria Chicago
9 Wonderful
Near North Side
Pool
Pet friendly
Spa
Baltimore/Washington
Meals not included
3 nights + flight
$930
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
8.3 Very good
Downtown
Pet friendly
New Orleans Louis Armstrong
Meals not included
3 nights + flight
$286
DoubleTree by Hilton Chicago Magnificent Mile - Chicago - Lounge
DoubleTree by Hilton Chicago Magnificent Mile - Chicago - Lounge
DoubleTree by Hilton Chicago Magnificent Mile
7.9 Good
Near North Side
Free Wi-Fi
Pool
Pet friendly
Philadelphia
Meals not included
3 nights + flight
$252
Marriott Chicago O'Hare - Chicago - Building
Marriott Chicago O'Hare - Chicago - Building
Marriott Chicago O'Hare
7.5 Good
O'Hare
Airport shuttle
Free Wi-Fi
Pool
Tampa
Meals not included
3 nights + flight
$307
Claridge House - Chicago - Lobby
Claridge House - Chicago - Lobby
Claridge House
8 Very good
Near North Side
Free Wi-Fi
Pet friendly
Spa
Philadelphia
Meals not included
3 nights + flight
$266
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
Orlando
Meals not included
3 nights + flight
$1,046

All inclusive vacation packages to Illinois

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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
Phoenix Sky Harbor Intl
All inclusive
3 nights + flight
$817

Last minute vacation packages to Illinois

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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
$719

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

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