Vacations in Illinois

Vacations in Illinois

2 travelers

KAYAK searches hundreds of travel sites at once for vacation package deals in Illinois

Here is why travelers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Bundle and saveSave money when you bundle your flight + hotel.

Search
Best Deals
Tips
Vacation information

Cheap Illinois package deals

These are the best prices for Jun 19 - 22.
Go to map

Search by stars

2+ stars3+ stars4+ stars5 stars

Search by review score

6+ Okay7+ Good8+ Great9+ Excellent

Search by board

BreakfastHalf boardSelf cateringAll inclusiveMeals not included

Search by price

$224 - $446$446 - $669$669 - $891$891 - $1,114$1,114+ per night

Search by freebies

Free breakfastFree internetFree airport shuttleFree parking

Most popular Illinois flight and hotel deals

Show all
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
Spa
Columbia Metropolitan
Meals not included
3 nights + flight
$561
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
8.2 Very good
Near North Side
Free Wi-Fi
Pet friendly
San Antonio
Meals not included
3 nights + flight
$439
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
San Antonio
Meals not included
3 nights + flight
$548
Renaissance Chicago O'Hare Suites Hotel - Chicago - Lounge
Renaissance Chicago O'Hare Suites Hotel - Chicago - Lounge
Renaissance Chicago O'Hare Suites Hotel
8.2 Very good
O'Hare
Airport shuttle
Pool
New York John F Kennedy Intl
Meals not included
3 nights + flight
$432
Viceroy Chicago - Chicago - Restaurant
Viceroy Chicago - Chicago - Restaurant
Viceroy Chicago
9 Wonderful
Near North Side
Free Wi-Fi
Pool
Pet friendly
Atlanta Hartsfield-Jackson
Meals not included
3 nights + flight
$751
Hyatt Place Chicago/Wicker Park - Chicago - Lounge
Hyatt Place Chicago/Wicker Park - Chicago - Lounge
Hyatt Place Chicago/Wicker Park
8.9 Very good
West Town
Free Wi-Fi
Pet friendly
Denver Intl
Breakfast
3 nights + flight
$607
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
Downtown
Free Wi-Fi
Pet friendly
Spa
Denver Intl
Meals not included
3 nights + flight
$564
The Whitehall Hotel, BW Premier Collection - Chicago - Bedroom
The Whitehall Hotel, BW Premier Collection - Chicago - Bedroom
The Whitehall Hotel, BW Premier Collection
7.9 Good
Near North Side
Free Wi-Fi
Pet friendly
Atlanta Hartsfield-Jackson
Meals not included
3 nights + flight
$415
Eurostars Magnificent Mile - Chicago
Eurostars Magnificent Mile - Chicago
Eurostars Magnificent Mile
8.7 Very good
Near North Side
Free Wi-Fi
San Antonio
Meals not included
3 nights + flight
$405
Hotel Lincoln - Chicago - Balcony
Hotel Lincoln - Chicago - Balcony
Hotel Lincoln
7 Good
Lincoln Park
Free Wi-Fi
Pet friendly
Boston Logan Intl
Meals not included
3 nights + flight
$512
La Quinta Inn & Suites by Wyndham Chicago Downtown - Chicago - Bar
La Quinta Inn & Suites by Wyndham Chicago Downtown - Chicago - Bar
La Quinta Inn & Suites by Wyndham Chicago Downtown
8.1 Very good
Downtown
Free Wi-Fi
Pet friendly
Spa
Denver Intl
Breakfast
3 nights + flight
$504
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
Spa
Denver Intl
Meals not included
3 nights + flight
$770
Hilton Garden Inn Chicago Downtown Riverwalk - Chicago - Bedroom
Hilton Garden Inn Chicago Downtown Riverwalk - Chicago - Bedroom
Hilton Garden Inn Chicago Downtown Riverwalk
8.5 Very good
Downtown
Free Wi-Fi
Pet friendly
San Antonio
Meals not included
3 nights + flight
$398
ACME Hotel Chicago, Outset Collection by Hilton - Chicago - Bar
ACME Hotel Chicago, Outset Collection by Hilton - Chicago - Bar
ACME Hotel Chicago, Outset Collection by Hilton
8.3 Very good
Near North Side
Free Wi-Fi
Pet friendly
Spa
San Antonio
Meals not included
3 nights + flight
$417
Sports Illustrated Resorts Chicago - Chicago - Bedroom
Sports Illustrated Resorts Chicago - Chicago - Bedroom
Sports Illustrated Resorts Chicago
8.6 Very good
Downtown
Free Wi-Fi
San Antonio
Meals not included
3 nights + flight
$499
Congress Plaza Hotel - Chicago - Lobby
Congress Plaza Hotel - Chicago - Lobby
Congress Plaza Hotel
7.2 Good
Downtown
Free Wi-Fi
Denver Intl
Meals not included
3 nights + flight
$483

All inclusive vacation packages to Illinois

Show all
The Wheeler Mansion - Chicago - Dining room
The Wheeler Mansion - Chicago - Dining room
The Wheeler Mansion
9.8 Wonderful
Near South Side
Free Wi-Fi
Newark
All inclusive
3 nights + flight
$905

Last minute vacation packages to Illinois

Show all
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
Newark
Meals not included
3 nights + flight
$958
Courtyard by Marriott Chicago Downtown/Magnificent Mile - Chicago - Lobby
Courtyard by Marriott Chicago Downtown/Magnificent Mile - Chicago - Lobby
Courtyard by Marriott Chicago Downtown/Magnificent Mile
8.2 Very good
Near North Side
Free Wi-Fi
Pool
Newark
Meals not included
3 nights + flight
$794
Hyatt House Chicago Medical/University District - Chicago - Building
Hyatt House Chicago Medical/University District - Chicago - Building
Hyatt House Chicago Medical/University District
8.7 Very good
Near West Side
Free Wi-Fi
Pet friendly
Newark
Breakfast
3 nights + flight
$691
SpringHill Suites by Marriott Chicago Chinatown - Chicago - Meeting room
SpringHill Suites by Marriott Chicago Chinatown - Chicago - Meeting room
SpringHill Suites by Marriott Chicago Chinatown
9 Wonderful
South Side
Free Wi-Fi
Newark
Breakfast
3 nights + flight
$587

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 $117; Family vacation $323; Romantic vacation $327; Luxury vacation $390; Budget vacation $262.

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)$117
Family vacation (Flight+Hotel)$323
Romantic vacation (Flight+Hotel)$327
Luxury vacation (Flight+Hotel)$390
Budget vacation (Flight+Hotel)$262