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

Discover the best prices by selecting your travel dates on KAYAK.
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

$138 - $268$268 - $399$399 - $529$529 - $659$659+ per night

Search by freebies

Free breakfastFree internetFree airport shuttleFree parking

Most popular Illinois flight and hotel deals

Show all
The Blackstone Autograph Collection - Chicago - Lobby
The Blackstone Autograph Collection - Chicago - Lobby
The Blackstone Autograph Collection
8.5 Very good
Downtown
Pet friendly
Spa
Las Vegas Harry Reid Intl
Meals not included
3 nights + flight
$284
Omni Chicago Hotel - Chicago - Building
Omni Chicago Hotel - Chicago - Building
Omni Chicago Hotel
8.7 Very good
Near North Side
Free Wi-Fi
Pet friendly
Baltimore/Washington
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
8.2 Very good
Near North Side
Free Wi-Fi
Pet friendly
Baltimore/Washington
Breakfast
3 nights + flight
$289
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
8.2 Very good
Near West Side
Free Wi-Fi
Pet friendly
Las Vegas Harry Reid Intl
Meals not included
3 nights + flight
$238
Hampton Inn Majestic Chicago Theatre District - Chicago - Building
Hampton Inn Majestic Chicago Theatre District - Chicago - Building
Hampton Inn Majestic Chicago Theatre District
8.3 Very good
Downtown
Pet friendly
Dallas/Fort Worth
Breakfast
3 nights + flight
$308
The Royal Sonesta Chicago River North - Chicago - Lounge
The Royal Sonesta Chicago River North - Chicago - Lounge
The Royal Sonesta Chicago River North
8.5 Very good
Near North Side
Free Wi-Fi
Pool
Pet friendly
Las Vegas Harry Reid Intl
Meals not included
3 nights + flight
$273
The Royal Sonesta Chicago Downtown - Chicago - Building
The Royal Sonesta Chicago Downtown - Chicago - Building
The Royal Sonesta Chicago Downtown
8.7 Very good
Downtown
Pet friendly
Las Vegas Harry Reid Intl
Meals not included
3 nights + flight
$296
The St. Regis Chicago - Chicago - Restaurant
The St. Regis Chicago - Chicago - Restaurant
The St. Regis Chicago
8.9 Very good
Downtown
Pool
Pet friendly
Spa
Las Vegas Harry Reid Intl
Meals not included
3 nights + flight
$659
Staypineapple, An Iconic Hotel, The Loop - Chicago - Living room
Staypineapple, An Iconic Hotel, The Loop - Chicago - Living room
Staypineapple, An Iconic Hotel, The Loop
9 Wonderful
Downtown
Free Wi-Fi
Pet friendly
Spa
Dallas/Fort Worth
Meals not included
3 nights + flight
$316
Hyatt Regency Chicago - Chicago - Living room
Hyatt Regency Chicago - Chicago - Living room
Hyatt Regency Chicago
8.7 Very good
Downtown
Free Wi-Fi
Las Vegas Harry Reid Intl
Meals not included
3 nights + flight
$312
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
8.3 Very good
Downtown
Pet friendly
Dallas/Fort Worth
Meals not included
3 nights + flight
$265
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
8.3 Very good
Near North Side
Free Wi-Fi
Pool
Tampa
Meals not included
3 nights + flight
$228
Homewood Suites by Hilton Chicago Downtown/Magnificent Mile - Chicago - Lounge
Homewood Suites by Hilton Chicago Downtown/Magnificent Mile - Chicago - Lounge
Homewood Suites by Hilton Chicago Downtown/Magnificent Mile
7.9 Good
Near North Side
Free Wi-Fi
Pet friendly
Las Vegas Harry Reid Intl
Breakfast
3 nights + flight
$248
Riu Plaza Chicago - Chicago - Lounge
Riu Plaza Chicago - Chicago - Lounge
Riu Plaza Chicago
9.1 Wonderful
Near North Side
Free Wi-Fi
Las Vegas Harry Reid Intl
Breakfast
3 nights + flight
$275
Hampton Inn Chicago Downtown/Magnificent Mile - Chicago - Living room
Hampton Inn Chicago Downtown/Magnificent Mile - Chicago - Living room
Hampton Inn Chicago Downtown/Magnificent Mile
7.6 Good
Near North Side
Free Wi-Fi
Pet friendly
Tampa
Breakfast
3 nights + flight
$246
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
Las Vegas Harry Reid Intl
Meals not included
3 nights + flight
$328

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
Birmingham
All inclusive
3 nights + flight
$1,129

Last minute vacation packages to Illinois

Show all
The Neighborhood Hotel-Little Italy - Chicago - Living room
The Neighborhood Hotel-Little Italy - Chicago - Living room
The Neighborhood Hotel-Little Italy
Near West Side
Fort Lauderdale
Meals not included
3 nights + flight
$613
Hyatt House Chicago Medical/University District - Chicago - Building
Hyatt House Chicago Medical/University District - Chicago - Building
Hyatt House Chicago Medical/University District
8.6 Very good
Near West Side
Free Wi-Fi
Pet friendly
Fort Lauderdale
Breakfast
3 nights + flight
$505

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