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Illinois vacations

Price found within the past 48 hours. Click for updated prices.
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul 2 - Jul 6
found 20 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to St. Louis (STL)
Fairmont Chicago at Millennium Park Gold Experience

Fairmont Chicago at Millennium Park Gold Experience

4.5 out of 5
Downtown Chicago
per person
Jul 11 - Jul 15
found 1 day ago
Roundtrip flight included
Houston (IAH) to Chicago (ORD)
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul 2 - Jul 6
found 20 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Ameristar Casino Resort and Spa

Ameristar Casino Resort and Spa

4.5 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to St. Louis (STL)
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul 4 - Jul 8
found 19 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Chicago (ORD)
W Chicago - Lakeshore

W Chicago - Lakeshore

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul 2 - Jul 6
found 20 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Canopy by Hilton Chicago Central Loop

Canopy by Hilton Chicago Central Loop

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul 2 - Jul 6
found 20 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
The Charles F. Knight Center

The Charles F. Knight Center

2.5 out of 5
per person
Jul 3 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to St. Louis (STL)
voco Chicago Downtown, an IHG Hotel

voco Chicago Downtown, an IHG Hotel

3.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul 2 - Jul 6
found 20 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)

3-night Illinois vacations

Price found within the past 48 hours. Click for updated prices.
Super Sleep Inn By OYO I-80 Princeton

Super Sleep Inn By OYO I-80 Princeton

2.5 out of 5
per person
Jul 26 - Jul 29
found 5 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Chicago (ORD)
Ameristar Casino Resort and Spa

Ameristar Casino Resort and Spa

4.5 out of 5
per person
Jul 11 - Jul 14
found 1 day ago
Roundtrip flight included
Houston (IAH) to St. Louis (STL)
The Pennywell St.Louis Downtown, a Hilton Hotel

The Pennywell St.Louis Downtown, a Hilton Hotel

4 out of 5
per person
Jul 11 - Jul 14
found 1 day ago
Roundtrip flight included
Houston (IAH) to St. Louis (STL)
HoteLumiere at the Arch

HoteLumiere at the Arch

4 out of 5
per person
Jul 11 - Jul 14
found 1 day ago
Roundtrip flight included
Houston (IAH) to St. Louis (STL)
The Cheshire

The Cheshire

4 out of 5
per person
Jul 11 - Jul 14
found 1 day ago
Roundtrip flight included
Houston (IAH) to St. Louis (STL)
DoubleTree by Hilton Hotel St. Louis - Chesterfield

DoubleTree by Hilton Hotel St. Louis - Chesterfield

4 out of 5
per person
Jul 11 - Jul 14
found 1 day ago
Roundtrip flight included
Houston (IAH) to St. Louis (STL)
Comfort Inn Ottawa Starved Rock Area

Comfort Inn Ottawa Starved Rock Area

2.5 out of 5
per person
Jul 26 - Jul 29
found 5 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Chicago (ORD)
AmericInn by Wyndham Princeton IL

AmericInn by Wyndham Princeton IL

2.5 out of 5
per person
Jul 26 - Jul 29
found 5 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Chicago (ORD)
Sonesta Chicago O'Hare Airport Rosemont

Sonesta Chicago O'Hare Airport Rosemont

3 out of 5
per person
Jul 24 - Jul 27
just found
Roundtrip flight included
New York (LGA) to Chicago (ORD)
La Quinta Inn by Wyndham Peru Starved Rock State Park

La Quinta Inn by Wyndham Peru Starved Rock State Park

2.5 out of 5
per person
Jul 26 - Jul 29
found 5 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Chicago (ORD)
The Last Hotel

The Last Hotel

4.5 out of 5
per person
Jul 11 - Jul 14
found 1 day ago
Roundtrip flight included
Houston (IAH) to St. Louis (STL)
Moonrise Hotel

Moonrise Hotel

4 out of 5
per person
Jul 11 - Jul 14
found 1 day ago
Roundtrip flight included
Houston (IAH) to St. Louis (STL)

4-night Illinois vacations

Price found within the past 48 hours. Click for updated prices.
Aloft Chicago Downtown River North

Aloft Chicago Downtown River North

3.5 out of 5
Save 100% on your flight
per person
Jul 2 - Jul 6
found 20 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to St. Louis (STL)
JW Marriott Chicago

JW Marriott Chicago

4.5 out of 5
Save 100% on your flight
per person
Jul 2 - Jul 6
found 20 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
The Westin Michigan Avenue Chicago

The Westin Michigan Avenue Chicago

4.5 out of 5
Save 100% on your flight
per person
Jul 2 - Jul 6
found 20 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Save 100% on your flight
per person
Jul 2 - Jul 6
found 20 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Pendry Chicago

Pendry Chicago

4.5 out of 5
Save 100% on your flight
per person
Jul 2 - Jul 6
found 20 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Save 100% on your flight
per person
Jul 2 - Jul 6
found 20 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Save 100% on your flight
per person
Jul 2 - Jul 6
found 20 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Save 100% on your flight
per person
Jul 2 - Jul 6
found 20 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Save 100% on your flight
per person
Jul 2 - Jul 6
found 20 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
Save 100% on your flight
per person
Jul 2 - Jul 6
found 20 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
W Chicago - City Center

W Chicago - City Center

4 out of 5
Save 100% on your flight
per person
Jul 2 - Jul 6
found 20 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)

Flight deals to Illinois

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, Jun 11 - Wed, Jun 12
ATL
Atlanta
MDW
Chicago
$60 Roundtrip, found 1 day ago
$60
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Jun 11 from Atlanta to Chicago, returning Wed, Jun 12, priced at $60 found 1 day ago
Tue, Aug 27 - Tue, Sep 10
ATL
Atlanta
ORD
Chicago
$60 Roundtrip, found 2 days ago
$60
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Tue, Aug 27 from Atlanta to Chicago, returning Tue, Sep 10, priced at $60 found 2 days ago
Tue, Jul 9 - Tue, Jul 30
LGA
New York
ORD
Chicago
$61 Roundtrip, found 9 hours ago
$61
Roundtrip
found 9 hours ago
Select Spirit Airlines flight, departing Tue, Jul 9 from New York to Chicago, returning Tue, Jul 30, priced at $61 found 9 hours ago
Wed, Jun 19 - Wed, Jun 26
DFW
Dallas
STL
St. Louis
$68 Roundtrip, found 1 day ago
$68
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Jun 19 from Dallas to St. Louis, returning Wed, Jun 26, priced at $68 found 1 day ago
Tue, Jun 25 - Wed, Jul 10
DFW
Dallas
ORD
Chicago
$68 Roundtrip, found 22 hours ago
$68
Roundtrip
found 22 hours ago
Select Frontier Airlines flight, departing Tue, Jun 25 from Dallas to Chicago, returning Wed, Jul 10, priced at $68 found 22 hours ago
Tue, Jun 18 - Tue, Jul 2
DFW
Dallas
MDW
Chicago
$69 Roundtrip, found 1 day ago
$69
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Jun 18 from Dallas to Chicago, returning Tue, Jul 2, priced at $69 found 1 day ago

Top rated hotels for your Illinois vacation

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
144.67 mi from city center
The price is $167 per night
$167
per night
Jun 18 - Jun 19
With a stay at Congress Plaza Hotel, you'll be centrally located in Chicago, steps from Columbia College Chicago and Museum of Contemporary Photography.
Breakfast available
Parking available
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive, Chicago, IL
Free Cancellation
145.35 mi from city center
The price is $149 per night
$149
per night
Jun 30 - Jul 1
With a stay at River Hotel, you'll be centrally located in Chicago, steps from Michigan Avenue and 5 minutes by foot from Chicago Riverwalk.
Pet friendly
Parking available
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
660 North State Street, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
145.65 mi from city center
The price is $170 per night
$170
per night
Jun 30 - Jul 1
With a stay at Eurostars Magnificent Mile, you'll be centrally located in Chicago, just a 4-minute walk from Michigan Avenue and 11 minutes by foot from Chicago Riverwalk.
Spa
Parking available
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.