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Book Exclusive Illinois Vacation Packages

Save up to C$543 | Book Flight + Hotel at the same time^
Save up to C$543 | Book Flight + Hotel at the same time^
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Save up to C$543 | Book Flight + Hotel at the same time^

Illinois Flight + Hotel Packages

Save C$72
Best Western Plus Chicagoland - Countryside
3.5 out of 5.0

Thu., 23 Jan. - Sun., 26 Jan.

Pierre Elliott Trudeau Intl. - O'Hare Intl.

Old price

C$642

The price now is C$570 per person
Flight + Hotel
Best Western Plus Chicagoland - Countryside
Save C$70
Hotel Versey Days Inn by Wyndham Chicago
3.0 out of 5.0

Thu., 23 Jan. - Sun., 26 Jan.

Pierre Elliott Trudeau Intl. - O'Hare Intl.

Old price

C$631

The price now is C$561 per person
Flight + Hotel
Hotel Versey Days Inn by Wyndham Chicago
Save C$60
Staybridge Suites, Lincolnshire
3.0 out of 5.0

Thu., 23 Jan. - Sun., 26 Jan.

Pierre Elliott Trudeau Intl. - O'Hare Intl.

Old price

C$650

The price now is C$591 per person
Flight + Hotel
Staybridge Suites, Lincolnshire
Save C$46
The Hoxton Chicago
4.0 out of 5.0

Thu., 23 Jan. - Sun., 26 Jan.

Pierre Elliott Trudeau Intl. - O'Hare Intl.

Old price

C$631

The price now is C$584 per person
Flight + Hotel
The Hoxton Chicago
Save C$216
Hyatt Regency Chicago
4.0 out of 5.0

Thu., 23 Jan. - Sun., 26 Jan.

Pierre Elliott Trudeau Intl. - O'Hare Intl.

Old price

C$842

The price now is C$626 per person
Flight + Hotel
Hyatt Regency Chicago
Save C$166
Fairmont Chicago at Millennium Park
4.5 out of 5.0

Thu., 23 Jan. - Sun., 26 Jan.

Pierre Elliott Trudeau Intl. - O'Hare Intl.

Old price

C$831

The price now is C$665 per person
Flight + Hotel
Fairmont Chicago at Millennium Park
Save C$95
Hyatt Regency McCormick Place
4.0 out of 5.0

Sat., 1 Feb. - Mon., 3 Feb.

Pearson Intl. - O'Hare Intl.

Old price

C$511

The price now is C$417 per person
Flight + Hotel
Hyatt Regency McCormick Place
Save C$119
Sheraton Grand Chicago
4.0 out of 5.0

Thu., 23 Jan. - Sun., 26 Jan.

Pierre Elliott Trudeau Intl. - O'Hare Intl.

Old price

C$717

The price now is C$598 per person
Flight + Hotel
Sheraton Grand Chicago
Save C$94
Sofitel Chicago Magnificent Mile
4.5 out of 5.0

Thu., 23 Jan. - Sun., 26 Jan.

Pierre Elliott Trudeau Intl. - O'Hare Intl.

Old price

C$613

The price now is C$518 per person
Flight + Hotel
Sofitel Chicago Magnificent Mile
Save C$98
The Westin Michigan Avenue Chicago
4.5 out of 5.0

Thu., 23 Jan. - Sun., 26 Jan.

Pierre Elliott Trudeau Intl. - O'Hare Intl.

Old price

C$637

The price now is C$539 per person
Flight + Hotel
The Westin Michigan Avenue Chicago
Save C$87
Royal Sonesta Chicago Riverfront
4.0 out of 5.0

Thu., 23 Jan. - Sun., 26 Jan.

Pierre Elliott Trudeau Intl. - O'Hare Intl.

Old price

C$610

The price now is C$523 per person
Flight + Hotel
Royal Sonesta Chicago Riverfront
Save C$91
Chicago Marriott Downtown Magnificent Mile
4.0 out of 5.0

Thu., 23 Jan. - Sun., 26 Jan.

Pierre Elliott Trudeau Intl. - O'Hare Intl.

Old price

C$678

The price now is C$586 per person
Flight + Hotel
Chicago Marriott Downtown Magnificent Mile

Illinois Flight + Hotel Packages - 3 Night Stay

Save C$216
Hyatt Regency Chicago
4.0 out of 5.0

Thu., 23 Jan. - Sun., 26 Jan.

Pierre Elliott Trudeau Intl. - O'Hare Intl.

Old price

C$842

The price now is C$626 per person
Flight + Hotel
Hyatt Regency Chicago
Save C$190
Hyatt Regency McCormick Place
4.0 out of 5.0

Thu., 23 Jan. - Sun., 26 Jan.

Pierre Elliott Trudeau Intl. - O'Hare Intl.

Old price

C$793

The price now is C$603 per person
Flight + Hotel
Hyatt Regency McCormick Place
Save C$290
Fairmont Chicago at Millennium Park
4.5 out of 5.0

Fri., 14 Feb. - Mon., 17 Feb.

Pearson Intl. - O'Hare Intl.

Old price

C$1,225

The price now is C$936 per person
Flight + Hotel
Fairmont Chicago at Millennium Park
Save C$140
The Westin Michigan Avenue Chicago
4.5 out of 5.0

Fri., 21 Feb. - Mon., 24 Feb.

Pearson Intl. - O'Hare Intl.

Old price

C$652

The price now is C$512 per person
Flight + Hotel
The Westin Michigan Avenue Chicago
Save C$208
Hotel Lincoln
4.0 out of 5.0

Fri., 14 Feb. - Mon., 17 Feb.

Pearson Intl. - O'Hare Intl.

Old price

C$987

The price now is C$779 per person
Flight + Hotel
Hotel Lincoln
Save C$94
Embassy Suites - Chicago O'Hare - Rosemont
3.5 out of 5.0

Sat., 22 Feb. - Tue., 25 Feb.

Pearson Intl. - O'Hare Intl.

Old price

C$553

The price now is C$459 per person
Flight + Hotel
Embassy Suites - Chicago O'Hare - Rosemont

Illinois Flight + Hotel Packages - 4 Night Stay

Save C$141
Embassy Suites - Chicago O'Hare - Rosemont
3.5 out of 5.0

Fri., 21 Feb. - Tue., 25 Feb.

Pearson Intl. - O'Hare Intl.

Old price

C$636

The price now is C$495 per person
Flight + Hotel
Embassy Suites - Chicago O'Hare - Rosemont
Save C$144
DoubleTree by Hilton Chicago O'Hare Airport - Rosemont
3.5 out of 5.0

Fri., 21 Feb. - Tue., 25 Feb.

Pearson Intl. - O'Hare Intl.

Old price

C$699

The price now is C$555 per person
Flight + Hotel
DoubleTree by Hilton Chicago O'Hare Airport - Rosemont
Save C$102
Hilton Chicago O'Hare Airport
4.0 out of 5.0

Fri., 21 Feb. - Tue., 25 Feb.

Pearson Intl. - O'Hare Intl.

Old price

C$693

The price now is C$591 per person
Flight + Hotel
Hilton Chicago O'Hare Airport
Save C$76
Sleep Inn Midway Airport Bedford Park
2.5 out of 5.0

Fri., 21 Feb. - Tue., 25 Feb.

Pearson Intl. - Midway Intl.

Old price

C$552

The price now is C$476 per person
Flight + Hotel
Sleep Inn Midway Airport Bedford Park
Save C$82
Edward Hotel Chicago
3.0 out of 5.0

Fri., 21 Feb. - Tue., 25 Feb.

Pearson Intl. - O'Hare Intl.

Old price

C$627

The price now is C$545 per person
Flight + Hotel
Edward Hotel Chicago
Save C$73
Carlton Inn Midway
2.0 out of 5.0

Fri., 21 Feb. - Tue., 25 Feb.

Pearson Intl. - O'Hare Intl.

Old price

C$593

The price now is C$520 per person
Flight + Hotel
Carlton Inn Midway

Illinois Flight + Hotel Packages - 6 - 7 Night Stay

Save C$401
Hyatt Regency Chicago
4.0 out of 5.0

Thu., 13 Feb. - Thu., 20 Feb.

Pearson Intl. - O'Hare Intl.

Old price

C$1,538

The price now is C$1,138 per person
Flight + Hotel
Hyatt Regency Chicago
Save C$518
Fairmont Chicago at Millennium Park
4.5 out of 5.0

Thu., 13 Feb. - Thu., 20 Feb.

Pearson Intl. - O'Hare Intl.

Old price

C$2,111

The price now is C$1,594 per person
Flight + Hotel
Fairmont Chicago at Millennium Park
Save C$367
Ace Hotel Chicago
4.0 out of 5.0

Thu., 13 Feb. - Thu., 20 Feb.

Pearson Intl. - O'Hare Intl.

Old price

C$1,943

The price now is C$1,576 per person
Flight + Hotel
Ace Hotel Chicago
Save C$195
Hyatt Regency McCormick Place
4.0 out of 5.0

Thu., 13 Feb. - Thu., 20 Feb.

Pearson Intl. - O'Hare Intl.

Old price

C$1,454

The price now is C$1,259 per person
Flight + Hotel
Hyatt Regency McCormick Place
Save C$130
The Talbott Hotel
4.0 out of 5.0

Thu., 13 Feb. - Thu., 20 Feb.

Pearson Intl. - O'Hare Intl.

Old price

C$1,179

The price now is C$1,049 per person
Flight + Hotel
The Talbott Hotel
Save C$84
Best Western Plus Chicagoland - Countryside
3.5 out of 5.0

Thu., 13 Feb. - Thu., 20 Feb.

Pearson Intl. - O'Hare Intl.

Old price

C$833

The price now is C$749 per person
Flight + Hotel
Best Western Plus Chicagoland - Countryside

Top Illinois Hotels Deals

Price for 1 night 2 adults*

C$127

19 Dec. - 20 Dec.

Per night/room

Eurostars Magnificent Mile, previously Dana Hotel

Eurostars Magnificent Mile, previously Dana Hotel

4.0 out of 5.0 660 North State Street, Chicago, IL
4.5/5
(55 Reviews)
Located in River North, this spa hotel is steps away from Chinese Consulate and State Street. Chicago Water Tower and Tribune Tower are also within 10 minutes. Chicago Station (Red Line) and Grand Station (Red Line) are within a 5-minute walk.
View Details
C$167

25 Dec. - 26 Dec.

Per night/room

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago

4.5 out of 5.0 221 N Columbus Dr, Chicago, IL
4.5/5
(37 Reviews)
Located in The Loop, this luxury hotel is within a 5-minute walk of Chicago Riverwalk, Grant Park, and Aon Center. Chicago Theatre and Chicago Cultural Center are also within 10 minutes. Randolph-Wabash Station is 8 minutes by foot and State Station is 8 minutes.
View Details
C$136

25 Dec. - 26 Dec.

Per night/room

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5.0 323 E Wacker Dr, Chicago, IL
4.4/5
(187 Reviews)
Located in The Loop, this luxury hotel is within a 5-minute walk of Chicago Riverwalk and Michigan Avenue. Grant Park and Tribune Tower are also within 10 minutes. Millennium Station is 9 minutes by foot and Randolph-Wabash Station is 11 minutes.
View Details
C$106

3 Jan. - 4 Jan.

Per night/room

La Quinta Inn & Suites by Wyndham Chicago Downtown

La Quinta Inn & Suites by Wyndham Chicago Downtown

3.0 out of 5.0 1 S Franklin Street, Chicago, IL
4.4/5
(38 Reviews)
Located in The Loop, this hotel is within a 5-minute walk of Willis Tower and Skydeck Ledge. Chicago Riverwalk and Merchandise Mart are also within 10 minutes. Washington-Wells Station is only a 3-minute walk and Quincy Metro Station is 5 minutes.
View Details
C$157

25 Dec. - 26 Dec.

Per night/room

Hyatt Regency Chicago

Hyatt Regency Chicago

4.0 out of 5.0 151 East Wacker Dr, Chicago, IL
4.1/5
(317 Reviews)
Located in The Loop, this eco-friendly hotel is steps away from Chicago Riverwalk and Michigan Avenue Bridge. Grant Park and Chicago Theatre are also within 10 minutes. State Station is 9 minutes by foot and Randolph-Wabash Station is 9 minutes.
View Details
C$104

25 Dec. - 26 Dec.

Per night/room

Warwick Allerton - Chicago

Warwick Allerton - Chicago

4.0 out of 5.0 701 North Michigan Avenue, Chicago, IL
4.1/5
(227 Reviews)
This family-friendly Chicago hotel is located in the entertainment district, just steps away from Northwestern Memorial Hospital and Michigan Avenue. Chicago Water Tower and Water Tower Place are also within 5 minutes. Chicago Station (Red Line) is 6 minutes by foot and Grand Station (Red Line) is 8 minutes.
View Details
C$125

25 Dec. - 26 Dec.

Per night/room

Hilton Chicago- Michigan Ave Cultural Mile

Hilton Chicago- Michigan Ave Cultural Mile

4.0 out of 5.0 720 S Michigan Ave, Chicago, IL
4.1/5
(204 Reviews)
Located in The Loop, this historic hotel is within a 10-minute walk of Grant Park and Art Institute of Chicago. Millennium Park and Field Museum of Natural History are also within 15 minutes. Harrison Station is 5 minutes by foot and Roosevelt Station is 10 minutes.
View Details
C$137

23 Dec. - 24 Dec.

Per night/room

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4.0 out of 5.0 Ohare International Airport, Chicago, IL
3.7/5
(69 Reviews)
Located in O'Hare, this hotel is within 6 miles (10 km) of Donald E. Stephens Convention Center, Rosemont Theatre and Rivers Casino. Allstate Arena and Fashion Outlets of Chicago are also within 6 miles (10 km). O Hare Station is 15 minutes by foot.
View Details

Things to do in Illinois

See all 334 things to do in Illinois

#1360 CHICAGO Observation Deck (Hancock Center)

At 360 CHICAGO, the guest experience begins at the ground floor with a museum-style exhibition celebrating Chicago’s history and nine of its culturally rich ...

recommend86% of travellers recommend

Free Cancellation Free Cancellation

C$34
per adult
360 CHICAGO Observation Deck (Hancock Center)

#2Chicago Mob Tour: Criminals & Gangsters Bus Tour

Explore Chicago's seedy underworld on this guided bus tour of its most famous gangsters and mobsters. Investigate the former haunts of legends like Al Capone...

recommend90% of travellers recommend

Free Cancellation Free Cancellation

C$53
C$45
per traveller
Save!
Chicago Mob Tour: Criminals & Gangsters Bus Tour

#3Chicago CityPASS: Save on 5 Must-See Attractions

Enjoy huge savings on admission to Chicago's must-see attractions with CityPASS tickets. Take your time and enjoy each attraction, with up to 9 consecutive d...

recommend94% of travellers recommend

Free Cancellation Free Cancellation

C$284
C$143
per adult
Save!
Chicago CityPASS: Save on 5 Must-See Attractions

#4Skydeck & The Ledge Tickets at Willis Tower

Take in the view from the sky-high heights of the Willis Tower, the second-tallest building in the United States. From the 103rd floor, look out over 4 state...

recommend84% of travellers recommend

Free Cancellation Free Cancellation

C$34
per adult
Skydeck & The Ledge Tickets at Willis Tower

Top Flight Deals

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

Sun., 26 Jan. - Wed., 29 Jan.
YYZ
Pearson Intl.
to
ORD
O'Hare Intl.
C$249

roundtrip

found 2 days ago

Open YYZ to ORD flights search result page
Fri., 10 Jan. - Wed., 15 Jan.
YYZ
Pearson Intl.
to
PIA
Greater Peoria Regional
C$257

roundtrip

found 1 day ago

Open YYZ to PIA flights search result page
Fri., 10 Jan. - Wed., 15 Jan.
YYZ
Pearson Intl.
to
MLI
Quad City Intl.
C$257

roundtrip

found 1 day ago

Open YYZ to MLI flights search result page
Thu., 6 Feb. - Mon., 10 Feb.
YYZ
Pearson Intl.
to
STL
Lambert-St. Louis Intl.
C$267

roundtrip

found 3 days ago

Open YYZ to STL flights search result page
Mon., 27 Jan. - Thu., 30 Jan.
YTZ
Billy Bishop Toronto City
to
MDW
Midway Intl.
C$290

roundtrip

found 5 days ago

Open YTZ to MDW flights search result page
Fri., 7 Feb. - Sun., 9 Feb.
YYZ
Pearson Intl.
to
MDW
Midway Intl.
C$302

roundtrip

found 5 days ago

Open YYZ to MDW flights search result page

Popular Vacation Package Destinations in Illinois

^Savings based on all package bookings made with Flight + Hotel on Travelocity.com from January 1, 2018 to December 31, 2018, 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.

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.