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Book Exclusive Illinois Vacation Packages
Illinois Flight + Hotel Packages
The Ritz-Carlton, Chicago
5.0 out of 5.0Tue, Jul 9 - Fri, Jul 12
Dallas-Fort Worth Intl. - Midway Intl.
$953
The price now is $723 per person
Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 out of 5.0Sun, Jul 14 - Sat, Jul 20
Los Angeles Intl. - Midway Intl.
$1,268
The price now is $1,009 per person
Courtyard by Marriott Chicago Magnificent Mile
3.5 out of 5.0Sun, Jul 14 - Sat, Jul 20
Los Angeles Intl. - Midway Intl.
$1,331
The price now is $1,061 per person
Lincolnshire Marriott Resort
4.0 out of 5.0Sun, Jul 14 - Sat, Jul 20
Los Angeles Intl. - Midway Intl.
$1,174
The price now is $936 per person
DoubleTree by Hilton Chicago O'Hare Airport - Rosemont
3.5 out of 5.0Sun, Jul 14 - Sat, Jul 20
Los Angeles Intl. - Midway Intl.
$1,146
The price now is $924 per person
LondonHouse Chicago, Curio Collection by Hilton
4.5 out of 5.0Tue, Jul 9 - Fri, Jul 12
Dallas-Fort Worth Intl. - Midway Intl.
$695
The price now is $561 per person
Courtyard by Marriott Chicago Downtown River North
3.5 out of 5.0Sun, Jul 14 - Sat, Jul 20
Los Angeles Intl. - Midway Intl.
$1,132
The price now is $916 per person
Palmer House a Hilton Hotel
4.0 out of 5.0Tue, Jul 9 - Fri, Jul 12
Dallas-Fort Worth Intl. - Midway Intl.
$712
The price now is $580 per person
Hilton Chicago / Northbrook
3.5 out of 5.0Sun, Jul 14 - Sat, Jul 20
Los Angeles Intl. - Midway Intl.
$1,150
The price now is $945 per person
Inn of Chicago
3.0 out of 5.0Sun, Jul 14 - Sat, Jul 20
Los Angeles Intl. - Midway Intl.
$1,037
The price now is $853 per personIllinois Flight + Hotel Packages - 3 Night Stay
LondonHouse Chicago, Curio Collection by Hilton
4.5 out of 5.0Sat, Aug 3 - Tue, Aug 6
Dallas-Fort Worth Intl. - O'Hare Intl.
$758
The price now is $571 per personThe Ritz-Carlton, Chicago
5.0 out of 5.0Tue, Jul 9 - Fri, Jul 12
Dallas-Fort Worth Intl. - Midway Intl.
$953
The price now is $723 per person
The Westin Chicago River North
4.5 out of 5.0Fri, Jul 26 - Mon, Jul 29
Liberty Intl. - O'Hare Intl.
$738
The price now is $584 per person
Chicago Marriott Downtown Magnificent Mile
4.0 out of 5.0Thu, Aug 1 - Sun, Aug 4
Liberty Intl. - O'Hare Intl.
$710
The price now is $566 per personIllinois Flight + Hotel Packages - 4 Night Stay
The Ritz-Carlton, Chicago
5.0 out of 5.0Tue, Jul 9 - Fri, Jul 12
Los Angeles Intl. - Midway Intl.
$1,211
The price now is $908 per person
Fairmont Chicago at Millennium Park
4.5 out of 5.0Thu, Jun 27 - Mon, Jul 1
Dallas-Fort Worth Intl. - O'Hare Intl.
$672
The price now is $528 per person
Hyatt Place Chicago Midway Airport
3.0 out of 5.0Thu, Jun 20 - Mon, Jun 24
Dallas-Fort Worth Intl. - O'Hare Intl.
$606
The price now is $478 per person
Holiday Inn Express Chicago-Magnificent Mile
2.5 out of 5.0Thu, Jul 25 - Mon, Jul 29
Los Angeles Intl. - O'Hare Intl.
$725
The price now is $578 per personIllinois Flight + Hotel Packages - 5 Night Stay
The Ritz-Carlton, Chicago
5.0 out of 5.0Thu, Jul 4 - Tue, Jul 9
Dallas-Fort Worth Intl. - O'Hare Intl.
$1,125
The price now is $804 per personThe Ritz-Carlton, Chicago
5.0 out of 5.0Wed, Aug 14 - Mon, Aug 19
Dallas-Fort Worth Intl. - Midway Intl.
$1,656
The price now is $1,185 per person
Hilton Chicago/Magnificent Mile Suites
3.5 out of 5.0Wed, Aug 14 - Mon, Aug 19
Dallas-Fort Worth Intl. - Midway Intl.
$929
The price now is $692 per person
DoubleTree by Hilton Chicago - North Shore Conference Center
3.5 out of 5.0Thu, Jul 4 - Tue, Jul 9
Dallas-Fort Worth Intl. - O'Hare Intl.
$564
The price now is $425 per personLondonHouse Chicago, Curio Collection by Hilton
4.5 out of 5.0Thu, Jul 4 - Tue, Jul 9
Dallas-Fort Worth Intl. - O'Hare Intl.
$689
The price now is $526 per personIllinois Flight + Hotel Packages - 6 - 7 Night Stay
AC Hotels by Marriott Chicago Downtown
3.5 out of 5.0Tue, Jul 23 - Tue, Jul 30
John F. Kennedy Intl. - O'Hare Intl.
$1,099
The price now is $781 per personHoliday Inn Express Chicago-Magnificent Mile
2.5 out of 5.0Tue, Jul 23 - Tue, Jul 30
John F. Kennedy Intl. - O'Hare Intl.
$960
The price now is $688 per person
Holiday Inn Chicago North-Evanston
3.0 out of 5.0Tue, Jul 30 - Tue, Aug 6
Los Angeles Intl. - O'Hare Intl.
$805
The price now is $585 per personLondonHouse Chicago, Curio Collection by Hilton
4.5 out of 5.0Tue, Jul 23 - Tue, Jul 30
John F. Kennedy Intl. - O'Hare Intl.
$1,161
The price now is $846 per personLondonHouse Chicago, Curio Collection by Hilton
4.5 out of 5.0Sun, Jul 14 - Sat, Jul 20
Los Angeles Intl. - Midway Intl.
$1,617
The price now is $1,190 per personTop Illinois Hotels Deals
Hotel Essex Chicago
800 S Michigan Ave, Chicago, ILLocated in The Loop, this hotel is within a 5-minute walk of Lakefront Trail, State Street, and Columbia College Chicago. Grant Park and Buckingham Fountain are also within 10 minutes. Harrison Station is 7 minutes by foot and Roosevelt Station is 8 minutes.
Palmer House a Hilton Hotel
17 E Monroe St, Chicago, ILThis 1925 Beaux Arts-style Chicago hotel is steps from Millennium Park, 2 blocks from Macy's and the Art Institute, and 1 mile from Lake Michigan, Magnificent Mile shopping, and Wrigley Tower.
Hyatt Regency Chicago
151 East Wacker Dr, Chicago, ILLocated in The Loop, this eco-friendly hotel is steps from Chicago Riverwalk and Michigan Avenue Bridge. Chicago Theatre and Millennium Park are also within 15 minutes. Randolph-Wabash Station is 9 minutes by foot and State Station is 9 minutes.
Embassy Suites Chicago Downtown Magnificent Mile
511 North Columbus Drive, Chicago, ILLocated in Near North Side, this hotel is within a 10-minute walk of Chicago Riverwalk, Michigan Avenue, and Northwestern Memorial Hospital. Navy Pier and Water Tower Place are also within 15 minutes. Grand Station (Red Line) is 9 minutes by foot and State Station is 16 minutes.
Hyatt Centric Chicago Magnificent Mile
633 N Saint Clair St, Chicago, ILLocated in Near North Side, this romantic hotel is steps from Northwestern Memorial Hospital and Michigan Avenue. Water Tower Place and John Hancock Center are also within 10 minutes. Grand Station (Red Line) is 9 minutes by foot and Chicago Station (Red Line) is 10 minutes.
Omni Chicago Suites - Magnificent Mile
676 N Michigan Ave, Chicago, ILOmni Chicago Suites - Magnificent Mile is at the center of Chicago’s most prestigious neighborhood, 3 blocks from the shores of Lake Michigan and around the corner from St. James Cathedral. The Museum of Contemporary Art is a 5-minute walk, and the "L" train stop is at Chicago and State, 4 blocks away.
The St. Clair Hotel – Magnificent Mile
162 East Ontario Street, Chicago, ILLocated in Near North Side, this hotel is within 1 mi (2 km) of Navy Pier, Millennium Park, and Cloud Gate. Art Institute of Chicago and Grant Park are also within 2 mi (3 km). Grand Station (Red Line) is 8 minutes by foot and Chicago Station (Red Line) is 11 minutes.
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, ILBuilt in 1893, this downtown Chicago hotel offers a convenient location across from Grant Park and close to Lake Michigan.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Popular Vacation Package Destinations in Illinois
- Chicago Vacations
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- Troy Vacations
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- Milan Vacations
- East Moline Vacations
- Vandalia Vacations
- Brussels Vacations
- Harrisburg Vacations
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- Kewanee Vacations
- Greenville Vacations
- Centralia Vacations
- Huntley Vacations
- Highland Vacations
Top All Inclusive Vacation Packages with Airfare
Book a Vacation to 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.