Chicago 4+ Days Vacation Packages

From USD

$1058

Highlights: Visit Austin, Springfield, Memphis, San Antonio, St. Louis, New Orleans, Houston, Chicago. Inclusions: Roundtrip airport transfer, 8 nights hotel accommodations

From USD

$1058

6-Day Chicago, Great Lakes, Mackinac Island, Detroit from Chicago with Airport Transfers

Tour Code: 855-3786

Available: Tue (May.1 - Oct.31)

Depart From: Chicago, IL

Duration:65

From USD

$590

~~$670~~ Save $80

Highlights: Visit Chicago, Milwaukee (Harley-Davidson Museum), Mackinaw City (Mackinac Island), Lake Superior. Inclusions: Roundtrip airport transfer, 5 nights hotel accommodations

Enjoy Chicago with exclusive tour in Chicago Theater
Exclusive tours to three of the five Great Lakes within the U.S.
Pictured Rocks National Lakeshore and Mackinac Island
Tour is 100% guaranteed; if cancelled 120% of the price will be refunded.

More

From USD

$590

~~$670~~ Save $80

10-Day Miami, Chicago, Detroit, Washington DC, New York, Niagara Falls Tour from Miami/Fort Lauderdale

Tour Code: 155-3212

Available: Sun (3/31 - 11/24)

Depart From: Chicago, IL; Miami, FL; Fort Lauderdale, FL

Duration:109

From USD

$1118

Highlights: Visit Chicago, Everglades National Park, Fort Lauderdale, Miami Beach, Miami, Baltimore, Cleveland, Detroit, Lancaster, New York, Niagara Falls, Philadelphia, Washington, DC. Flight from Miami/Fort Lauderdale to Chicago is not included in the tour price. Inclusions: Roundtrip airport transfer, 9 nights hotel accommodations More

Tour is 100% guaranteed; if cancelled 120% of the price will be refunded.

From USD

$1118

8-Day Chicago, St. Louis, New Orleans, Smoky Mountains Tour from Chicago

Tour Code: 155-3566

Available: Wed (4/1 - 12/31), 1/2, 1/16, 1/30, 2/13, 2/27, 3/13, 3/27

Depart From: Chicago, IL

Duration:87

From USD

$882

Highlights: Visit Chattanooga, Gatlinburg, Great Smoky Mountains, Indianapolis, Lexington, Memphis, New Orleans, Pigeon Forge, Springfield, St. Louis, West Lafayette, Berea, Chicago.

The Ark Encounter theme park - the largest timber frame structure in the world
Visit one of the most famous universities - Purdue University
Travel across the Central US from North to South
Visit famous cities and spectacular natural landscape; adore music and equestrian events; feel the modern beauty and pristine wildness
Tour is 100% guaranteed; if cancelled 120% of the price will be refunded.

More

From USD

$882

5-Day Go Chicago Card

Tour Code: 276-319

Available: Daily

Depart From: Chicago, IL

Duration:5

From USD

$208

Highlights: Valid for 5 days. Unlimited sightseeing with FREE admission to 26 attractions in and around Chicago, savings at shops and restaurants, PLUS a full-color pocket guidebook to the city. More

From USD

$208

8-Day Chicago, Niagara Falls, New York, Philadelphia, Washington Tour from Chicago with Airport Transfers

Tour Code: 662-5427

Available: Tue, Wed(Apr & Oct), Tue, Wed, Thu (5/1 - 9/30)

Depart From: Chicago, IL

Duration:87

Buy 2 Get 2 Discounted

From USD

$805

Highlights: Visit Chicago, Cleveland, Detroit, New York, Niagara Falls, Philadelphia, Pittsburgh, Washington, DC.

Visit Cave of the Winds
Guaranteed 100% tour confirmation; Refund 120% of the price if cancelled

From USD

$805

7-Day USA Central and East Coast Tour from Chicago

Tour Code: 462-6304

Available: Wed, Fri

Depart From: Chicago, IL

Duration:76

Buy 2 Get 2 Discounted

From USD

$685

Highlights: Visit Chicago, Cleveland, Detroit, New York, Niagara Falls, Philadelphia, Pittsburgh, Washington, DC.

Visti Cave of the Winds and Goat Island
In-depth New York City Tour for Two Days
Go to the top of the One World Trade Center
Guaranteed 100% tour confirmation; Refund 120% of the price if cancelled

More

From USD

$685

5-Day Chicago, Cleveland and Detroit Tour from New York

2 reviews

Tour Code: 172-2382

Available: 5/23, 7/3, 7/17, 7/31, 8/14, 8/29

Depart From: New York, NY; Edison, NJ; Flushing, NY; Brooklyn, NY

Duration:54

From USD

$399

Highlights: Ohio, Cleveland, Rock and Roll Hall of Fame, Ohio Toledo City hall plaza, Detroit, Henry Ford Museum, Metro, Michigan, Dutch Village, Chicago, Grant Park, Buckingham Fountain, Lake Michigan Dinner Cruise, Willis Tower, Chicago Bean, Chicago Chinatown, Return to New York. Inclusions: 4 nights hotel accommodation, All domestic ground transportation via air-conditioned vehicle More

Guaranteed 100% tour conformation; Refund 120% of the price if canceled

From USD

$399

8-Day Chicago Sightseeing, Mt. Rushmore, Theodore Roosevelt National Park, Yellowstone Tour from Chicago

Tour Code: 655-8351

Available: Thu (7/1 - 8/31), 5/23

Depart From: Chicago, IL

Duration:87

From USD

$794

~~$882~~ Save 10%

Highlights: Visit Yellowstone, Chicago, Badlands National Park, Bismarck, Devils Tower, Fargo, Jamestown, Keystone, Madison, Minneapolis, Mitchell, Mount Rushmore National Memorial, Sioux Falls, Theodore Roosevelt National Park. Inclusions: 7 nights hotel accomodations, Transportation via air-conditioned vehicle More

3 national parks and 2 national monuments
5 historic Midwestern cities and 4 unique Midwestern towns
Explore Upper Mississippi River; travel across Midwestern United States
Tour is 100% guaranteed; if cancelled 120% of the price will be refunded.

More

From USD

$794

~~$882~~ Save 10%

Offer Ends h m s

7-Day Yellowstone, Chicago, Mt. Rushmore, Theodore Roosevelt National Park Tour from Chicago

Tour Code: 855-969

Available: Fri (7/1 - 8/31), 5/24

Depart From: Chicago, IL

Duration:76

From USD

$692

~~$768~~ Save $76

Highlights: Visit Yellowstone, Chicago, Badlands National Park, Bismarck, Devils Tower, Fargo, Jamestown, Keystone, Madison, Minneapolis, Mitchell, Mount Rushmore National Memorial, Sioux Falls, Theodore Roosevelt National Park. Inclusions: 6 nights hotel accomodations, Transportation via air-conditioned vehicle More

3 national parks and 2 national monuments
5 historic Midwestern cities and 4 unique Midwestern towns
Explore Upper Mississippi River; travel across Midwestern United States
Tour is 100% guaranteed; if cancelled 120% of the price will be refunded.

More

From USD

$692

~~$768~~ Save $76

8-Day Chicago, East Coast Tour from Chicago with Airport Transfers

3 reviews

Tour Code: 755-2307

Available: Tue (4/1 - 11/30) & Wed, Sat (6/1 - 8/24), 8/31

Depart From: Chicago, IL

Duration:87

From USD

$805

Highlights: Visit East Coast & Chicago 9 famous cities: Chicago, Detroit, Pittsburgh, Washington, Baltimore, Philadelphia, New York, Niagara Falls, Cleveland. 7-night hotel accommodations, free airport transfers. More

Enjoy a cultural trip with visiting 9 historical cities
Exclusive Amish Village Tour and Amish traditional meal
Tour is 100% guaranteed; if cancelled 120% of the price will be refunded

More

From USD

$805

7-Day Mid-South Mississippi Tour from Houston

Tour Code: 955-6413

Available: Fri (4/1 - 12/31)

Depart From: Houston, TX

Duration:76

From USD

$635

~~$793~~ Save 20%

Highlights: Visit Baton Rouge, Berea, Chattanooga, Chicago, Cincinnati, Gatlinburg, Great Smoky Mountains, Indianapolis, Lexington, New Orleans, Pigeon Forge, West Lafayette, Williamstown.

From USD

$635

~~$793~~ Save 20%

Offer Ends h m s

9-Day Mid-South Mississippi Tour with Houston Airport Pickup

Tour Code: 755-6413

Available: Wed (4/1 - 12/31)

Depart From: Houston, TX

Duration:98

From USD

$847

~~$1058~~ Save 20%

Highlights: Visit Baton Rouge, Berea, Chattanooga, Chicago, Cincinnati, Gatlinburg, Great Smoky Mountains, Indianapolis, Lexington, New Orleans, Pigeon Forge, West Lafayette, Williamstown. Inclusions: Roundtrip airport transfer, 8 nights hotel accommodations More

From USD

$847

~~$1058~~ Save 20%

Offer Ends h m s

7-Day Chicago, Detroit, Washington DC, New York Tour from Chicago

2 reviews

Tour Code: 255-2399

Available: Wed (4/1 - 11/30), Sun (6/1 - 9/1)

Depart From: Chicago, IL

Duration:76

From USD

$685

Highlights: Visit New York, Niagara Falls, Washington, DC, Baltimore, Chicago, Philadelphia, Cleveland, Detroit, Lancaster. Inclusions: 6 nights hotel accomodations, Transportation via air-conditioned vehicle More

Enjoy a cultural trip with visiting 9 historical cities
Exclusive Amish Village Tour and Amish traditional meal
Tour is 100% guaranteed; if cancelled 120% of the price will be refunded

More

From USD

$685

4-Day Chicago, Route 66, Milwaukee, Lake Geneva Tour from Chicago with Airport Transfers

Tour Code: 755-5826

Available: Mon, Fri, Sat

Depart From: Chicago, IL

Duration:43

From USD

$442

Highlights: Visit Chicago, Lake Geneva (Lake Geneva Bay Cruise), Milwaukee (Harley-Davidson Museum, Miller Brewery), Pontiac (Route 66 Association Hall of Fame). Inclusions: Roundtrip airport transfer, 3 nights hotel accommodations More

Tour is 100% guaranteed; if cancelled 120% of the price will be refunded

From USD

$442

5-Day Chicago, Route 66, Milwaukee, Lake Geneva Tour from Chicago with Airport Transfers

Tour Code: 655-5826

Available: Mon, Tue, Thu

Depart From: Chicago, IL

Duration:54

From USD

$576

Highlights: Visit Chicago, Lake Geneva (Lake Geneva Bay Cruise), Milwaukee (Harley-Davidson Museum, Miller Brewery), Pontiac (Route 66 Association Hall of Fame), Wheaton (Robert R. McCormick House). Inclusions: Roundtrip airport transfer, 4 nights hotel accommodations More

Chicago Prohibition Tour - See the spots once ruled by liquor, jazz, and the mafia
Tour is 100% guaranteed; if cancelled 120% of the price will be refunded

From USD

$576

9-Day Chicago, New Orleans, St. Louis, Great Smoky Mountains Tour from Chicago with Airport Transfers

1 reviews

Tour Code: 655-3557

Available: Tue, Wed (4/1 - 12/31), 1/1, 1/15, 1/29, 2/12, 2/26, 3/12, 3/26

Depart From: Chicago, IL

Duration:98

From USD

$996

Highlights: Visit Chicago, New Orleans, Berea, Chattanooga, Gatlinburg, Great Smoky Mountains, Indianapolis, Lexington, Memphis, Pigeon Forge, Springfield, St. Louis, West Lafayette, Cincinnati, Williamstown. Inclusions: Roundtrip airport transfer, 8 nights hotel accommodations More

The Ark Encounter theme park - the largest timber frame structure in the world
Visit one of the most famous universities - Purdue University
Travel across the Central US from North to South
Visit famous cities and spectacular natural landscape; adore music and equestrian events; feel the modern beauty and pristine wildness
Tour is 100% guaranteed; if cancelled 120% of the price will be refunded.

More

From USD

$996

5-Day Chicago, Mackinac Island, Sleeping Bear Dunes National Lakeshore, Holland Tour from Chicago

Tour Code: 655-3786

Available: Wed (May - Oct)

Depart From: Chicago, IL

Duration:54

From USD

$576

Highlights: Visit Chicago (360 Chicago, Cloud Gate), Milwaukee (Harley-Davidson Museum), Lake Superior (Pictured Rocks National Shoreline), Mackinaw City (Mackinac Island)

Enjoy Chicago with exclusive tour in Chicago Theater
Exclusive tours to three of the five Great Lakes within the U.S.
Pictured Rocks National Lakeshore and Mackinac Island
Tour is 100% guaranteed; if cancelled 120% of the price will be refunded.

More

From USD

$576

5-Day Chicago, Toronto, Niagara Falls Tour from Chicago

Tour Code: 455-5175

Available: Wed (6/1 - 9/30)

Depart From: Chicago, IL

Duration:54

From USD

$576

Highlights: Visit Chicago (360 Chicago, Architectural Cruise, Buckingham Fountain, Chicago Theater), Cleveland (Rock and Roll Hall of Fame), Detroit (Henry Ford Museum), Niagara Falls Canada (Horseshoe Falls, Skylon Tower), Niagara Falls (Maid of the Mist, Old Fort Niagara), Toronto (CN Tower, Ontario Legislative Building, Toronto City Hall, Toronto Harbor Boat Tour). More

See the master piece of design - Cloud Gate at Millennium Park
Visiting the Henry Ford Museum, exploring the past glory of Motor City, aka Detroit
Enjoy the Niagara Falls from both the Canadian and US side, be on the Skylon Tower and Maid of Mist
Holy land of Rock n Roll- Rock and Roll Hall of Fame and Museum located at Cleveland
Tour is 100% guaranteed; if cancelled 120% of the price will be refunded.

More

From USD

$576

9-Day Chicago, Mt. Rushmore, Theodore Roosevelt National Park, Yellowstone Tour from Chicago with Airport Transfers

Tour Code: 055-8352

Available: Wed, Fri (7/1 - 8/31), 5/23, 5/22

Depart From: Chicago, IL

Duration:98

From USD

$897

~~$996~~ Save 10%

Highlights: Visit Yellowstone, Chicago, Badlands National Park, Bismarck, Devils Tower, Fargo, Jamestown, Keystone, Madison, Minneapolis, Mitchell, Mount Rushmore National Memorial, Sioux Falls, Theodore Roosevelt National Park. Inclusions: Roundtrip airport transfer, 8 nights hotel accommodations More

3 national parks and 2 national monuments
5 historic Midwestern cities and 4 unique Midwestern towns
Explore Upper Mississippi River; travel across Midwestern United States
Tour is 100% guaranteed; if cancelled 120% of the price will be refunded.

More

From USD

$897

~~$996~~ Save 10%

Offer Ends h m s

10-Day Chicago, Museums, Mackinac Island, Traverse City, Detroit Tour from Chicago

Tour Code: 262-3841

Available: Mon, Tue, Thu, Fri (May 8 - Oct 12)

Depart From: Chicago, IL

Duration:109

From USD

$1140

Highlights: Visit Chicago (Northwestern University, Museum Campus), Detroit, Lake Superior, South Bend, Traverse City. Inclusions: 9 nights hotel accommodation, Airport transfer, Local transportation

From USD

$1140