Chicago 4+ Days Vacation Packages

From USD

$455

Highlights: Visit Chicago, IL (360 Chicago, IL, Cloud Gate, IL), Milwaukee, WI (Harley-Davidson Museum, WI), Wausau, WI, Lake Superior, MI (Pictured Rocks National Shoreline, MI), Mackinaw City, MI (Mackinac Island, MI), Frankenmuth, MI, Detroit, MI (Henry Ford Museum, MI) More

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
Henry Ford's Museum; Milwaukee, birth place of Harley Davidson motorcycle
Direct visit to Wisconsin ginseng farm with special ginseng dinner
Tour is 100% guaranteed; if cancelled 120% of the price will be refunded.

More

From USD

$455

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

Tour Code: 662-5427

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

Depart From: Chicago, IL

Duration:87

Buy 2 Get 2 Discounted

From USD

$805

Highlights: Visit Chicago, IL, Cleveland, OH, Detroit, MI, New York, NY, Niagara Falls, NY, Philadelphia, PA, Pittsburgh, PA, Princeton, NJ, Washington, DC.

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

From USD

$805

9-Day U.S. Mid-South Mississippi Tour with Chicago Airport Pickup

Tour Code: 655-6413

Available: Tue

Depart From: Chicago, IL

Duration:98

From USD

$1058

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

From USD

$1058

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

$368

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

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

From USD

$368

9-Day Central Southern Experience, Atlanta, New Orleans Tour from Chicago with Airport Transfers

4 reviews

Tour Code: 562-5436

Available: Tue

Depart From: Chicago, IL

Duration:98

From USD

$895

Highlights: Visit Atlanta, GA, Chattanooga, TN, Chicago, IL, Fair Oaks, IN, Indianapolis, IN, Memphis, TN, Montgomery, AL, Nashville, TN, New Orleans, LA, Springfield, IL, St. Louis, MO, West Lafayette, IN.

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

From USD

$895

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

3 reviews

Tour Code: 755-2307

Available: Tue (Apr - Nov) & Sat (Jun - Aug)

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

8-Day USA Central and East Coast with Times Square New Year Countdown Tour from Chicago

Tour Code: 762-7913

Available: 12/27

Depart From: Chicago, IL

Duration:87

From USD

$805

Highlights: Visit Chicago, IL, Cleveland, OH, Detroit, MI, New York, NY, Niagara Falls, NY, Philadelphia, PA, Pittsburgh, PA, Princeton, NJ, Washington, DC.

Free hand warmer for all guests on the day of New Year countdown
Authentic food: Lady M, Shake Shack, Eataly Italian food and more
Have a good time in Chicago, Niagara Falls, New York, Philadelphia, Washington D.C.

More

From USD

$805

9-Day Chicago, Detroit, Niagara Falls, Washington D.C., New York New Year Countdown Tour from Chicago

Tour Code: 262-5929

Available: 12/26

Depart From: Chicago, IL

Duration:98

From USD

$895

Highlights: Visit New York, NY, Detroit, MI, Cleveland, OH, Chicago, IL, Niagara Falls, NY, Philadelphia, PA, Washington, DC.

Free hand warmer for all guests on the day of New Year countdown
Authentic food: Lady M, Shake Shack, Eataly Italian food and more
Have a good time in Chicago, Niagara Falls, New York, Philadelphia, Washington D.C.

More

From USD

$895

8-Day USA Central South Full-Experience Tour from Chicago

Tour Code: 762-6304

Available: Wed

Depart From: Chicago, IL

Duration:87

From USD

$765

Highlights: Visit Atlanta, GA, Chattanooga, TN, Chicago, IL, Fair Oaks, IN, Indianapolis, IN, Memphis, TN, Montgomery, AL, Nashville, TN, New Orleans, LA, Springfield, IL, St. Louis, MO, West Lafayette, IN.

From USD

$765

7-Day Mid-South Mississippi Tour from Houston

Tour Code: 955-6413

Available: Fri

Depart From: Houston, TX

Duration:76

From USD

$635

~~$793~~ Save 20%

Highlights: Visit Baton Rouge, LA, Berea, KY, Chattanooga, TN, Chicago, IL, Cincinnati, OH, Gatlinburg, TN, Great Smoky Mountains, TN, Indianapolis, IN, Lexington, KY, New Orleans, LA, Pigeon Forge, TN, West Lafayette, IN, Williamstown, KY. More

From USD

$635

~~$793~~ Save 20%

Offer Ends h m s

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

Tour Code: 755-6413

Available: Thu

Depart From: Houston, TX

Duration:87

From USD

$739

~~$923~~ Save 20%

Highlights: Visit Baton Rouge, LA, Berea, KY, Chattanooga, TN, Chicago, IL, Cincinnati, OH, Gatlinburg, TN, Great Smoky Mountains, TN, Indianapolis, IN, Lexington, KY, New Orleans, LA, Pigeon Forge, TN, West Lafayette, IN, Williamstown, KY. Inclusions: Roundtrip airport transfer, 7 nights hotel accommodations More

From USD

$739

~~$923~~ 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 (Apr - Nov), Sun (Jun - Aug)

Depart From: Chicago, IL

Duration:76

From USD

$685

Highlights: Visit New York, NY, Niagara Falls, NY, Washington, DC, Baltimore, MD, Chicago, IL, Philadelphia, PA, Cleveland, OH, Detroit, MI, Lancaster, PA. 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

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

Tour Code: 155-3212

Available: Sun(4/1/2018-11/25/2018)

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

Duration:109

From USD

$1118

Highlights: Visit Chicago, IL, Everglades National Park, FL, Fort Lauderdale, FL, Miami Beach, FL, Miami, FL, Baltimore, MD, Cleveland, OH, Detroit, MI, Lancaster, PA, New York, NY, Niagara Falls, NY, Philadelphia, PA, 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

Free upgrade to Deluxe 4-Star Hotel in Miami during 9/4/2018 - 10/15/2018 (departure date) : Bonaventure Resort & Spa or equivalent with complimentary two hotel breakfasts per room (The 3rd or 4th customer in the same room can pay $5/person/day for extra breakfasts. Please request when place the order.) First come first served
Tour is 100% guaranteed; if cancelled 120% of the price will be refunded.

From USD

$1118

9-Day Chicago, East Coast 2019 New Year's Eve Countdown from Chicago with Airport Transfers

2 reviews

Tour Code: 755-3529

Available: 12/25/2018

Depart From: Chicago, IL

Duration:98

From USD

$899

Highlights: Visit Baltimore, MD, Chicago, IL, Cleveland, OH, Detroit, MI, Finger Lakes, NY, Hershey, PA, Ithaca, NY, Lancaster, PA, New York, NY, Philadelphia, PA, Washington, DC. Have a party at Times Square during the New Years Eve countdown. Inclusions: Roundtrip airport transfer, 8 nights hotel accommodations More

Exclusive visit to historical landmarks: Baroque-style magnificent Chicago Theatre
Cross world-famous Brooklyn Bridge on foot
Celebrate the New Year at Times Square Countdown with 3 choices: The traditional way to experience the Countdown zone, the luxury way to have unlimited access to Countdown zone with Applebee, the unique way to spend the night and count down on Cruise!
No head-back: spend shortest time visiting as many cities as possible!
Tour is 100% guaranteed; if cancelled 120% of the price will be refunded.
Free hand warmer for all guests on the day of New Year countdown.

More

From USD

$899

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

1 reviews

Tour Code: 655-3557

Available: Tue

Depart From: Chicago, IL

Duration:98

From USD

$899

Highlights: Visit Chicago, IL, New Orleans, LA, Berea, KY, Chattanooga, TN, Gatlinburg, TN, Great Smoky Mountains, TN, Indianapolis, IN, Lexington, KY, Memphis, TN, Pigeon Forge, TN, Springfield, IL, St. Louis, MO, West Lafayette, IN, Cincinnati, OH, Williamstown, KY. 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

$899

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

Tour Code: 155-3566

Available: Wed

Depart From: Chicago, IL

Duration:87

From USD

$764

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

$764

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, IL, Milwaukee, WI (Harley-Davidson Museum, WI), Mackinaw City, MI (Mackinac Island, MI), Lake Superior, MI, Frankenmuth, MI (German Style Dinner, MI), Detroit, MI (Henry Ford Museum, MI). Inclusions: Roundtrip airport transfer, 5 nights hotel accommodations More

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
Henry Ford's Museum; Milwaukee, birth place of Harley Davidson motorcycle
Direct visit to Wisconsin ginseng farm with special ginseng dinner
Tour is 100% guaranteed; if cancelled 120% of the price will be refunded.

More

From USD

$590

~~$670~~ Save $80

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

$480

Highlights: Visit Chicago, IL, Lake Geneva, WI (Lake Geneva Bay Cruise, WI), Milwaukee, WI (Harley-Davidson Museum, WI, Miller Brewery, WI), Pontiac, IL (Route 66 Association Hall of Fame, IL), Wheaton, IL (Robert R. McCormick House, IL). 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

$480

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

2 reviews

Tour Code: 172-2382

Available: 5/24, 7/4, 7/18, 8/1, 8/15, 8/30

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

4-Day Chicago, Cleveland, Lancaster and Pittsburgh Tour from New York/New Jersey

5 reviews

Tour Code: 855-2829

Available: 5/25,6/28,7/12,7/26,8/16,8/31

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

Duration:43

From USD

$288

Highlights: Visit Chicago, IL (Buckingham Fountain, IL, Cloud Gate, IL, Navy Pier, IL, Willis Tower, IL), Cleveland, OH (Rock and Roll Hall of Fame, OH), Lancaster, PA (The Amish Farm and House, PA), Pittsburgh, PA (Duquesne Incline, PA). More

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

From USD

$288

9-Day Chicago, Hemingway's Home, Mackinac Island, Traverse City, Detroit Tour from Chicago

Tour Code: 162-3841

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

Depart From: Chicago, IL

Duration:98

From USD

$1020

Highlights: Visit Chicago, IL, Detroit, MI (Henry Ford Museum, MI), Lake Superior, MI, South Bend, IN, Traverse City, MI (Wine Tasting, MI). Inclusions: 8 nights hotel accommodation, Airport transfer, Local transportation More

From USD

$1020