10 Best Chicago Multiday Tours in Spring

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Essential East Coast, Niagara and Chicago - Spring tours

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Best price guaranteed

From the bright lights of New York to the architectural wonders of Chicago, the 'Essential East Coast, Niagara and Chicago' tour is a 14-day city sightseeing trip designed for seniors. This guided journey covers Detroit, Toronto, and other key destinations, with all logistics managed for your ease. The highlight is its comprehensive route, encompassing both historic and modern marvels in an itinerary that balances excitement with comfort.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

New York, Chicago

Duration14 days

From

USD 2,845

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New York to Hollywood - Spring tours

Trip customizable

Best price guaranteed

See some of the best locations America has to offer from the Big Apple to the City of Angels! Explore the iconic sights of the United States from east to west from New York to Los Angeles. Visit the birthplace of America in Philadelphia and stroll the National Mall and its famous memorials in the nation's capital. See the famous carving of the 4 American Presidents’ faces at Mount Rushmore and discover the world’s first National Park at Yellowstone. Drive across the historic Route 66, travel across the Mojave Desert, and visit Las Vegas, the entertainment capital of the world

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Lodge

Age Range

13-99 yrs

Operated in

english

Destinations

New York, Los Angeles, Californi

New York, Los Angeles, California, Cody, Yellowstone National Park, Salt Lake City, Bryce Canyon, Flagstaff, Las Vegas, Washington D.C., Niagara Falls, Detroit, Chicago, Sioux Falls, Rapid City

Duration17 days

From

USD 3,687

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Chicago, Niagara and New York - Spring tours

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Best price guaranteed

Set out from the Windy City on the 'Chicago, Niagara and New York' guided tour, a perfect 8-day city sightseeing trip ideal for seniors. This journey includes the awe-inspiring Niagara Falls, the cultural richness of Cleveland, and wraps up in bustling New York. Designed for those seeking gentle exploration, all accommodations, meals, and transport are handled, allowing you to enjoy each destination at your own pace. The special appeal of this tour lies in its seamless blend of urban excitement and natural wonder, making it an excellent choice for those looking for a well-rounded, easy-paced adventure.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

New York, Chicago

Duration8 days

From

USD 1,625

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Super Sales

Chicago and Niagara ROT - Spring tours

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Best price guaranteed

If you’re searching for a leisurely exploration of America’s Great Lakes region, the 'Chicago and Niagara ROT' tour is a fantastic 8-day sightseeing trip. Beginning and ending in Chicago, this journey includes stops in Detroit, the stunning Niagara Falls, and vibrant Cleveland. Geared toward seniors, the itinerary is designed for comfort and ease, with all accommodations, meals, and transport arranged. The standout feature is its circular route, allowing travelers to experience multiple iconic destinations without the hassle of backtracking—making it a particularly convenient tour package for relaxed yet enriching travel.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Chicago

Duration8 days

From

USD 1,625

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Super Sales

California Coast, Chicago, and NY - Spring tours

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Best price guaranteed

From the Golden Gate to the Big Apple, the "California Coast, Chicago, and NY" city sightseeing tour is tailored for seniors who crave a cross-country adventure at an easy pace. This 14-day group trip starts in San Francisco and ends in New York, visiting Chicago, San Luis Obispo, and more along the way. With all accommodations, transport, and meals taken care of, you’re free to enjoy a seamless coast-to-coast experience. The tour’s USP is its diverse route, offering a comprehensive look at America’s urban and scenic treasures.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

15-99 yrs

Operated in

english

Destinations

New York, San Francisco, Los Ang

New York, San Francisco, Los Angeles, Chicago, Cleveland, Niagara Falls, San Luis Obispo

Duration14 days

From

USD 3,400

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Super Sales

California Coast, Chicago, and NY, Ending in Washington - Spring tours

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Best price guaranteed

The "California Coast, Chicago, and NY, Ending in Washington" trip spans 16 days and is perfect for seniors seeking a thorough city sightseeing experience. Starting in San Francisco and ending in Washington D.C., the tour takes in New York, Cleveland, and other vibrant destinations. With group travel, comfortable hotels, and meals included, you can relax and take in the sights. Its unique selling point is the coast-to-capital route, providing an extensive overview of major American cities in a relaxed format.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

15-99 yrs

Operated in

english

Destinations

Washington D.C., San Francisco

Washington D.C., San Francisco, San Luis Obispo, Los Angeles, Chicago, Cleveland, Niagara Falls, New York

Duration16 days

From

USD 4,043

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Super Sales

From Washington to Las Vegas - Spring tours

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Best price guaranteed

Set off on a grand adventure from the nation’s capital to the entertainment capital of the world with the "From Washington to Las Vegas" city sightseeing tour. Spanning 21 days, this group trip covers Boston, New York, and 10 other destinations throughout the USA and Canada—crafted for seniors who value comfort and cultural immersion. With hotels, transport, and meals seamlessly included, you can relax and enjoy the journey’s diverse highlights. The tour’s unique selling point is its extensive, cross-country route, allowing you to experience a remarkable variety of cities and landscapes in one cohesive package.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Washington D.C., Las Vegas, Toro

Washington D.C., Las Vegas, Toronto, Niagara Falls, Detroit, Chicago, Los Angeles, Flagstaff, New York, Boston, Montreal, Quebec City, Ottawa

Duration21 days

From

USD 5,177

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Chicago, Niagara and New York end Washington - Spring tours

(1 review )

No booking fees

Best price guaranteed

Discover the highlights of America's great cities on the 'Chicago, Niagara and New York end Washington' trip. Spanning 10 days, this easy city sightseeing tour is crafted for seniors who enjoy exploring at a relaxed pace. Starting in Chicago and ending in Washington D.C., the itinerary includes the majestic Niagara Falls and vibrant New York City. With hotels, meals, and transportation fully organized, travelers can enjoy the journey without stress. A key feature of this tour is its thoughtfully selected route, offering a taste of urban diversity while ensuring a comfortable and accessible experience for mature travelers.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Washington D.C., Chicago

Duration10 days

From

USD 2,032

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Eastern Round ends Chicago - Spring tours

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Best price guaranteed

Journey through the heart of America’s eastern region with the 16-day 'Eastern Round ends Chicago' tour. Perfect for seniors who seek a blend of history and culture at an easy pace, this trip weaves together Toronto, Chicago, Detroit, and more. The itinerary is packed with visits to cultural, historic, and religious landmarks, all with group guidance, comfortable accommodation, and all meals included. The unique draw of this package is its comprehensive sweep of the eastern USA, allowing travelers to immerse themselves in a variety of cityscapes and traditions with complete peace of mind.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Washington D.C., Chicago

Duration16 days

From

USD 3,251

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Super Sales

From the West with Chicago and NY - Spring tours

No booking fees

Best price guaranteed

From the glitz of Los Angeles to the buzz of New York, the "From the West with Chicago and NY" tour presents a 14-day sightseeing journey crafted for seniors. This group trip covers Las Vegas, Cleveland, and more, offering a relaxed yet thorough exploration of America’s varied regions. With accommodations, meals, and transport included, you can focus on the rich experiences each stop provides. The true highlight is its coast-to-coast adventure, making it a standout for those seeking a panoramic view of the USA.

Sightseeing Tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

New York, Los Angeles, Niagara F

New York, Los Angeles, Niagara Falls, Las Vegas, Flagstaff, Chicago, Cleveland

Duration14 days

From

USD 3,485

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Super Sales

Unmissable Canada, Niagara and Chicago - Spring tours

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Best price guaranteed

Journey from French-speaking Montreal to the towering skyline of Chicago on the 11-day 'Unmissable Canada, Niagara and Chicago' sightseeing trip. Tailored for seniors, the itinerary features Montreal, Toronto, Quebec City, Niagara Falls, and more, offering a rich selection of North American highlights. Group guidance, comfortable hotels, and all meals and transport are included for an effortless experience. This tour’s unique benefit is its blend of Canadian culture and American city life, promising a vivid and accessible adventure.

Sightseeing Tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Chicago, Montreal

Duration11 days

From

USD 2,236

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Super Sales

Toronto, Niagara and Chicago - Spring tours

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Best price guaranteed

Experience the vibrant energy of North America’s great cities with the 'Toronto, Niagara and Chicago' 7-day city sightseeing tour. Starting in Toronto and ending in Chicago, this trip is designed for seniors looking for a comfortable and comprehensive journey through Detroit, Niagara Falls, and other exciting locales. Hotels, transport, and meals are all included, making it easy to focus on the sights. The tour’s unique feature is its well-paced route, connecting urban and natural highlights in a single, seamless adventure.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Toronto, Chicago

Duration7 days

From

USD 1,275

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Super Sales

Canadian Capitals with Chicago and the entire West Coast - Spring tours

No booking fees

Best price guaranteed

Experience the grand sweep of North America’s diverse cities with the 'Canadian Capitals with Chicago and the entire West Coast' tour package, tailored for senior travelers seeking comfort and discovery. Over 20 leisurely days, this guided sightseeing trip begins in Montreal and winds through the vibrant capitals of Canada, the dynamic streets of Chicago and Detroit, and the iconic attractions of the West Coast before concluding in San Francisco. Carefully crafted for those who appreciate a relaxed pace, this journey offers accessible walks and plenty of rest, making it especially appealing for seniors. The itinerary covers noteworthy destinations such as Ottawa, Los Angeles, and multiple cities across both the USA and Canada, with all hotel accommodations, transport, and meals seamlessly included. What sets this tour apart is its harmonious blend of urban exploration and scenic journeys, providing a comprehensive North American experience with all the ease and comfort senior guests deserve.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

San Francisco, Montreal, Chicago

San Francisco, Montreal, Chicago, Los Angeles, Las Vegas, Flagstaff, Bakersfield, Fresno, CA, Quebec City, Ottawa, Toronto, Niagara Falls, Detroit

Duration20 days

From

USD 4,670

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Mackinac Island featuring the Tulip Time Festival - Spring tours

4.7

(97 reviews )

No booking fees

Best price guaranteed

The Grand Hotel was a wonderful experience that everyone should have at least once.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

1-99 yrs

Operated in

english

Destinations

Chicago, Southfield, Bay City, M

Chicago, Southfield, Bay City, MI, Mackinac Island, MI, Grand Rapids, MI

Duration9 days

From

USD 3,749

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All Chicago Tours in Spring

22 Trips in Chicago with 100 Reviews

Get a customized trip to Chicago in Spring

Essential East Coast, Niagara and Chicago - Spring tours

New York to Hollywood - Spring tours

Chicago, Niagara and New York - Spring tours

Chicago and Niagara ROT - Spring tours

California Coast, Chicago, and NY - Spring tours

California Coast, Chicago, and NY, Ending in Washington - Spring tours

From Washington to Las Vegas - Spring tours

Chicago, Niagara and New York end Washington - Spring tours

Eastern Round ends Chicago - Spring tours

From the West with Chicago and NY - Spring tours

Unmissable Canada, Niagara and Chicago - Spring tours

Toronto, Niagara and Chicago - Spring tours

Canadian Capitals with Chicago and the entire West Coast - Spring tours

Mackinac Island featuring the Tulip Time Festival - Spring tours

Europe

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Polar

Food, wine, events and nightlife

Adventure and sport

Wildlife, landscapes and nature

Boat tours, water sports and marine wildlife

Sightseeing, attractions, culture and history

Air tours, road trips and transfers

Beach, romance, getaways and relaxation

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All Chicago Tours in Spring

22 Trips in Chicago with 100 Reviews

Get a customized trip to Chicago in Spring