Chicago - All Trips

37 trips from 17 tour companies with reviews

All Chicago tours, river cruises, expedition cruises, and adventure trips. Find the best guided trips and expert planned vacation and holiday packages. Average rating of 0.0 for all Chicago trips.

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4.5 | Great | 51 Reviews
By
Topdeck
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Group Tour
Lodging:
Value - 3 star
Value - 3 star Lodging Level Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Physical:
Moderate
Moderate Physical Level Regular walking or cycling over moderately long, hilly, or bumpy distances. Some public transport or utility vehicles such as safari jeeps.
Theme:
Cultural, Singles Travel
Visits: Canada, United States, Chicago, Cleveland, Niagara Falls, Toronto, Washington
$ 1,409
From $ 1,649
The strike-through price reflects either the high season trip price or the average price a traveler pays for a similar itinerary when the components are booked separately.
$ 157 per day
Popular
Highlights
  • Walking tour of Toronto
  • 360 Tower with TILT experience, Chicago
  • Night illumination tour, Washington, DC
  • Voyage to the Falls boat tour, Niagara Falls
More
4.5 | Great | 100+ Reviews
By
Trafalgar
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Group Tour
Lodging:
Value - 3 star
Value - 3 star Lodging Level Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Physical:
Easy
Easy Physical Level Some walking over short or flat distances. Some trips may include cycling options. Some are wheelchair friendly (check for individual trips). Some cruises.
Theme:
50 plus, Cultural, Local Immersion & Homestays, Education / Learning
Visits: United States, Chicago, Memphis, Nashville, New Orleans
$ 1,820
From $ 2,457
The strike-through price reflects either the high season trip price or the average price a traveler pays for a similar itinerary when the components are booked separately.
$ 165 per day
Highlights
  • Chicago
  • Indianola
  • Frankfort
  • Memphis
  • Memphis
  • Nashville
  • New Orleans
More
4.5 | Great | 51 Reviews
By
Topdeck
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Group Tour
Lodging:
Value - 3 star
Value - 3 star Lodging Level Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Physical:
Moderate
Moderate Physical Level Regular walking or cycling over moderately long, hilly, or bumpy distances. Some public transport or utility vehicles such as safari jeeps.
Theme:
Cultural
Visits: United States, Chicago, Grand Canyon, Las Vegas, Monument Valley
$ 4,850
From $ 6,548
The strike-through price reflects either the high season trip price or the average price a traveler pays for a similar itinerary when the components are booked separately.
4.5 | Great | 100+ Reviews
By
Trafalgar
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Group Tour
Lodging:
Value - 3 star
Value - 3 star Lodging Level Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Physical:
Easy
Easy Physical Level Some walking over short or flat distances. Some trips may include cycling options. Some are wheelchair friendly (check for individual trips). Some cruises.
Theme:
50 plus, Cultural, Local Immersion & Homestays, Education / Learning
Visits: Canada, England, United States, Chicago, Cleveland, Grand Canyon, Las Vegas, Los Angeles, New York, Niagara Falls, Washington, York
$ 3,690
From $ 4,982
The strike-through price reflects either the high season trip price or the average price a traveler pays for a similar itinerary when the components are booked separately.
$ 154 per day
Highlights
  • Badlands National Park
  • Bryce Canyon
  • Chicago
  • Des Moines
  • Gettysburg
  • Grand Canyon
  • Jackson
  • Keystone
  • Los Angeles
  • New York
  • Niagara Falls
  • Sioux Falls
  • Washington, D.C.
  • Yellowstone National Park
  • Zion National Park
More
4.5 | Great | 51 Reviews
By
Topdeck
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Group Tour
Lodging:
Value - 3 star
Value - 3 star Lodging Level Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Physical:
Moderate
Moderate Physical Level Regular walking or cycling over moderately long, hilly, or bumpy distances. Some public transport or utility vehicles such as safari jeeps.
Theme:
Cultural
Visits: United States, Arches National Park, Chicago, Grand Canyon, Las Vegas, Monument Valley
$ 4,199
From $ 5,669
The strike-through price reflects either the high season trip price or the average price a traveler pays for a similar itinerary when the components are booked separately.
Award Winning Travel Featured In:
4.5 | Great | 100+ Reviews
By
Trafalgar
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Group Tour
Lodging:
Value - 3 star
Value - 3 star Lodging Level Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Physical:
Easy
Easy Physical Level Some walking over short or flat distances. Some trips may include cycling options. Some are wheelchair friendly (check for individual trips). Some cruises.
Theme:
50 plus, Cultural, Local Immersion & Homestays, Education / Learning
Visits: United States, Chicago, Memphis, Nashville, New Orleans
$ 2,025
From $ 2,734
The strike-through price reflects either the high season trip price or the average price a traveler pays for a similar itinerary when the components are booked separately.
$ 184 per day
Highlights
  • Chicago
  • Indianola
  • Frankfort
  • Memphis
  • Memphis
  • Nashville
  • New Orleans
More
4.5 | Great | 51 Reviews
By
Topdeck
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Group Tour
Lodging:
Value - 3 star
Value - 3 star Lodging Level Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Physical:
Moderate
Moderate Physical Level Regular walking or cycling over moderately long, hilly, or bumpy distances. Some public transport or utility vehicles such as safari jeeps.
Theme:
Cultural, Singles Travel
Visits: Canada, United States, Boston, Chicago, Cleveland, Montreal, Quebec, Toronto, Washington, Niagara Falls
$ 2,124
From $ 2,499
The strike-through price reflects either the high season trip price or the average price a traveler pays for a similar itinerary when the components are booked separately.
$ 152 per day
Highlights
  • 360 Tower with TILT experience, Chicago
  • Night illumination tour, Washington, DC
  • Voyage to the Falls boat tour, Niagara Falls
More
4.5 | Great | 51 Reviews
By
Topdeck
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Group Tour
Lodging:
Value - 3 star
Value - 3 star Lodging Level Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Physical:
Moderate
Moderate Physical Level Regular walking or cycling over moderately long, hilly, or bumpy distances. Some public transport or utility vehicles such as safari jeeps.
Theme:
Cultural
Visits: United States, Cleveland, Chicago, New York, York
$ 1,399
From $ 1,889
The strike-through price reflects either the high season trip price or the average price a traveler pays for a similar itinerary when the components are booked separately.
4.8 | Excellent | 100+ Reviews
By
G Adventures
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Small Group Tour
Lodging:
Camping
Camping Lodging Level Typically involves most nights sleeping in tents (sometimes permanent tented sites) or in rustic cabins and lodges.
Physical:
Moderate
Moderate Physical Level Regular walking or cycling over moderately long, hilly, or bumpy distances. Some public transport or utility vehicles such as safari jeeps.
Theme:
Nature & Wildlife, National Parks, Cultural, Trekking & Expeditions, High Adventure
Visits: United States, Austin, Chicago, Death Valley, Grand Canyon, Lake Tahoe, Las Vegas, Memphis, Mesa Verde, Monument Valley, Nashville, New Orleans, New York, Niagara Falls, San Francisco, Washington, Yellowstone National Park, York, Yosemite National Park, Santa Fe, Sierra Nevada, Death Valley National Park
Check price
Highlights
  • Kick off with free time to explore the big apple
  • Break a sweat in death valley and cool off in the spray of niagara falls
  • Tour miller brewery in milwaukee
  • Dance like a cowboy in jackson
  • Meet the navajo in monument valley
  • Hike in stunning national parks
More
4.8 | Excellent | 100+ Reviews
By
G Adventures
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Small Group Tour
Lodging:
Camping
Camping Lodging Level Typically involves most nights sleeping in tents (sometimes permanent tented sites) or in rustic cabins and lodges.
Physical:
Easy
Easy Physical Level Some walking over short or flat distances. Some trips may include cycling options. Some are wheelchair friendly (check for individual trips). Some cruises.
Theme:
Nature & Wildlife, National Parks, Cultural, Trekking & Expeditions, High Adventure
Visits: United States, Chicago, New York, Niagara Falls, York
Check price
Highlights
  • See the sights in new york city
  • Feel the spray of niagara falls
  • Revel in the beauty of the finger lakes
  • Sample chicago-style deep-dish pizza
More
4.8 | Excellent | 100+ Reviews
By
G Adventures
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Small Group Tour
Lodging:
Camping
Camping Lodging Level Typically involves most nights sleeping in tents (sometimes permanent tented sites) or in rustic cabins and lodges.
Physical:
Easy
Easy Physical Level Some walking over short or flat distances. Some trips may include cycling options. Some are wheelchair friendly (check for individual trips). Some cruises.
Theme:
Nature & Wildlife, National Parks, Cultural, Trekking & Expeditions, High Adventure
Visits: United States, Chicago, Lake Tahoe, New York, Niagara Falls, San Francisco, Yellowstone National Park, York, Yosemite National Park
Check price
Highlights
  • Explore the big apple
  • Feel the spray of niagara falls
  • Brush shoulders with cowboys in america's west
  • Camp under the star-filled skies of the plains
  • Hike in beautiful yellowstone and yosemite national parks
More
3.9 | Great | 22 Reviews
By
Contiki
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Group Tour
Lodging:
Basic - 2 star
Basic - 2 star Lodging Level You'll stay in no-frills, but clean and comfortable, hotels or guesthouses. A 'Basic' trip might also involve a few nights of camping.
Physical:
Moderate
Moderate Physical Level Regular walking or cycling over moderately long, hilly, or bumpy distances. Some public transport or utility vehicles such as safari jeeps.
Theme:
Local Immersion & Homestays
Visits: Canada, United States, Boston, Chicago, Cleveland, Grand Canyon, Las Vegas, Los Angeles, Montreal, New York, Niagara Falls, Quebec, Toronto, Yellowstone National Park, York, Zion National Park
$ 3,799
From $ 4,099
The strike-through price reflects either the high season trip price or the average price a traveler pays for a similar itinerary when the components are booked separately.
$ 146 per day
Highlights
  • Scenic drive through Maine's wilderness
  • Cross the Canadian Border/Arrive in Quebec
  • Explore the only walled city in North America
  • Stroll the streets on a walking tour
  • Drive through the American Midwest's beautiful farmlands
  • Enjoy an evening in Madison, home to the University of Wisconsin
  • Explore Custer State Park
  • Visit Mt. Rushmore
  • Discover a Native American legend at the Crazy Horse Memorial
  • Visit a panoramic viewpoint for photos
  • Capture some incredible photos with a visit to a panoramic viewpoint
More
4.8 | Excellent | 100+ Reviews
By
G Adventures
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Small Group Tour
Lodging:
Camping
Camping Lodging Level Typically involves most nights sleeping in tents (sometimes permanent tented sites) or in rustic cabins and lodges.
Physical:
Moderate
Moderate Physical Level Regular walking or cycling over moderately long, hilly, or bumpy distances. Some public transport or utility vehicles such as safari jeeps.
Theme:
Trekking & Expeditions, High Adventure
Visits: United States, Chicago, Death Valley, Grand Canyon, Las Vegas, London, Memphis, Nashville, New Orleans, New York, Niagara Falls, San Francisco, Sierra Nevada, York, Yosemite National Park
$ 2,737
From $ 3,640
The strike-through price reflects either the high season trip price or the average price a traveler pays for a similar itinerary when the components are booked separately.
$ 152 per day
Highlights
  • Take a bite of the big apple
  • Feel the beat in memphis and nashville
  • Experience a grand canyon sunset
  • Roll the dice in vegas
  • Hike in yosemite
  • Stroll the streets of san francisco
More
4.8 | Excellent | 100+ Reviews
By
G Adventures
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Small Group Tour
Lodging:
Camping
Camping Lodging Level Typically involves most nights sleeping in tents (sometimes permanent tented sites) or in rustic cabins and lodges.
Physical:
Moderate
Moderate Physical Level Regular walking or cycling over moderately long, hilly, or bumpy distances. Some public transport or utility vehicles such as safari jeeps.
Theme:
Trekking & Expeditions, High Adventure
Visits: United States, Arches National Park, California, Charleston, Chicago, Glacier National Park, Grand Canyon, Lake Tahoe, Las Vegas, Los Angeles, Memphis, Moab, Monument Valley, Napa, Nashville, New Orleans, New York, Niagara Falls, Panama City, Portland, San Francisco, Washington, Yellowstone National Park, York, Yosemite National Park, Zion National Park
$ 6,112
From $ 8,129
The strike-through price reflects either the high season trip price or the average price a traveler pays for a similar itinerary when the components are booked separately.
$ 115 per day
Highlights
  • Marvel at the massive depths of the grand canyon
  • See (and sniff!) the hot springs and geysers of yellowstone national park
  • Stand in the shadows of yosemite national park's granite cliffs
  • Experience the hustle and bustle of new york city
  • Feel the roar of niagara falls
  • Join revellers on new orleans' bourbon street
  • Rekindle your inner child among orlando's amusement parks
More
4.8 | Excellent | 100+ Reviews
By
G Adventures
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Small Group Tour
Lodging:
Camping
Camping Lodging Level Typically involves most nights sleeping in tents (sometimes permanent tented sites) or in rustic cabins and lodges.
Physical:
Moderate
Moderate Physical Level Regular walking or cycling over moderately long, hilly, or bumpy distances. Some public transport or utility vehicles such as safari jeeps.
Theme:
Trekking & Expeditions, High Adventure
Visits: United States, California, Charleston, Chicago, Lake Tahoe, Memphis, Napa, Nashville, New Orleans, New York, Niagara Falls, Panama City, Portland, San Francisco, Washington, York, Yosemite National Park
$ 4,399
From $ 5,851
The strike-through price reflects either the high season trip price or the average price a traveler pays for a similar itinerary when the components are booked separately.
$ 137 per day
Highlights
  • Catch a glimpse of san francisco's golden gate bridge
  • Hike through yosemite to see wildlife and waterfalls
  • Get immersed in the blues in memphis
  • Meet mickey mouse at disney world
  • Stroll through the bustling streets of new york city
More
Want a completely
customized trip?
Custom Trip Expert
Stride will match you with a local travel expert who will plan a tailor-made itinerary for you.
3.9 | Great | 22 Reviews
By
Contiki
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Group Tour
Lodging:
Basic - 2 star
Basic - 2 star Lodging Level You'll stay in no-frills, but clean and comfortable, hotels or guesthouses. A 'Basic' trip might also involve a few nights of camping.
Physical:
Moderate
Moderate Physical Level Regular walking or cycling over moderately long, hilly, or bumpy distances. Some public transport or utility vehicles such as safari jeeps.
Theme:
Local Immersion & Homestays
Visits: Canada, United States, Albuquerque, Boston, Charleston, Chicago, Cleveland, Dallas, Grand Canyon, Las Vegas, Los Angeles, Memphis, Miami, Montreal, Monument Valley, New Orleans, New York, Niagara Falls, Panama City, Philadelphia, Quebec, Texas, Toronto, Washington, Yellowstone National Park, York, Zion National Park
$ 9,235
From $ 12,929
The strike-through price reflects either the high season trip price or the average price a traveler pays for a similar itinerary when the components are booked separately.
$ 168 per day
Highlights
  • Experience some of the world's largest hotels & casinos
  • Go wild in Vegas with a Party Bus
  • Visit Fort Worth Stockyards
  • Visit the Sixth Floor Museum
  • Visit the World Trade Center
  • See the famous neighbourhoods of New York such as Soho, Greenwich Village and TriBeCa
  • See Wall Street and the NYSE
  • See Museum Row including the Metropolitan Museum of Art and Guggenheim Museum
  • Visit fashionable Fifth Avenue & see St. Patrick's Cathedral, Rockefeller Center & Tiffany's
  • See Harlem's Apolo Theatre
  • Scenic drive through Maine's wilderness
  • Cross the Canadian Border/Arrive in Quebec
  • Explore the only walled city in North America
  • Stroll the streets on a walking tour
  • Drive through the American Midwest's beautiful farmlands
  • Enjoy an evening in Madison, home to the University of Wisconsin
  • Explore Custer State Park
  • Visit Mt. Rushmore
  • Discover a Native American legend at the Crazy Horse Memorial
  • Visit a panoramic viewpoint for photos
  • Capture some incredible photos with a visit to a panoramic viewpoint
More
4.8 | Excellent | 100+ Reviews
By
G Adventures
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Small Group Tour
Lodging:
Camping
Camping Lodging Level Typically involves most nights sleeping in tents (sometimes permanent tented sites) or in rustic cabins and lodges.
Physical:
Moderate
Moderate Physical Level Regular walking or cycling over moderately long, hilly, or bumpy distances. Some public transport or utility vehicles such as safari jeeps.
Theme:
Trekking & Expeditions, High Adventure
Visits: United States, Charleston, Chicago, Memphis, Nashville, New Orleans, New York, Niagara Falls, Panama City, Washington, York
$ 2,307
From $ 3,068
The strike-through price reflects either the high season trip price or the average price a traveler pays for a similar itinerary when the components are booked separately.
$ 115 per day
Highlights
  • Feel the mist of niagara falls
  • Feel the beat in the country music capital of nashville
  • Say hi to mickey mouse in orlando
  • Be charmed by charleston's history and romance
  • Wander new york city's bustling streets
More
3.9 | Great | 22 Reviews
By
Contiki
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Group Tour
Lodging:
Basic - 2 star
Basic - 2 star Lodging Level You'll stay in no-frills, but clean and comfortable, hotels or guesthouses. A 'Basic' trip might also involve a few nights of camping.
Physical:
Moderate
Moderate Physical Level Regular walking or cycling over moderately long, hilly, or bumpy distances. Some public transport or utility vehicles such as safari jeeps.
Theme:
Local Immersion & Homestays
Visits: Canada, United States, Boston, Chicago, Cleveland, Montreal, New York, Niagara Falls, Quebec, Toronto, York
$ 2,079
From $ 2,911
The strike-through price reflects either the high season trip price or the average price a traveler pays for a similar itinerary when the components are booked separately.
$ 160 per day
Highlights
  • Scenic drive through Maine's wilderness
  • Cross the Canadian Border/Arrive in Quebec
  • Explore the only walled city in North America
  • Stroll the streets on a walking tour
More
4.8 | Excellent | 100+ Reviews
By
G Adventures
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Small Group Tour
Lodging:
Camping
Camping Lodging Level Typically involves most nights sleeping in tents (sometimes permanent tented sites) or in rustic cabins and lodges.
Physical:
Moderate
Moderate Physical Level Regular walking or cycling over moderately long, hilly, or bumpy distances. Some public transport or utility vehicles such as safari jeeps.
Theme:
Trekking & Expeditions, High Adventure
Visits: United States, California, Charleston, Chicago, Glacier National Park, Grand Canyon, Lake Tahoe, Las Vegas, Los Angeles, Memphis, Moab, Monument Valley, Napa, Nashville, New Orleans, New York, Niagara Falls, Panama City, Portland, San Francisco, Washington, Yellowstone National Park, York, Yosemite National Park
$ 6,519
From $ 10,838
The strike-through price reflects either the high season trip price or the average price a traveler pays for a similar itinerary when the components are booked separately.
$ 154 per day
Highlights
  • Witness bryce canyon's hoodoo rock structures
  • Feel like a kid at orlando's amusement parks
  • Marvel at the beauty of yellowstone national park
More
3.9 | Great | 22 Reviews
By
Contiki
Has very high quality customer experiences and demonstrated commitment to responsible travel practices. read more
Type: Group Tour
Lodging:
Basic - 2 star
Basic - 2 star Lodging Level You'll stay in no-frills, but clean and comfortable, hotels or guesthouses. A 'Basic' trip might also involve a few nights of camping.
Physical:
Moderate
Moderate Physical Level Regular walking or cycling over moderately long, hilly, or bumpy distances. Some public transport or utility vehicles such as safari jeeps.
Theme:
Local Immersion & Homestays
Visits: Canada, United States, Boston, Chicago, Cleveland, Montreal, New York, Niagara Falls, Quebec, Toronto, York
$ 2,189
From $ 3,065
The strike-through price reflects either the high season trip price or the average price a traveler pays for a similar itinerary when the components are booked separately.
$ 168 per day
Highlights
  • Scenic drive through Maine's wilderness
  • Cross the Canadian Border/Arrive in Quebec
  • Explore the only walled city in North America
  • Stroll the streets on a walking tour
More

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