Chicago Only ground transport Tours & Trip Packages

Chicago Only ground transport Tours & Trips

35 Chicago trips. Tours from 23 tour companies. 0 reviews.

9 trips exactly matchall of the the filters you selected. We are displaying some similar trips.
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Only ground transport
Chicago to LA
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By Travel Talk
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
4.9/5 Excellent
100+ reviews
Group Tour
Lodging level
Standard - 3 star
Physical level
Moderate

Visits

Chicago, Los Angeles

Themes

Cultural, Local Immersion & Homestays

What travelers are saying

"Did the Jordan Essential Tour, it was absolutely amazing. This was my first Group Travel Tour and I loved it. I was worried about being the oldest one on the tour (I’m 34), but it was a good mix of ages. It was incredible to travel with people of different nationalities. Our Tour guide Issa was great. At all times he was really helpful. Taught us a lot about Jordanien history and culture. The tour was a great mix of everything...sightseeing, exploring, chillin and partying."

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Chicago to Golden Gate
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By Travel Talk
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
4.9/5 Excellent
100+ reviews
Group Tour
Lodging level
Standard - 3 star
Physical level
Moderate

Visits

Chicago, San Francisco

Themes

Cultural, Local Immersion & Homestays

What travelers are saying

"Did the Jordan Essential Tour, it was absolutely amazing. This was my first Group Travel Tour and I loved it. I was worried about being the oldest one on the tour (I’m 34), but it was a good mix of ages. It was incredible to travel with people of different nationalities. Our Tour guide Issa was great. At all times he was really helpful. Taught us a lot about Jordanien history and culture. The tour was a great mix of everything...sightseeing, exploring, chillin and partying."

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Architectural Masterworks of Frank Lloyd Wright
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4.4/5 Great
100+ reviews
Group Tour
Lodging level
Standard - 3 star
Physical level
Very Easy
Trip pace
Full schedule

Visits

Chicago

Highlights

  • In historic Oak Park, Illinois, discover Frank Lloyd Wright’s home and studio, designed by Wright and considered by many scholars to be the world’s first example of true modern architecture
  • Experience the work of Frank Lloyd Wright in Racine through an exploration of the S
  • C
  • Johnson Wax Administration Building and Research Tower, considered one of the 25 most important buildings of the 20th Century
  • Learn about the rich history and culture of architecture in Chicago on an architectural study of the city from the Chicago River

Themes

50 plus, Education / Learning

What travelers are saying

"Our family of four, including two adult children, took the Bicycling: Day Trips to Paradise in Canada. This trip is entirely outsourced to the owners of the inn, there are no Road Scholar employees involved in the trip. Two of us have taken bicycle trips all over the world and the bicycling component of this trip was disorganized, haphazard and almost unsafe. We all filled out forms giving details regarding our bicycle fitting months before the trip. On the first day, the leader Stephen, went around the room and asked the same questions and said everyone would get fitted in the morning before we began the first ride. The morning brought a rack of bikes, all different types in various levels of readiness. There were road bikes, hybrid bikes, mountain bikes and e-bikes. The rides were all on paved surfaces and the mountain bikes were heavy and the additional suspension added weight. The bike I received had rust on the chain and rear sprocket. When I asked about it, was told they were waiting for another van to show up with tools and equipment. Once it arrived, they gave me the lubricant to spray on the rust. My wife’s bike would not shift into the high gear on the front sprocket. Instead of adjusting the derailleur, they suggested spraying it with lubricant. Our one son is over six feet and needed a larger frame bike, even though he detailed it in the bike form months ago, there was no bike to fit him. One of the guides, then went home and brought a larger bike that was a full suspension mountain bike for him. The bike was very heavy, hard to control on the road and he felt unsafe. After two days, one of the guides convinced Stephen that they could adjust a hybrid bike to fit him. Clearly there was no work done to prepare the bikes for the trip. Many of the bikes needed adjusting and all needed lubricant to function easily. For every day, there was a tray of snacks placed out for us to take along the ride. None of the bikes had any baskets or attached bags, so if you didn’t bring a small day pack, there was no way to carry the snacks. For lunch on the rides, they brought exactly one sandwich for each rider. Since most of us get hungry while doing a day of exercise, it would have been helpful to have a few extras. On one day, they ran out of sandwiches and one of the leaders that were riding with us did not get lunch. Do NOT take this trip if you are expecting it to be a bicycling trip. We have used VBT and Discovery Bicycle Tours many times over the past 25 years and they are excellent bike tour companies. Lastly, after sharing these details with Road Scholar after the trip, their response was weak at best. After doing the full reviews and having to call them, their response was to give us $200 credit after spending $8000 on this trip. Not only was that insulting, they assumed that I would take another trip with their organization."

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Out and About in Chicago: Art, Architecture, History and More
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4.4/5 Great
100+ reviews
Group Tour
Lodging level
Standard - 3 star
Physical level
Very Easy
Trip pace
Full schedule

Visits

Chicago

Highlights

  • Go inside the Art Institute of Chicago with an expert on the artworks of its world-class, 300,000-piece permanent collection
  • Study city architecture on a walk with a scholar and from a boat on the Chicago River
  • Learn about the life and work of the iconic architect Frank Lloyd Wright, through an expert-led exploration of his Prairie-style home and studio in charming and historic Oak Park, Illinois

Themes

50 plus, Education / Learning

What travelers are saying

"Our family of four, including two adult children, took the Bicycling: Day Trips to Paradise in Canada. This trip is entirely outsourced to the owners of the inn, there are no Road Scholar employees involved in the trip. Two of us have taken bicycle trips all over the world and the bicycling component of this trip was disorganized, haphazard and almost unsafe. We all filled out forms giving details regarding our bicycle fitting months before the trip. On the first day, the leader Stephen, went around the room and asked the same questions and said everyone would get fitted in the morning before we began the first ride. The morning brought a rack of bikes, all different types in various levels of readiness. There were road bikes, hybrid bikes, mountain bikes and e-bikes. The rides were all on paved surfaces and the mountain bikes were heavy and the additional suspension added weight. The bike I received had rust on the chain and rear sprocket. When I asked about it, was told they were waiting for another van to show up with tools and equipment. Once it arrived, they gave me the lubricant to spray on the rust. My wife’s bike would not shift into the high gear on the front sprocket. Instead of adjusting the derailleur, they suggested spraying it with lubricant. Our one son is over six feet and needed a larger frame bike, even though he detailed it in the bike form months ago, there was no bike to fit him. One of the guides, then went home and brought a larger bike that was a full suspension mountain bike for him. The bike was very heavy, hard to control on the road and he felt unsafe. After two days, one of the guides convinced Stephen that they could adjust a hybrid bike to fit him. Clearly there was no work done to prepare the bikes for the trip. Many of the bikes needed adjusting and all needed lubricant to function easily. For every day, there was a tray of snacks placed out for us to take along the ride. None of the bikes had any baskets or attached bags, so if you didn’t bring a small day pack, there was no way to carry the snacks. For lunch on the rides, they brought exactly one sandwich for each rider. Since most of us get hungry while doing a day of exercise, it would have been helpful to have a few extras. On one day, they ran out of sandwiches and one of the leaders that were riding with us did not get lunch. Do NOT take this trip if you are expecting it to be a bicycling trip. We have used VBT and Discovery Bicycle Tours many times over the past 25 years and they are excellent bike tour companies. Lastly, after sharing these details with Road Scholar after the trip, their response was weak at best. After doing the full reviews and having to call them, their response was to give us $200 credit after spending $8000 on this trip. Not only was that insulting, they assumed that I would take another trip with their organization."

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Windy City Adventures With Your Grandchild
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4.4/5 Great
100+ reviews
Group Tour
Lodging level
Standard - 3 star
Physical level
Very Easy
Trip pace
Full schedule

Visits

Chicago

Highlights

  • Learn about Chicago history and architecture from an urban expert on a ship along the Chicago River
  • Visit iconic Wrigley Field, home of the Chicago Cubs, where an expert takes you to stadium areas most fans never see
  • With Chicago architecture as your inspiration, take part in a hands-on activity with Internationally known Lego Artist Rocco Buttiere

Themes

50 plus, Education / Learning

What travelers are saying

"Our family of four, including two adult children, took the Bicycling: Day Trips to Paradise in Canada. This trip is entirely outsourced to the owners of the inn, there are no Road Scholar employees involved in the trip. Two of us have taken bicycle trips all over the world and the bicycling component of this trip was disorganized, haphazard and almost unsafe. We all filled out forms giving details regarding our bicycle fitting months before the trip. On the first day, the leader Stephen, went around the room and asked the same questions and said everyone would get fitted in the morning before we began the first ride. The morning brought a rack of bikes, all different types in various levels of readiness. There were road bikes, hybrid bikes, mountain bikes and e-bikes. The rides were all on paved surfaces and the mountain bikes were heavy and the additional suspension added weight. The bike I received had rust on the chain and rear sprocket. When I asked about it, was told they were waiting for another van to show up with tools and equipment. Once it arrived, they gave me the lubricant to spray on the rust. My wife’s bike would not shift into the high gear on the front sprocket. Instead of adjusting the derailleur, they suggested spraying it with lubricant. Our one son is over six feet and needed a larger frame bike, even though he detailed it in the bike form months ago, there was no bike to fit him. One of the guides, then went home and brought a larger bike that was a full suspension mountain bike for him. The bike was very heavy, hard to control on the road and he felt unsafe. After two days, one of the guides convinced Stephen that they could adjust a hybrid bike to fit him. Clearly there was no work done to prepare the bikes for the trip. Many of the bikes needed adjusting and all needed lubricant to function easily. For every day, there was a tray of snacks placed out for us to take along the ride. None of the bikes had any baskets or attached bags, so if you didn’t bring a small day pack, there was no way to carry the snacks. For lunch on the rides, they brought exactly one sandwich for each rider. Since most of us get hungry while doing a day of exercise, it would have been helpful to have a few extras. On one day, they ran out of sandwiches and one of the leaders that were riding with us did not get lunch. Do NOT take this trip if you are expecting it to be a bicycling trip. We have used VBT and Discovery Bicycle Tours many times over the past 25 years and they are excellent bike tour companies. Lastly, after sharing these details with Road Scholar after the trip, their response was weak at best. After doing the full reviews and having to call them, their response was to give us $200 credit after spending $8000 on this trip. Not only was that insulting, they assumed that I would take another trip with their organization."

Trip dates & details
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8 Day Michigan's Lakes & Mackinac Island with Chicago
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3.7/5 Great
100+ reviews
Group Tour
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Balanced schedule

Visits

Chicago, Mackinac Island

Highlights

  • Tour the Henry Ford Museum and Rouge Factory that commemorates the achievements of American inventors Mackinac Island, a wooded paradise encircled by pristine waters Sightseeing tour of peaceful Mackinac by horse-drawn carriage reveals grand Victorian cottages Visit Fort Mackinac, built by the British to guard the Straits during the American Revolution In Traverse City, tour the Music House Museum’s rare collection of antique musical instruments Stop at Frederik Meijer Gardens & Sculpture Park, one of the nation's most significant sculpture and botanic experiences Dune ride through the wild and untamed dunes of Michigan's western shores Chicago, a sensational city boasting some of the world's best architecture and museums Gaze at the world's largest Tiffany stained-glass dome inside the Chicago Cultural Center

Themes

50 plus, Cultural

What travelers are saying

"We have loved Gate 1 and always sing their praises. We've been on 7 tours with another one booked for fall. We were supposed to leave for Ecuador this week, however the country is in a 60 day state of emergency with the escape of 2 infamous gang members. Tourists are advised to stay indoors and there is a daily curfew from 11pm-5am. (our flight was to land at 11:15pm). Our trip included stays in 2 of the main cities of unrest. There have been shootings, car bombings, hostage taking, closing of embassies, and other countries issuing do not travel warnings. Other tour companies have cancelled tours or offered refunds or rescheduling. Travel insurance does not cover wars or civil unrest, but we are clearly afraid to go there. Both we and our travel agent have reached out multiple times with our concerns and asked if we could reschedule or get some sort of credit. We continue to get the same reply either in person or via email...Gate 1 has your safety as our highest priority and we feel you are safe ("they are not targeting tourists") and your itinerary should not be impacted. What? Their highest priority is $ and not our safety. There is no way that's the tour we anticipated. We cancelled the trip and took a 90% penalty, loss of deposit, and $276 airline penalty. It's a LOT of money, but we would have been terrified, and it's not worth getting hurt or worse. Sorry, but it's not the company I want to do business with in the future."

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Historic Route 66
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4.4/5 Great
64 reviews
Group Tour
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Albuquerque, Chicago, Grand Canyon, Las Vegas, Los Angeles

Themes

Cultural

What travelers are saying

"they are taking too long to refund our cancelled holiday from May 2020. cannot get any info from them when it will be refunded back to us."

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Around the World
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4.2/5 Great
55 reviews
Group Tour
Lodging level
Luxury - 5 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Beijing, Canyonlands National Park, Chicago, Denver, Great Wall of China, Guilin, Lake Baikal, Los Angeles, Monument Valley, New York, San Francisco, Shanghai, Venice

Highlights

  • New York, Washington DC and Chicago
  • America's Golden West, Monument Valley and the Grand Canyon
  • Los Angeles and San Francisco
  • Shanghai, Beijing and the Great Wall of China
  • Xian and the Terracotta Warriors
Show more

Themes

50 plus, Around the World, Cultural, National Parks, Nature & Wildlife, Train & Rail Journeys, Religious

What travelers are saying

"This was their July 22 Cruise “Delights if the Danube” Absolutely awful company, great at taking your bookings and money but it then ends there. We paid a premium rate for what they listed as “Delights of The Danube” river cruise. They changed our ship, so we did not get what we paid for, and no pool as we originally specified. The drinks in the drinks package had very little choice. One draft beer is all that is available, and that is pretty poor as it is, you can’t even buy bottled beers or any other draught beer as that one is your only choice. Wines at meal times are either red, white or Rosa, no choice, just those three.The ship they put us on “boasted” a new wine bar, it didn’t serve any wines or beers at all the entire week, it wasn’t even stocked or manned, but it did have a kettle and tea or coffee !!!. The trips ashore are advertised to deceive you, this is appalling. Some of the trips are over two and a half hours each way on a coach, and the shorter ones are rushed, don’t be fooled by their misleading advertising. The train journeys are an absolute nightmare, even though we booked first class there and back. You have to rush between connecting trains while dragging your luggage with you, and the connecting times are tight, we felt so sorry for those less able who were severely stressed. On part of the journey we were told that 1st class was not available, we were put in filthy overcrowded carriages, with our luggage carriages away, and professional thieves operate on these trains. Some of our fellow passengers, on our cruise, were robbed on the way to the cruise and the way home. Great Rail offered us the paltry sum of £30 compensation for this. Once we got on the cruise we were excited, but that quickly changed, we spent the first two days moored up overlooking an industrial estate, yes an industrial estate, that’s what Great Rail advertise as a “Delight of the Danube”. When we complained and asked why are we on an industrial estate,we were told “because it’s cheaper than mooring up in a city or town”. We complained to the reps on the cruise, as did numerous others, only to be told that they don’t actually work for Great Rail, they are sub contracted free lancers, and that we would have to take it up with Great Rail upon our return. After numerous phone calls and e-mails we have been offered a derisory amount on one of their vouchers, which only benefits Great Rail, why would we want to go back with such an incompetent company? The communication with Great Rail is appalling once they have your money, be warned. Overall I have to say that Great Rail are appalling, amateurs playing in a market they simply don’t understand, their advertising is very misleading, that’s putting it politely!! The tone of their responses are arrogant, they simply ignore many of the points raised, and they honestly don’t seem to care, they are all image and no substance."

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Mackinac Island  - 2024
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4.7/5 Excellent
100+ reviews
Group Tour
Why we love them
With a history that spans back to 1918, they have unparalleled expertise in the guided tour industry and can cater to all types of travelers.
Lodging level
Premium - 4 star
Physical level
Very Easy
Trip pace
Balanced schedule

Visits

Chicago

Highlights

  • D
  • Visit the Henry Ford Museum and explore Greenfield Village.
  • Climb aboard your horse-drawn carriage for an island tour.
  • Explore the many gardens of the Frederik Meijer Gardens and Sculpture Park.
  • Spend two nights at the glorious Victorian-era resort, the Grand Hotel.
Show more

Themes

Cultural

What travelers are saying

"It was a wonderful trip and experience! We are still sorting all the pictures and memories about it, and some of them I would like to share with you - read my diary about this trip! My Diary about our trip to South Dakota shorturl.at/efoX1"

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Chicago to LA
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By Travel Talk
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
4.9/5 Excellent
100+ reviews
Group Tour
Lodging level
Standard - 3 star
Physical level
Moderate

Visits

Chicago, Los Angeles

Themes

Cultural, Local Immersion & Homestays

What travelers are saying

"Did the Jordan Essential Tour, it was absolutely amazing. This was my first Group Travel Tour and I loved it. I was worried about being the oldest one on the tour (I’m 34), but it was a good mix of ages. It was incredible to travel with people of different nationalities. Our Tour guide Issa was great. At all times he was really helpful. Taught us a lot about Jordanien history and culture. The tour was a great mix of everything...sightseeing, exploring, chillin and partying."

Trip dates & details
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Mackinac Island featuring the Grand Hotel and the Tulip Time Festival - 2024
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4.7/5 Excellent
100+ reviews
Group Tour
Why we love them
With a history that spans back to 1918, they have unparalleled expertise in the guided tour industry and can cater to all types of travelers.
Lodging level
Premium - 4 star
Physical level
Very Easy
Trip pace
Balanced schedule

Visits

Chicago

Highlights

  • D
  • Visit the Henry Ford Museum and explore Greenfield Village.
  • Climb aboard your horse-drawn carriage for an island tour.
  • Visit quaint Frankenmuth, home to the world's largest Christmas store.
  • Spend two nights at the glorious Victorian-era resort, the Grand Hotel.
Show more

Themes

Cultural

What travelers are saying

"It was a wonderful trip and experience! We are still sorting all the pictures and memories about it, and some of them I would like to share with you - read my diary about this trip! My Diary about our trip to South Dakota shorturl.at/efoX1"

Trip dates & details
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Chicago to Golden Gate
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By Travel Talk
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
4.9/5 Excellent
100+ reviews
Group Tour
Lodging level
Standard - 3 star
Physical level
Moderate

Visits

Chicago, San Francisco

Themes

Cultural, Local Immersion & Homestays

What travelers are saying

"Did the Jordan Essential Tour, it was absolutely amazing. This was my first Group Travel Tour and I loved it. I was worried about being the oldest one on the tour (I’m 34), but it was a good mix of ages. It was incredible to travel with people of different nationalities. Our Tour guide Issa was great. At all times he was really helpful. Taught us a lot about Jordanien history and culture. The tour was a great mix of everything...sightseeing, exploring, chillin and partying."

Trip dates & details
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9 trips exactly matchall of the the filters you selected. We are displaying some similar trips.
My selections:
Only ground transport

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