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Top Chicago Travel & Transportation Services

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127 results | All Chicago Tours

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Private Arrival Transfer from Chicago Airports (ORD) (MDW)

Private Arrival Transfer from Chicago Airports (ORD) (MDW)

star-3.5
126
Ensure a hassle-free arrival at Chicago O'Hare International Airport (ORD) or Midway Airport (MDW) with this private transfer service to your downtown Chicago hotel. Take the stress out of finding a taxi at Chicago's busy airports and book a private vehicle in advance. You'll travel in style by luxury sedan or SUV that can accommodate up to five passengers.
More
  • 1 hour
  • iconEnglish
  • Free Cancellation
From
US$80.00
per group
From
US$80.00
per group

Private Departure Transfer to Chicago Airports (ORD)(MDW)

Private Departure Transfer to Chicago Airports (ORD)(MDW)

star-4
52
Arrange for a stress-free ride to O'Hare International Airport (ORD) or Midway Airport (MDW) with this private transfer service. Meet your professional chauffeur at your downtown hotel and relax on the journey to the airport in a private sedan or minivan (depending on the size of your group). Reach the airport relaxed and in time for your flight!
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  • 1 hour
  • iconEnglish
  • Free Cancellation
From
US$80.00
per group
From
US$80.00
per group

Private Arrival Transfer from Chicago Airports ORD Or MDW

Private Arrival Transfer from Chicago Airports ORD Or MDW

star-4.5
8
Worried about navigating public transportation, or finding your own way to your hotel upon arriving in Chicago? Leave all the logistics to your driver instead—and enjoy a stress-free experience—when you book a private transfer service from either O’Hare or Midway International Airports. Meet your driver after grabbing your bags, hop aboard your air-conditioned vehicle, and relax as you’re whisked straight to your destination.
More
  • 45 minutes to 1 hour
  • Free Cancellation
From
US$45.00
Price varies by group size
From
US$45.00
Price varies by group size

Chicago Architecture River Cruise
Likely to Sell OutLikely to Sell Out

Chicago Architecture River Cruise

star-5
6988
Cruise down the Chicago River to see the city's famous architecture on this boat tour. With commentary from your onboard guide, watch the spectacular skyline glide by, including more than 40 notable buildings like Navy Pier, the Wrigley Building, and the John Hancock Building. Cover all three branches of the Chicago River, passing the East Bank Club, the old Post Office Building and the Willis Tower (formerly known as the Sears Tower).
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  • 1 hour
  • iconEnglish
  • Free Cancellation
From
US$40.33
From
US$40.33

Chicago O'Hare International Airport One Way Airport Transfer

Chicago O'Hare International Airport One Way Airport Transfer

star-2
3
If you are Traveling Into or Departing from Chicago, Illinois through The Chicago O'Hare International Airport, Get Curbside Pick Up / Drop Off Service. Enjoy The Scenic Ride From and/or The Scenic Ride Back to The Airport. YOU MUST BE IN THE DOWNTOWN Area of Chicago, IL.  The Following Zip Codes are Associated With The Area(s) valid for this offer: 60601, 60602, 60603, 60604, 60605, 60606, 60607, 60616
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  • 1 hour
  • Free Cancellation
From
US$99.00
per group
From
US$99.00
per group

Private Luxury 9-Pax Limo Transfer from or to Chicagoland Airport and Suburbs

Private Luxury 9-Pax Limo Transfer from or to Chicagoland Airport and Suburbs

star-1
1
Start your Chicago trip on a stress-free note with this seamless, one-way transfer service. Pick between Midway and O’Hare International Airports, meet your private driver at the arrival gate, and hop aboard your personal, luxury limousine, with plenty of room for your bags. Then, enjoy the ride through the Windy City as your driver whisks you straight to your hotel.
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  • 30 minutes
  • iconEnglish
  • Free Cancellation
From
US$151.20
per group
From
US$151.20
per group

O'Hare Airport (Curbside) To Chicago, Luxury Private Sedan, All Inclusive

O'Hare Airport (Curbside) To Chicago, Luxury Private Sedan, All Inclusive

star-5
20
Skip the hassle of long taxi lines or crowded airport shuttles and treat yourself to a VIP arrival in Chicago. During this one-way, private car service, you’ll travel comfortably in climate-controlled, newer model sedan with driver to your downtown hotel accommodation. One-way rides include curbside pickup outside the arrivals hall.
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  • 30 minutes to 1 hour
  • iconEnglish
  • Free Cancellation
From
US$114.00
per group
From
US$114.00
per group

Private 14-Pax Mercedes Exec.Sprinter from or to Chicagoland Airport and Suburbs

Private 14-Pax Mercedes Exec.Sprinter from or to Chicagoland Airport and Suburbs

star-5
1
Enjoy convenient private transportation between Midway or O'Hare International Airport and your hotel in the comfort of a private 14 Passenger. Mercedes Sprinter Executive Van. Thank you for choosing us. If you have more than 14 checked bags, we recommend our 24 passenger at an additional cost of $62.50 1 way or $125.00 round trip weekday, or $93.75 1 way or $187.50 round trip weekend. This additional cost can be paid directly to M&M by credit card in advance or cash to driver at time of pick up, prior to leaving location.
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  • 30 minutes
  • iconEnglish
  • Free Cancellation
From
US$228.94
per group
From
US$228.94
per group

Chicago Crime and Mob Bus Tour

Chicago Crime and Mob Bus Tour

star-4.5
1143
Explore Chicago's gangster past on this mafia tour in a coach vehicle. Drive around the Windy City to see where Al Capone, The Untouchables, Hymie Weiss, and John Dillinger, among other thugs hung out. A history-savvy guide introduces you to some of the most storied locations of Chicago’s criminal past, including Holy Name Cathedral, Biography Theatre, and the site of the bloody St. Valentine’s Day Massacre. You'll be able to get out and pose for pictures in front of a historic courthouse, among other infamous sites.
More
  • 1 hour 30 minutes
  • iconEnglish
  • Free Cancellation
From
US$46.00
From
US$46.00

Big Bus Chicago Hop-On Hop-Off Tour

Big Bus Chicago Hop-On Hop-Off Tour

star-4
915
Don’t spend time figuring out what to see in Chicago and how to get there—this hop-on hop-off tour provides a mapped-out itinerary of the city's top sights. With several strategically located stops, the tour allows you to explore the Windy City at your own pace. See the world-class Art Institute and landmark skyscrapers, while audio commentary onboard gives you insight into the city's colorful history.
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  • 2 hours
  • iconEnglish
  • Free Cancellation
From
US$26.10
From
US$26.10

Gangsters and Ghosts Tour in Chicago

Gangsters and Ghosts Tour in Chicago

star-5
2180
Experience a colorful side of Chicago history with this Gangsters and Ghosts Tour. With a historian as your guide, you’ll step back to the roaring 20’s, when the Chicago Loop was a hub for bootleggers, speakeasies, and gangsters like the infamous Al Capone. Visit onetime gangster hangouts and haunted sites like the Palmer House, Congress Hotel, and Death Alley.
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  • 2 hours
  • iconEnglish
  • Free Cancellation
From
US$35.00
From
US$35.00

90-Minute Chicago River Architecture Tour

90-Minute Chicago River Architecture Tour

star-4.5
1343
Discover the architectural gems of the Windy City from an ideal vantage point on a cruise down the Chicago River. Offered several times throughout the day, it’s easy to fit the leisurely excursion into your itinerary. Covering more than 130 years of architectural history, the tour is the perfect opportunity to see a huge area of the city without the hassle of taxis and public transit.
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  • 1 hour 30 minutes
  • iconEnglish
  • Free Cancellation
From
US$40.00
From
US$40.00

Field Museum of Natural History Admission Tickets

Field Museum of Natural History Admission Tickets

star-4.5
151
Delve deep into the world of natural history with this Field Museum admission ticket in Chicago. Spend as long as you like exploring the museum's collection of more than 26 million artifacts. Get to know SUE, the world's largest T. Rex, or stroll through the sparkling Hall of Gems. Time travel through 13,000 years of history in the Americas, from the Ice Age to Inca and Aztec temples. Take advantage of the free daily tours, led by Field Museum docents.
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  • 4 hours
  • iconEnglish
  • Free Cancellation
From
US$26.00
From
US$26.00

Chicago CityPASS

Chicago CityPASS

star-4.5
335
Get the most out of your trip to Chicago as you enjoy discount access to five of the city’s top attractions with the CityPASS. This easy-to-use mobile ticket grants you free entry into top-tier sights including the Shedd Aquarium, Skydeck Chicago (Opening with reimagined experience in Spring 2021), and the Field Museum plus your choice of admission to 3 of the following attractions: Adler Planetarium, Art Institute of Chicago, Museum of Science and Industry, Chicago, and the 360 CHICAGO Observation Deck. Also enjoy a wealth of useful Chicago tips and savings at a variety of other venues and retailers.
More
  • 9 days
  • iconEnglish
  • Free Cancellation
From
US$109.00
From
US$109.00

Lake Michigan Sightseeing Cruise
Likely to Sell OutLikely to Sell Out

Lake Michigan Sightseeing Cruise

star-4.5
329
Take in iconic views of the beautiful Chicago lakefront and its many landmarks during this Lake Michigan sightseeing boat cruise. Climb aboard your vessel for a laid-back ride, enjoying panoramic views of the Windy City's skyline from a unique perspective. Along the way, you'll listen to informative commentary and take in views of the John Hancock Center and Willis Tower, along with many other landmarks. Plus feel free to bring your own lunch or grab a drink at the onboard bar, during your ride.
More
  • 30 minutes
  • iconEnglish
  • Free Cancellation
From
US$26.16
From
US$26.16

Chicago Lake and River Architecture Tour

Chicago Lake and River Architecture Tour

star-4.5
562
Step aboard a boat for a comprehensive cruise that details the history of Chicago's architecture. Enjoy views of the Chicago skyline accompanied by architecture-focused commentary that points out each of the landmark buildings. As you cruise through Lake Michigan, snap photos of you and your party against the stretch of Chicago's 26-mile shoreline.
More
  • 1 hour 30 minutes
  • iconEnglish
  • Free Cancellation
From
US$40.00
From
US$40.00

Chicago in a Day: Food, History and Architecture Combo Tour

Chicago in a Day: Food, History and Architecture Combo Tour

star-5
165
An excellent choice for first-time visitors, this tour provides a comprehensive overview of the city and hits on both classic attractions and little-known sites. Beginning at the Chicago Theatre, work your way to the Chicago Pedway, an elaborate network of underground tunnels used by locals and commuters. Stroll the Chicago Riverwalk and the Magnificent Mile, then embark on a food tour to taste some of the city’s famous foods.
More
  • 5 hours
  • iconEnglish
  • Free Cancellation
From
US$104.00
From
US$104.00

Private Transportation from Midway Airport ( 18 miles limit)

Private Transportation from Midway Airport ( 18 miles limit)

star-5
2
Don’t worry about navigating Chicago on your own to get to your hotel—this private Midway Airport transfer service makes your Windy City arrival stress-free. After landing, meet your driver in the arrival hall; they’ll help you transport your luggage. Then, hop aboard your private, Wi-Fi-equipped vehicle, sit back, and relax as your driver takes you directly to your local accommodation.
More
  • 45 minutes
  • Free Cancellation
From
US$186.00
per group
From
US$186.00
per group

Executive Airport transfer Sedan

Executive Airport transfer Sedan

star-5
2
For luxury Chicago limo transportation, Ryde Luxury Limousine is the trusted provider for thousands of clients. We provide the best in luxury transportation with affordable rates, professional and friendly chauffeurs, safe and comfortable vehicles, and a focus on customer service. Our limo service in the city of Chicago is the top choice if you need airport transportation, want a special night out, going sightseeing in the beautiful windy city, or need daily business transportation. Our limo services get you to your destination safely, efficiently, and comfortably.
More
  • 30 to 45 minutes
  • Free Cancellation
From
US$120.54
per group
From
US$120.54
per group

Private SUV Transfer from Chicago Downtown to O`Hare airport

Private SUV Transfer from Chicago Downtown to O`Hare airport

star-5
4
Prevent a stressful end to your Chicago trip—and make getting to the airport seamless and stress-free—when you book this private airport transfer service. Meet your driver directly at your preferred Chicago address, hop aboard your spacious SUV, and sit back and relax. You can leave the logistics to your driver, and admire one last look at the Chicago skyline, as they whisk you straight to your departure terminal.
More
  • 30 minutes to 1 hour 30 minutes
  • iconEnglish
  • Free Cancellation
From
US$134.00
per group
From
US$134.00
per group

Curbside Sedan Transfer from O`Hare Airport to Downtown Chicago

Curbside Sedan Transfer from O`Hare Airport to Downtown Chicago

star-5
3
Reliable and luxury airport transfers Best and most professional Chauffeurs in the industry Up-to-date luxury vehicles High quality of service Smart rates
More
  • 30 minutes to 1 hour 30 minutes
  • iconEnglish
  • Free Cancellation
From
US$120.00
per group
From
US$120.00
per group

Midway Airport (Curbside) To Chicago, Luxury Private Sedan, All Inclusive

Midway Airport (Curbside) To Chicago, Luxury Private Sedan, All Inclusive

star-5
8
Skip the stress of a taxi or shared shuttle between Chicago downtown and Midway airport with the Highest rated limousine service in Chicago on Trip Advisor and Yelp. A professional driver will pick you up at Chicago O'Hare Airport at curbside. Travel in a comfortable, newer private sedan for a safe and relaxed ride. All our drivers are licensed and insured and all our sedans carry a $350,000 insurance policy. Ensure a hassle-free arrival at Chicago Midway Airport (MDW) with this private transfer service to your downtown Chicago hotel.
More
  • 30 minutes to 1 hour
  • iconEnglish
  • Free Cancellation
From
US$112.00
per group
From
US$112.00
per group

Private Sedan Transfer from Chicago Downtown to O`Hare airport

Private Sedan Transfer from Chicago Downtown to O`Hare airport

star-5
7
Don’t worry about the hassle of getting to and from Chicago’s O’Hare International Airport: start or end your trip on a relaxed note with this private transfer service. Avoid navigating public transit or long taxi lines, and instead meet your driver at your hotel or at the airport, and hop aboard your luxury vehicle. Door-to-door service will whisk you directly to where you want to go with no added stress.
More
  • 30 minutes to 1 hour 30 minutes
  • iconEnglish
  • Free Cancellation
From
US$120.00
per group
From
US$120.00
per group

O'Hare Airport (Curbside) To Chicago, Luxury Private SUV, All Inclusive

O'Hare Airport (Curbside) To Chicago, Luxury Private SUV, All Inclusive

star-5
5
- Chicago's Highest Rated Limo And Car Service - 10 Years in the limousine business - Proven track of exceptional customer service - Professional, Safe, Fully Uniformed Chauffeurs - FBI Background checks for all drivers - $350,000 Commercially Insured - GPS tracking devices on all vehicles - "Driver ON Location" automated text message - Chicago Based company Skip the stress of a taxi or shared shuttle between Chicago downtown and Midway airport with the Highest rated limousine service in Chicago on Trip Advisor and Yelp. A professional driver will pick you up at Chicago O'Hare Airport at curbside. Travel in a comfortable, newer private sedan for a safe and relaxed ride. All our drivers are licensed and insured and all our sedans carry a $350,000 insurance policy. Ensure a hassle-free arrival at Chicago Midway Airport (MDW) with this private transfer service to your downtown Chicago hotel.
More
  • 30 minutes to 1 hour
  • Free Cancellation
From
US$140.00
per group
From
US$140.00
per group

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These hidden gems in Chicago may have limited interaction with crowds:

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