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Journey Information
There are 12 intercity buses per day from Chicago to Key West. Traveling by bus from Chicago to Key West usually takes around 40 hours and 54 minutes, but the fastest Greyhound bus can make the trip in 37 hours and 40 minutes.
| Distance | 1243 mi (2000 km) |
| Shortest duration | 37h 40m |
| Cheapest price | $192.15 |
| Most frequent service | Greyhound |
| Bus lines | 1 |
What bus companies travel from Chicago to Key West?
There is one intercity bus company available to search and book on Wanderu that operates from Chicago to Key West. Greyhound connects the two cities by bus, it offers multiple scheduled buses per day for you to choose from.
| Bus | Daily Trips | Avg. Time | Avg. Price |
|---|---|---|---|
| Greyhound | 12 | 1d 16h 54m | $222.40 |
Greyhound is the largest nationwide bus carrier in the United States, offering cheap, safe and reliable service across the country. Greyhound has become a household name, serving over 16 million passengers per year with daily trips to over 2,400 destinations. Greyhound performs about 12 bus trips from Chicago to Key West every day, with the average journey taking around 40 hours and 54 minutes to complete. Bus tickets for Greyhound trips to Key West usually start from $192.
Frequently Asked Questions
The bus takes an average of 40 hours and 54 minutes to cover the 1243 miles from Chicago to Key West. However, the fastest bus only takes 37 hours and 40 minutes. It’s definitely on the longer side, so plan to get comfortable for a long road trip. Keep in mind that your actual bus may arrive earlier or later than scheduled, depending on whether there is more or less traffic than usual.
The first bus leaves at 2:00pm and the last bus leaves at 10:00pm. To see the times for all buses from Chicago to Key West, enter your specific travel dates in the search bar.
City Information
Chicago
Known for its innovative architecture, cultural contributions to jazz and house music, and of course that irresistible deep-dish pizza, the many sights and experiences in Chicago make it one of the best urban vacation destinations for millennials and a top destination in Illinois.
You can't beat the views of the city and Lake Michigan from the SkyDeck in the Willis Tower; at over 1,300 feet, this is the highest observation deck in the U.S. Snap that classic selfie with the Bean in Millennium Park, then wander the many museums in nearby Grant Park. Navy Pier is a popular tourist hotspot for its parks, restaurants, and attractions right on Lake Michigan, and baseball fans will find paradise in Wrigleyville, home to the Chicago Cubs' Wrigley Field and sports bars galore.
Chicago's enormous parks offer plentiful opportunities for outdoor activities in gorgeous urban settings. Many companies offer kayak rentals or boat tours on the Chicago River, with special tours running on Saint Patrick's Day, when the entire river is dyed green. When you’re ready to buy some souvenirs from your epic trip, hit the big brand stores on the Magnificent Mile, or shop local in neighborhoods like Andersonville and Wicker Park. And don't miss the chance to laugh until you cry at The Second City comedy theater, famous for launching the careers of comedians like Tina Fey and Stephen Colbert.
Chicago is one of the biggest transportation hubs in the Midwest, and provides easy access to nearby destinations ideal for day trips, as well as international travel from two airports. Thanks to plenty of bus and train stations throughout the city, getting to the Windy City is a breeze.
Key West
Image credit: Unsplash
Image credit: Unsplash
Image credit: Unsplash
Key West is the southernmost city in the contiguous U.S. and a popular tourist destination in Florida. Known for its abundance of sea wildlife, Key West is a fantastic place for you to book a boat tour and enjoy the Gulf of Mexico's coral reefs. Tours also offer unique opportunities like dolphin watching, snorkeling, and much more. For the best beach around, head toward the Fort Zachary Taylor Historic State Park, where you can sunbathe and fish with ease. The Key West Butterfly & Nature Conservatory is a magical spot to learn more about different butterfly variations.
Seafood is still the staple of Key West's cuisine, but the distinct Caribbean and Cuban touch will set the city's food scene apart from others. For the best authentic Cuban specialties, try El Siboney. If you enjoy classic Floridan dishes, Blue Heaven will not disappoint you.
Although Key West is an island city on the Florida Keys archipelago, the Overseas Highway connects to the mainland. This means you can easily catch a bus directly to Key West. Domestic and international flights go through the centrally-located Key West International Airport.
Station Information
Where does the bus leave from in Chicago?
Main departure station: Chicago Train Station Bus Stop
Buses to Key West leave from 3 stations in Chicago.
All bus stations in Chicago:
Chicago Train Station Bus Stop
Dan Ryan Bus Station
Bus Station - 630 W Harrison St
Where does the bus arrive in Key West?
Main arrival station: 908 Caroline St, between Grinnell and Margaret Sts
These are the two stations where buses may stop when they arrive in Key West.
All bus stations in Key West:
908 Caroline St, between Grinnell and Margaret Sts
Ky West Bus Station
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