- Must visit
Ernest Hemingway Home and Museum
The Ernest Hemingway Home and Museum lets visitors tour the writer's residence, gardens, and rooms tied to his Key West years.
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The cheapest and fastest buses from Chicago, IL to Key West, FL
Showing times, prices and bookable tickets for Sep 19
Cheapest price on Sep 19
$170
Average ticket price on Sep 19
$195
Fastest journey on Sep 19
1 d 14 h 30 m
Average journey duration on Sep 19
1 d 18 h 30 m
Buses on Sep 19
2
Distance
1998 km
Cheap tickets
The best way to find a cheap bus ticket from Chicago, IL to Key West, FL is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Chicago, IL to Key West, FL will cost around $195 if you buy it on the day, but the cheapest tickets can be found for only $170.
Fast buses
On Sat, Sep 19, we found 2 buses from Chicago, IL to Key West, FL, including 2 direct services.
On Sat, Sep 19 the direct buses cover the 1998 km distance in an average of 1 d 18 h 30 m but if you time it right, some buses will get you there in just 1 d 14 h 30 m .
On Sat, Sep 19 the slowest buses will take 1 d 22 h 30 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.
3:00 PM46h30Chicago, IL1:30 PMKey West, FL$1701One-way0 transfers
11:00 PM38h30Chicago, IL1:30 PMKey West, FL$2191One-way0 transfers
- 11:00 PM38h30Chicago, IL1:30 PMKey West, FL$2191One-way0 transfers
- 3:00 PM46h30Chicago, IL1:30 PMKey West, FL$1701One-way0 transfers
Travel Information
Compare bus and flight for Chicago, IL to Key West, FL
Omio recommends booking the flight as it is the most popular option from Chicago, IL to Key West, FL among Omio's users. If you are prioritising price, take the bus, with an average ticket price of $206 For those with little time, consider booking a flight, which has an average total journey time of 6h 52m. Average ticket prices depend on the travel mode: a bus costs an average of $206, while a flight costs an average of $647.
Distance: 1241 miles (1998 km)
Compare bus with
| Bus | Most popular Flight | Driving |
|---|---|---|
$206 Average price Cheapest | $647 Average price | $301 Average price (fuel + tolls) |
34h 26m Average total duration 33h 56m Onboard + 30m Additional time* | 6h 52m Average total duration Fastest 4h 52m Onboard + 2h 0m Additional time* | 23h 12m Average total duration (door-to-door) |
Most popular bus company |  Most popular airline | Your own car or car rental |
Direct Options | Direct Options | Direct Options |
The cheapest way to travel from Chicago, IL to Key West, FL is a bus with an average price of $206.
This is compared to other travel options from Chicago, IL to Key West, FL:
A bus is $441 less than a flight for this route with tickets for a flight from Chicago, IL to Key West, FL costing on average $647.
The fastest way to travel from Chicago, IL to Key West, FL is by flight with an average journey time of 4h 52m.
Other travel options to Key West, FL take longer:
Bus takes on average 33h 56m.
It's helpful to compare your options as there are 2 ways to travel between Chicago, IL and Key West, FL including taking a bus and flight.
We recommend using the flight as it is the most popular way to get from Chicago, IL to Key West, FL among Omio's users.
Take the bus. It's the cheapest way to make this trip, and the price gap is usually bigger than people expect.
Tickets start at around $206 compared to roughly $301 in fuel and tolls — a saving of about $95. The journey takes 33h 56m versus 23h 12m by car, so you'll arrive a bit later, but you can use the time productively rather than spending it behind the wheel. No parking to sort, no fuel stops, and most coaches have Wi-Fi and power outlets.
Driving is worth considering if you're on a tight schedule, travelling as a group (where fuel costs split several ways), or want the flexibility to stop along the way.
Chicago, IL to Key West, FL Bus Timetables
| Operator | Departure Time | Arrival Time | Duration | Departure days | Cheapest price |
|---|---|---|---|---|---|
Operator FlixBus | Departure Time 12:00AM | Arrival Time 02:30PM | Duration 38h30 | Departure days Sat | Cheapest price $307 |
Operator Greyhound | Departure Time 03:00PM | Arrival Time 01:30PM | Duration 46h30 | Departure days Tue, Fri, Sat | Cheapest price $159 |
Operator Greyhound | Departure Time 03:15PM | Arrival Time 01:30PM | Duration 46h15 | Departure days Fri | Cheapest price $329 |
Operator Greyhound | Departure Time 04:00PM | Arrival Time 02:30PM | Duration 46h30 | Departure days Wed | Cheapest price $218 |
Operator FlixBus | Departure Time 11:00PM | Arrival Time 01:30PM | Duration 38h30 | Departure days Thu, Sat | Cheapest price $219 |
Live departures
Chicago, IL to Key West, FL bus times
The table below shows live departures for Chicago, IL to Key West, FL buses for tomorrow, Saturday, September 19. You can also manually refresh the results below to see updated bus journeys.
Last updated at
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
| 3:00 PM Chicago, IL | 46h30 | 1:30 PM Key West, FL | 0 transfersDirect | |
This is the last bus of the day. | |||||
Find all the dates and times for this journey
Compare prices and tickets Chicago, IL to Key West, FL by bus or flight
Compare bus and flight prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
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Why should you book Chicago, IL to Key West, FL buses with Omio?
FlixBus operates all buses services from Chicago, IL to Key West, FL.
Omio is an official ticket reseller for all your travel options from Chicago, IL to Key West, FL.
Why book with Omio vs FlixBus?
- Designed for International Travelers: Omio is in your language including 24/7 customer service and offers multiple payment options, including PayPal, credit cards, and bank transfer, in your preferred currency.
- Compare all your options: Omio allows you to compare FlixBus with all available travel options, which are bus and flight to ensure you get the best deal for traveling from Chicago, IL to Key West, FL.
Why book with Omio over Wanderu or Trainline?
- Multiple modes of transport: Omio allows you to compare travel options including bus and flight to find the ideal travel option from Chicago, IL to Key West, FL.
Journey information
Overview: Bus from Chicago, IL to Key West, FL
USAUSA
Buses from Chicago, IL to Key West, FL run on average 3 times per day, taking around 33h 56m. Cheap bus tickets for this journey start at $152 if you book in advance.
The earliest bus runs at 10:00, the last at 17:00. The fastest bus covers the 1241 miles (1998 km) distance in 32h 20m.
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Distance 1241 miles (1998 km) |
Average bus duration 33h 56m |
Cheapest ticket price $152 |
Buses per day 3 |
Fastest bus 32h 20m |
First bus 10:00 AM |
Last bus 5:00 PM |
Cheapest Month Mar |
Cheapest Day Sat |
High Season Jan - Mar |
Low Season Jul - Sep |
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Bus providers: Greyhound, FlixBus from Chicago, IL to Key West, FLYou can travel by bus between Chicago, IL to Key West, FL with Greyhound, FlixBus for as low as $152. When you search for schedules and tickets, Omio will show you the best journey
FlixBus
About
FlixBus is one of Europe’s leading low-cost bus companies, founded in Germany and now offering long-distance services across Europe and the United States. In addition to its extensive daytime network, FlixBus also operates overnight buses on select European routes. Standard amenities include free Wi-Fi, power outlets to charge devices, extra legroom, luggage space, and onboard toilets, with snacks and drinks available for purchase. FlixBus offers a single Standard ticket type for all routes, which includes one carry-on bag and one checked bag per passenger. Additional fees apply for extra luggage and for reserving specific seats, such as Extra Seats, Table Seats, or Panorama Seats. This combination of affordability, comfort, and wide coverage makes FlixBus a popular choice for budget-conscious travelers.
Luggage & cancellation policy
Average FlixBus Duration
32h 20m
Cheapest FlixBus Price
$152
FlixBus frequency
1 a day
Luggage included
One carry-on bag up to 7kg (42x30x18 cm) and one checked bag up to 20kg (80x50x30 cm).
Additional luggage
Additional luggage can be purchased for a fee.
Cancellation Policy
You can cancel your ticket up to 15 minutes before departure and receive a voucher for future travel. Refund requests for delays over 120 minutes are possible.
Amenities on board the bus
Wifi
Food sold onboard
Seat reservation
Toilets
USB plugs
Accessibility
Assistance; Priority boarding; Wheelchair-accessible buses.
Bikes
Bikes are allowed for a fee; must be booked.
Pets
Small pets in carriers allowed; guide dogs travel for free.
Greyhound
About
Greyhound Lines, Inc. is a prominent American intercity bus transportation provider, established in 1914. It operates the largest intercity bus network in the United States, also extending services to Canada and Mexico. Greyhound is known for offering affordable and reliable long-distance travel, connecting major cities and rural communities across North America. The company's buses are equipped with amenities such as free Wi-Fi, power outlets, and extra legroom to enhance passenger comfort. Greyhound is a subsidiary of Flix SE, which also owns FlixBus, and together they offer an extensive network of over 1,600 destinations.
Luggage & cancellation policy
Average Greyhound Duration
33h 50m
Cheapest Greyhound Price
$170
Greyhound frequency
1 a day
Luggage included
One carry-on bag up to 25 lbs (11 kg) and one checked bag up to 50 lbs (23 kg).
Additional luggage
$15 per additional bag.
Cancellation Policy
You can cancel your ticket for a refund or exchange up to 24 hours before departure, for a cancellation fee applied.
Amenities on board the bus
Wifi
Food sold onboard
Seat reservation
Toilets
USB plugs
Accessibility
Assistance; Priority seating; Wheelchair-accessible buses.
Bikes
Bikes are allowed.
Complete guide to Key West, FL
Things to do in Key West, FL
Discover the best of Key West, FL — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Key West, FL trip today.
- Recommended
Key West Butterfly and Nature Conservatory
The Key West Butterfly and Nature Conservatory features a glass habitat with butterflies, birds, and tropical plants in a calm setting.
- Recommended
Key West Museum of Art and History at the Custom House
The Key West Museum of Art and History at the Custom House presents island history, art, and rotating exhibitions in a grand landmark building.
- Must visit
Duval Street
Duval Street is Key West's main historic thoroughfare, lined with shops, galleries, and lively architecture across the old town.
- Must visit
Mallory Square
Mallory Square is a waterfront plaza known for harbor views, public space, and easy access to the historic seaport district.
- Must visit
Fort Zachary Taylor Historic State Park
Fort Zachary Taylor Historic State Park combines a coastal fort, walking paths, shaded grounds, and one of the island's best natural beaches.
FAQs: Bus from Chicago, IL to Key West, FL
Find answers to the most common questions about traveling from Chicago, IL to Key West, FL by bus. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest bus, the cheapest option, or tips for making the most of your visit at Key West, FL, this guide helps you travel smarter and with confidence.
Cheap bus tickets from Chicago, IL to Key West, FL can start from as little as $152 when you book in advance. The average bus ticket price for Chicago, IL to Key West, FL is $206 ; however, prices vary depending on the time of day and class and they tend to be more expensive on the day.
The average journey time by bus from Chicago, IL to Key West, FL is 32h 20m to travel the 1241 miles (1998 km) long journey. Journey times can vary on weekends and holidays, so use our Journey Planner to search for a specific date.
The earliest bus from Chicago, IL to Key West, FL leaves at 10:00 AM. Plan your trip with the Journey Planner from Omio.
The latest bus from Chicago, IL to Key West, FL leaves at 5:00 PM.
There are 3 buses a day from Chicago, IL to Key West, FL which require at least one change with FlixBus. Schedules can vary on holidays or weekends with fewer buses.
When taking a bus from Chicago, IL to Key West, FL, you can count on FlixBus for the best way to get you to Key West, FL. You can also check all possible bus companies who offer a service between Chicago, IL and Key West, FL and compare the amenities they offer before buying a bus ticket.
When departing from Chicago, IL , you have various bus station options to start your journey from including Chicago, Greyhound Bus Station, Chicago, Union Station (Amtrak), IL . When arriving in Key West, FL , you can end your journey in bus stations like Key West, South Roosevelt Boulevard (Key West International Airport), FL .Passengers board the bus most frequently from Chicago, Greyhound Bus Station, which is located around 1 miles (2 km) away from the city centre, and they get off the bus at Key West, South Roosevelt Boulevard (Key West International Airport), FL, located 2 away from the city centre.
A trip to Key West, FL from Chicago, IL is worth doing but not as a day trip with a journey time of 32h 20m each way. Check with Omio app the best way to travel.
The cheapest month for a bus from Chicago, IL to Key West, FL is March.
It's helpful to compare your options as there are 2 ways to travel between Chicago, IL and Key West, FL including taking a bus and flight.
Yes, the following accessibility options are available when taking the bus from Chicago, IL to Key West, FL:
- FlixBus
- Assistance
- Priority boarding
- Wheelchair-accessible buses.
Yes, there are bathrooms on board the bus from Chicago, IL to Key West, FL for bus company FlixBus.
Some of the most interesting sights to explore in Key West, FL are:
- Ernest Hemingway Home and Museum, the former residence of the famous author featuring guided tours and a colony of six-toed cats
- Key West Butterfly and Nature Conservatory, a lush habitat housing hundreds of butterflies and exotic birds
- Fort Zachary Taylor Historic State Park, a Civil War-era fort offering beach access, snorkeling, and picnic areas
- Mallory Square, a waterfront plaza known for its nightly sunset celebrations and street performances
- Key West Lighthouse and Keeper's Quarters Museum, offering panoramic views of the island and insights into maritime history.
The best things to do in Key West, FL include:
- Duval Street, stroll along the vibrant street lined with shops, bars, and restaurants
- Dry Tortugas National Park, visit the remote park known for its historic fort and snorkeling opportunities
- Southernmost Point Buoy, take a photo at the iconic landmark marking the southernmost point in the continental USA
- Key West Ghost and Mysteries Tour, embark on a guided tour exploring the haunted history of the island
- Fury Water Adventures, enjoy a variety of water sports including snorkeling, parasailing, and sunset cruises.
Whether you can cancel your bus ticket from Chicago, IL to Key West, FL depends on the bus companies:
- FlixBus
- You can cancel your ticket up to 15 minutes before departure and receive a voucher for future travel. Refund requests for delays over 120 minutes are possible.
Yes, bikes are allowed on board the bus with bus company FlixBus.
Tickets are often cheaper when booked early. Traveling during off-peak hours or on weekdays can help you save money. Sort results by price to quickly identify the most affordable options. Check for promotions or discounts available on our website and app.
Yes, there is food available to purchase on board the bus from Chicago, IL to Key West, FL.
Yes, the following luggage options are included when booking a bus ticket from Chicago, IL to Key West, FL:
- FlixBus
- One carry-on bag up to 7kg (42x30x18 cm) and one checked bag up to 20kg (80x50x30 cm).
Yes, the following additional luggage options are available when booking a bus ticket from Chicago, IL to Key West, FL:
- FlixBus
- Additional luggage can be purchased for a fee.
Yes, you can bring your pet on the bus from Chicago, IL to Key West, FL. The following conditions apply:
- FlixBus
- Small pets in carriers allowed
- guide dogs travel for free.
You can reserve your seat on the bus from Chicago, IL to Key West, FL with the following bus company: FlixBus
Yes, there are USB plugs on board the bus from Chicago, IL to Key West, FL with the following bus company: FlixBus.
Yes, there is Wifi on board the bus from Chicago, IL to Key West, FL with the following bus company: FlixBus.
Since neither Chicago, IL nor Key West, FL are in the Schengen Area, passport requirements depend on the specific immigration rules of United States and United States. Entry and visa requirements can be subject to change. For the latest information, check with your destination's embassy or consulate.
We recommend using the flight as it is the most popular way to get from Chicago, IL to Key West, FL among Omio's users.
The currency used in the United States is the US Dollar (USD). For travelers, using cards is generally more convenient and widely accepted, especially credit and debit cards, while cash is useful for small purchases or places that do not accept cards.
In Key West, FL, travelers should be cautious of pickpocketing and petty theft, especially in crowded areas like Duval Street. Common scams include overpriced taxi rides and timeshare presentations that pressure visitors into purchases. It's advisable to use licensed transportation and be vigilant with personal belongings to stay safe.
Pack lightweight, versatile clothing suitable for the destination's climate, and use secure, lockable luggage to protect belongings. Keep essential items like travel documents, medication, and valuables in a carry-on bag for easy access. Use packing organizers or cubes to maximize space and maintain order. Lastly, include a small first aid kit and personal hygiene items for added comfort during travel.
popular bus stations
Popular bus stations from Chicago, IL to Key West, FL
Most Chicago, IL to Key West, FL buses use the Chicago, Greyhound Bus Station to Key West, South Roosevelt Boulevard (Key West International Airport) station pair. Use this guide to compare Chicago, IL and Key West, FL bus stations on this route, check city-centre transport, alongside checking practicalities like bus station facilities and services.
Departure bus stations in Chicago
Arrival bus stations in Key West
Which Chicago, IL station do buses to Key West, FL leave from?
Buses from Chicago, IL to Key West, FL leave from Chicago, Greyhound Bus Station. The station is 1 miles (3 km) from Chicago, IL city centre at 630 W Harrison St, Chicago, IL 60607, USA.
Chicago, Greyhound Bus Station630 W Harrison St, Chicago, IL 60607, USA
City-centre transport
Getting to Chicago, Greyhound Bus Station from Chicago city centre
Chicago, Greyhound Bus Station is 2 km from Chicago city centre. Public transport options include:
Bus7 · 8m · $4 · every ~6 min
Chicago, Greyhound Bus Station bus station facilities and services
Chicago, Greyhound Bus Station has practical services for this route, including Wifi, Parking, Dining, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Food and drink
Food options include: Snack shop and vending machines available
Wi-Fi and ATMs
Free Wi-Fi in waiting area. ATMs are located near entrance.
Tickets and information
Ticket office support is available at Chicago, Greyhound Bus Station.
Parking, taxis and toilets
Available at Chicago, Greyhound Bus Station: Parking, Taxis, WC.
Accessibility
Accessibility facilities are available at Chicago, Greyhound Bus Station: Wheelchair accessible entrances and seating.
Chicago, Union Station (Amtrak)Chicago Union Station, 225 S Canal St, Chicago, IL 60606, USA
City-centre transport
Getting to Chicago, Union Station (Amtrak) from Chicago city centre
Chicago, Union Station (Amtrak) is 3 km from Chicago city centre. Public transport options include:
Bus28, 151 · 7m · $4 · every ~13 min
Chicago, Union Station (Amtrak) bus station facilities and services
Chicago, Union Station (Amtrak) has practical services for this route, including Wifi, Parking, Dining, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Food and drink
Food options include: Multiple dining options are available inside the station.
Wi-Fi and ATMs
Free Wi-Fi is available in waiting areas. ATMs are aTMs are located near the main entrance.
Tickets and information
Ticket office support is available at Chicago, Union Station (Amtrak).
Parking, taxis and toilets
Available at Chicago, Union Station (Amtrak): Parking, Taxis, WC.
Accessibility
Accessibility facilities are available at Chicago, Union Station (Amtrak): Station is accessible with elevators and ramps.
Which Key West, FL station do buses from Chicago, IL arrive at?
Buses from Chicago, IL to Key West, FL arrive at Key West, South Roosevelt Boulevard (Key West International Airport). Key West, South Roosevelt Boulevard (Key West International Airport) is 1 miles (3 km) from Key West, FL city centre.
Key West, South Roosevelt Boulevard (Key West International Airport)Key West International Airport, 3491 S Roosevelt Blvd, Key West, FL 33040, USA
City-centre transport
Getting to Key West, South Roosevelt Boulevard (Key West International Airport) from Key West city centre
Key West, South Roosevelt Boulevard (Key West International Airport) is 2 km from Key West city centre. Public transport options include:
TRUE
Key West, South Roosevelt Boulevard (Key West International Airport) bus station facilities and services
Key West, South Roosevelt Boulevard (Key West International Airport) has practical services for this route, including Wifi, Parking, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Wi-Fi and ATMs
Wi-Fi is available at Key West, South Roosevelt Boulevard (Key West International Airport). ATMs are available at Key West, South Roosevelt Boulevard (Key West International Airport).
Tickets and information
Ticket office support is available at Key West, South Roosevelt Boulevard (Key West International Airport).
Parking, taxis and toilets
Available at Key West, South Roosevelt Boulevard (Key West International Airport): Parking, Taxis, WC.
Accessibility
Accessibility facilities are available at Key West, South Roosevelt Boulevard (Key West International Airport): The station is wheelchair accessible.
Most popular bus connections from Chicago, IL
More options for your journey from Chicago, IL to Key West, FL
Here are some other resources that might have the information you need
Most popular buses to and from Key West, FL and Chicago, IL
Most popular bus connections to Key West, FL
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