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Chicago to Key West, FL, USA - Transfer & Transportation Guides

Find transfer & transportation guides from Chicago to Key West, FL, USA. How to get from Chicago to Key West, FL, USA by Flight.

You can get to Key West, FL, USA from Chicago by verhicle types below

Flight from Chicago to Key West, FL, USA
Search Transfer from Chicago to Key West, FL, USA

Transfer solutions

You have 8 options transfer to Key West, FL, USA from Chicago below

1. Fly from Chicago O'Hare
Subway ( 42 min. )

Take a subway from Jackson-Blue to O'Hare.

Open Map More details & check price at Chicago Transit (CTA)
Plane ( 3 hr. 11 min. )

Take a flight from Chicago O'Hare to Key West.

Open Map Check Flights
Walk ( 5 min. )

Take a foot from Key West to S Roosevelt - Opposite Hyatt.

Open Map
Bus ( 10 min. )

Take a bus from S Roosevelt - Opposite Hyatt to 5th Ave & Shrimp Road.

Open Map More details & check price at Key West Transit
Duration 6 hr. 5 min.
Distance 2051 km.
Cost 149 USD
2. Fly from Chicago Midway
Subway ( 23 min. )

Take a subway from Adams/Wabash to Midway.

Open Map More details & check price at Chicago Transit (CTA)
Walk ( 7 min. )

Take a foot from Midway to Chicago Midway.

Open Map
Plane ( 4 hr. 36 min. )

Take a flight from Chicago Midway to Key West.

Open Map Check Flights
Walk ( 5 min. )

Take a foot from Key West to S Roosevelt - Opposite Hyatt.

Open Map
Bus ( 10 min. )

Take a bus from S Roosevelt - Opposite Hyatt to 5th Ave & Shrimp Road.

Open Map More details & check price at Key West Transit
Duration 7 hr. 18 min.
Distance 2016 km.
Cost 419 USD
3. Train to South Bend + fly
Train ( 2 hr. 25 min. )

Take a train from Van Buren St. to South Bend Airport.

Open Map More details & check price at South Shore Line
Plane ( 5 hr. 14 min. )

Take a flight from South Bend to Key West.

Open Map Check Flights
Walk ( 5 min. )

Take a foot from Key West to S Roosevelt - Opposite Hyatt.

Open Map
Bus ( 10 min. )

Take a bus from S Roosevelt - Opposite Hyatt to 5th Ave & Shrimp Road.

Open Map More details & check price at Key West Transit
Duration 9 hr. 51 min.
Distance 2099 km.
Cost 498 USD
4. Train to Milwaukee + fly
Train ( 1 hr. 29 min. )

Take a train from Chicago Union Station to Milwaukee Intermodal Station.

Open Map More details & check price at Amtrak
Bus ( 30 min. )

Take a bus from N6 & Clybourn to Airport.

Open Map More details & check price at Milwaukee County Transit
Plane ( 4 hr. 46 min. )

Take a flight from Milwaukee to Key West.

Open Map Check Flights
Walk ( 5 min. )

Take a foot from Key West to S Roosevelt - Opposite Hyatt.

Open Map
Bus ( 10 min. )

Take a bus from S Roosevelt - Opposite Hyatt to 5th Ave & Shrimp Road.

Open Map More details & check price at Key West Transit
Duration 9 hr. 8 min.
Distance 2279 km.
Cost 470 USD
5. Bus
Bus ( 16 hr. 30 min. )

Take a bus from Chicago Amtrak, Il to Atlanta, Ga.

Open Map More details & check price at Greyhound USA
Bus ( 17 hr. 55 min. )

Take a bus from Atlanta, Ga to Miami, Fl.

Open Map More details & check price at Greyhound USA
Walk ( 6 min. )

Take a foot from Miami, Fl to Airport Station.

Open Map
Bus ( 7 min. )

Take a bus from Airport Station to Nw 42 Av & Nw 11 St.

Open Map More details & check price at Miami Dade Transit
Bus ( 4 hr. )

Take a bus from Miami, FL - Airport Regency Hotel to Key West, FL - Flagler Museum.

Open Map More details & check price at American Bus Tickets
Duration 41 hr. 5 min.
Distance 2570 km.
Cost 255 USD
6. Train + bus
Train ( 17 hr. 25 min. )

Take a train from Chicago Union Station to Washington Union Station.

Open Map More details & check price at Amtrak
Train ( 23 hr. 14 min. )

Take a train from Washington Union Station to Miami Amtrak Station.

Open Map More details & check price at Amtrak
Bus ( 29 min. )

Take a bus from Nw 37 Av Amtrak Station to Nw 42 Av & Nw 11 St.

Open Map More details & check price at Miami Dade Transit
Bus ( 4 hr. )

Take a bus from Miami, FL - Airport Regency Hotel to Key West, FL - Flagler Museum.

Open Map More details & check price at American Bus Tickets
Duration 47 hr. 56 min.
Distance 3368 km.
Cost 293 USD
7. Train + bus via Arlington
Train ( 23 hr. 14 min. )

Take a train from Chicago Union Station to Alexandria Amtrak Station.

Open Map More details & check price at Amtrak
Train ( 22 hr. 55 min. )

Take a train from Alexandria Amtrak Station to Miami Amtrak Station.

Open Map More details & check price at Amtrak
Bus ( 29 min. )

Take a bus from Nw 37 Av Amtrak Station to Nw 42 Av & Nw 11 St.

Open Map More details & check price at Miami Dade Transit
Bus ( 4 hr. )

Take a bus from Miami, FL - Airport Regency Hotel to Key West, FL - Flagler Museum.

Open Map More details & check price at American Bus Tickets
Duration 53 hr. 26 min.
Distance 3576 km.
Cost 306 USD
8. Drive
Car ( 26 hr. 1 min. )

Drive a car from Chicago to Key West.

Open Map
Duration 26 hr. 1 min.
Distance 2468 km.
Cost 152 USD

Find Hotels in Key West, FL, USA

You can find hotels and accommodations in Key West, FL, USA with our hotels search tool below

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About Chicago, IL, USA

Chicago ( (listen), locally also ), officially the City of Chicago, is the most populous city in the U.S. state of Illinois, and the third-most-populous city in the United States. With an estimated population of 2,693,976 in 2019, it is also the most... Learn more

About Key West, FL, USA

Key West (Spanish: Cayo Hueso) is an island in the Straits of Florida, within the U.S. state of Florida. Together with all or parts of the separate islands of Dredgers Key, Fleming Key, Sunset Key, and the northern part of Stock Island, it constitute... Learn more

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