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Chicago to Pensacola, FL, USA - Transfer & Transportation Guides

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

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

Flight from Chicago to Pensacola, FL, USA Train from Chicago to Pensacola, FL, USA
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Transfer solutions

You have 10 options transfer to Pensacola, FL, USA from Chicago below

1. Fly Chicago Midway to Pensacola
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 ( 2 hr. 5 min. )

Take a flight from Chicago Midway to Pensacola.

Open Map Check Flights
Walk ( 5 min. )

Take a foot from Pensacola to 12Th Ave & College Blvd.

Open Map
Bus ( 23 min. )

Take a bus from 12Th Ave & College Blvd to ECAT Transfer Station.

Open Map More details & check price at ECAT
Duration 5 hr. 3 min.
Distance 1283 km.
Cost 167 USD
2. Fly Chicago O'Hare to Pensacola
Subway ( 42 min. )

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

Open Map More details & check price at Chicago Transit (CTA)
Plane ( 2 hr. 13 min. )

Take a flight from Chicago O'Hare to Pensacola.

Open Map Check Flights
Walk ( 5 min. )

Take a foot from Pensacola to 12Th Ave & College Blvd.

Open Map
Bus ( 23 min. )

Take a bus from 12Th Ave & College Blvd to ECAT Transfer Station.

Open Map More details & check price at ECAT
Duration 5 hr. 23 min.
Distance 1316 km.
Cost 107 USD
3. Fly Chicago Midway to Valparaiso + drive
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 ( 2 hr. 3 min. )

Take a flight from Chicago Midway to Valparaiso.

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Car ( 1 hr. 10 min. )

Drive a car from Valparaiso to Pensacola.

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Duration 4 hr. 43 min.
Distance 1385 km.
Cost 363 USD
4. Fly Chicago O'Hare to Valparaiso + drive
Subway ( 42 min. )

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

Open Map More details & check price at Chicago Transit (CTA)
Plane ( 2 hr. 25 min. )

Take a flight from Chicago O'Hare to Valparaiso.

Open Map Check Flights
Car ( 1 hr. 10 min. )

Drive a car from Valparaiso to Pensacola.

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Duration 5 hr. 17 min.
Distance 1419 km.
Cost 763 USD
5. Fly Chicago Midway to Panama City + drive
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 ( 2 hr. 10 min. )

Take a flight from Chicago Midway to Panama City.

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Car ( 2 hr. 10 min. )

Drive a car from Panama City to Pensacola.

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Duration 5 hr. 50 min.
Distance 1501 km.
Cost 280 USD
6. Fly Chicago Midway to Mobile + drive
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. 37 min. )

Take a flight from Chicago Midway to Mobile.

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Car ( 1 hr. 20 min. )

Drive a car from Mobile to Pensacola.

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Duration 7 hr. 27 min.
Distance 1374 km.
Cost 304 USD
7. Bus + taxi
Bus ( 13 hr. 20 min. )

Take a bus from Chicago to Atlanta - Marta Civic Center.

Open Map More details & check price at Megabus
Bus ( 6 hr. 25 min. )

Take a bus from Atlanta - Marta Civic Center Station to Mobile, AL.

Open Map More details & check price at Megabus
Taxi ( 1 hr. 1 min. )

Take a taxi from Mobile, AL to Pensacola.

Open Map More details & check price at Reliable Taxi Service
Duration 21 hr. 46 min.
Distance 1777 km.
Cost 294 USD
8. Train + bus + taxi
Train ( 19 hr. 42 min. )

Take a train from Chicago Union Station to New Orleans Union Passenger Terminal.

Open Map More details & check price at Amtrak
Bus ( 2 hr. 30 min. )

Take a bus from New Orleans to Mobile, AL.

Open Map More details & check price at Megabus
Taxi ( 1 hr. 1 min. )

Take a taxi from Mobile, AL to Pensacola.

Open Map More details & check price at Reliable Taxi Service
Duration 24 hr. 13 min.
Distance 1827 km.
Cost 315 USD
9. Bus + drive
Bus ( 16 hr. 50 min. )

Take a bus from Chicago Amtrak to Atlanta.

Open Map More details & check price at Greyhound USA
Bus ( 6 hr. 25 min. )

Take a bus from Atlanta to Mobile.

Open Map More details & check price at Greyhound USA
Car ( 1 hr. 5 min. )

Drive a car from Mobile to Pensacola.

Open Map
Duration 25 hr. 20 min.
Distance 1869 km.
Cost 164 USD
10. Drive
Car ( 15 hr. 9 min. )

Drive a car from Chicago to Pensacola.

Open Map
Duration 15 hr. 9 min.
Distance 1464 km.
Cost 90 USD

Find Hotels in Pensacola, FL, USA

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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 Pensacola, FL, USA

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References