There are 10 ways to get from Pensacola to Gary by plane, train, bus (Greyhound, Amtrak), taxi, bus, car, or bus (Greyhound, Flixbus)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Pensacola International Airport to Chicago Midway International Airport, train
best- Fly from Pensacola International Airport (PNS) to Chicago Midway International Airport (MDW)plane PNS - MDW
- Take the train from Van Buren St. to Gary Metro Centertrain
6h 30m$94–459Fly Pensacola International Airport to Chicago O'Hare International Airport, train
cheapest- Fly from Pensacola International Airport (PNS) to Chicago O'Hare International Airport (ORD)plane PNS - ORD
- Take the train from Van Buren St. to Gary Metro Centertrain
7h$74–339Bus
- Take the bus from Pensacola to Tallahasseebus
- Take the bus from Tallahassee to Nashville Bus Stationbus
- Take the bus from Nashville Bus Station to Gary Bus Stationbus
25h 52m$205–295Taxi, bus, train
- Take the taxi from Pensacola to Mobiletaxi
- Take the bus from Mobile to Gulfportbus
- Take the train from Gulfport, MS to New Orleans, LA - Union Passenger Terminaltrain
- Take the train from New Orleans Union Passenger Terminal to Homewoodtrain
26h 20m$703–1,066Drive 855.2 mi
- Drive from Pensacola to Garycar 855.2 mi
15h 33m$152–219Bus to Destin–Fort Walton Beach Airport, fly to Chicago Midway International Airport, train
- Take the bus from Pensacola to Crestviewbus
- Fly from Destin–Fort Walton Beach Airport (VPS) to Chicago Midway International Airport (MDW)plane VPS - MDW
- Take the train from Van Buren St. to Gary Metro Centertrain
6h 22m$182–573Drive to Northwest Florida Beaches International Airport, fly to Chicago Midway International Airport, train
- Drive from Pensacola to Northwest Florida Beaches International Airport (ECP)car
- Fly from Northwest Florida Beaches International Airport (ECP) to Chicago Midway International Airport (MDW)plane ECP - MDW
- Take the train from Van Buren St. to Gary Metro Centertrain
6h 30m$108–480Bus to Destin–Fort Walton Beach Airport, fly to Chicago O'Hare International Airport, train
- Take the bus from Pensacola to Crestviewbus
- Fly from Destin–Fort Walton Beach Airport (VPS) to Chicago O'Hare International Airport (ORD)plane VPS - ORD
- Take the train from Van Buren St. to Gary Metro Centertrain
6h 52m$162–453Drive to Northwest Florida Beaches International Airport, fly to Chicago O'Hare International Airport, train
- Drive from Pensacola to Northwest Florida Beaches International Airport (ECP)car
- Fly from Northwest Florida Beaches International Airport (ECP) to Chicago O'Hare International Airport (ORD)plane ECP - ORD
- Take the train from Van Buren St. to Gary Metro Centertrain
6h 57m$88–360Bus via Atlanta
- Take the bus from Pensacola to Tallahasseebus
- Take the bus from Tallahassee to Atlanta Bus Stationbus
- Take the bus from Atlanta Bus Station to Gary Bus Stationbus
28h 22m$225–350
Pensacola International Airport (PNS) to Chicago Midway International Airport (MDW) flights
Comparing Your Travel Options
The cheapest way to get from Pensacola to Gary is to drive which costs $150 - $220 and takes 15h 33m.
The fastest way to get from Pensacola to Gary is to bus and fly and train which takes 6h 22m and costs $180 - $600.
No, there is no direct bus from Pensacola to Gary station. However, there are services departing from Pensacola and arriving at Gary Bus Station via N Monroe Street and Silver Slipper Lane, Tallahassee and Nashville Bus Station. The journey, including transfers, takes approximately 25h 52m.
The distance between Pensacola and Gary is 833 miles. The road distance is 860.2 miles.
The best way to get from Pensacola to Gary without a car is to bus which takes 25h 52m and costs $200 - $300.
It takes approximately 6h 30m to get from Pensacola to Gary, including transfers.
Pensacola to Gary bus services, operated by Omnibus Express, depart from Pensacola station.
Pensacola to Gary bus services, operated by Omnibus Express, arrive at Tallahassee station.
Yes, the driving distance between Pensacola to Gary is 860 miles. It takes approximately 15h 33m to drive from Pensacola to Gary.
There are 118+ hotels available in Gary.
What companies run services between Pensacola, FL, USA and Gary, IN, USA?
You can take a bus from Pensacola to Gary Bus Station via Tallahassee, N Monroe Street and Silver Slipper Lane, Tallahassee, and Nashville Bus Station in around 25h 52m.
- Website
- delta.com
Flights from Pensacola International Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 4h 27m
- When
- Every day
- Estimated price
- $85–460
Flights from Pensacola International Airport to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 5h 21m
- When
- Every day
- Estimated price
- $65–330
Flights from Destin–Fort Walton Beach Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 4h 47m
- When
- Every day
- Estimated price
- $85–450
Flights from Northwest Florida Beaches International Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 4h 13m
- When
- Every day
- Estimated price
- $85–450
Flights from Destin–Fort Walton Beach Airport to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 5h 28m
- When
- Every day
- Estimated price
- $60–330
Flights from Northwest Florida Beaches International Airport to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 5h 31m
- When
- Every day
- Estimated price
- $60–330
- Website
- southwest.com
Flights from Pensacola International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 20m
- When
- Monday to Friday
- Estimated price
- $80–440
Flights from Pensacola International Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 5h 4m
- When
- Every day
- Estimated price
- $80–440
Flights from Pensacola International Airport to Chicago Midway International Airport via Kansas City
- Ave. Duration
- 5h 10m
- When
- Monday to Friday
- Estimated price
- $100–550
Flights from Destin–Fort Walton Beach Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 5h 25m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $80–440
Flights from Northwest Florida Beaches International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 20m
- When
- Monday to Friday
- Estimated price
- $80–440
Flights from Northwest Florida Beaches International Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 4h 30m
- When
- Friday, Monday, Thursday, Sunday, Tuesday, and Wednesday
- Estimated price
- $80–440
Flights from Northwest Florida Beaches International Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 4h 20m
- When
- Monday, Thursday, and Friday
- Estimated price
- $90–460
- Website
- aa.com
Flights from Pensacola International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 52m
- When
- Every day
- Estimated price
- $60–320
Flights from Pensacola International Airport to Chicago O'Hare International Airport via Charlotte
- Ave. Duration
- 5h 24m
- When
- Every day
- Estimated price
- $75–360
Flights from Destin–Fort Walton Beach Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 44m
- When
- Every day
- Estimated price
- $60–320
Flights from Northwest Florida Beaches International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 40m
- When
- Every day
- Estimated price
- $60–320
- Website
- united.com
Flights from Pensacola International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 42m
- When
- Every day
- Estimated price
- $60–320
Flights from Northwest Florida Beaches International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 39m
- When
- Saturday
- Estimated price
- $60–320
- Website
- allegiantair.com
Flights from Destin–Fort Walton Beach Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 18m
- When
- Friday and Monday
- Estimated price
- $80–440
- Phone
- +1 219-926-5744
- Website
- mysouthshoreline.com
Train from Van Buren St. to Gary Metro Center
- Ave. Duration
- 51 min
- Frequency
- Every 30 minutes
- Estimated price
- $8–10
- Schedules at
- mysouthshoreline.com
- Adults 14-64
- $8–10
Train from Van Buren St. to Gary Metro Center
- Ave. Duration
- 51 min
- Frequency
- Every 30 minutes
- Estimated price
- $8–10
- Schedules at
- mysouthshoreline.com
- Adults 14-64
- $8–10
Train from Van Buren St. to Gary Metro Center
- Ave. Duration
- 51 min
- Frequency
- Every 30 minutes
- Estimated price
- $8–10
- Schedules at
- mysouthshoreline.com
- Adults 14-64
- $8–10
Train from Van Buren St. to Gary Metro Center
- Ave. Duration
- 51 min
- Frequency
- Every 30 minutes
- Estimated price
- $8–10
- Schedules at
- mysouthshoreline.com
- Adults 14-64
- $8–10
Train from Van Buren St. to Gary Metro Center
- Ave. Duration
- 51 min
- Frequency
- Every 30 minutes
- Estimated price
- $8–10
- Schedules at
- mysouthshoreline.com
- Adults 14-64
- $8–10
Train from Van Buren St. to Gary Metro Center
- Ave. Duration
- 51 min
- Frequency
- Every 30 minutes
- Estimated price
- $8–10
- Schedules at
- mysouthshoreline.com
- Adults 14-64
- $8–10
Train from Van Buren St. to Gary Metro Center
- Ave. Duration
- 51 min
- Frequency
- Hourly
- Estimated price
- $4–9
- Schedules at
- Northern Indiana Commuter Transportation District
Train from Van Buren St. to Gary Metro Center
- Ave. Duration
- 51 min
- Frequency
- Hourly
- Estimated price
- $4–9
- Schedules at
- Northern Indiana Commuter Transportation District
Train from Van Buren St. to Gary Metro Center
- Ave. Duration
- 51 min
- Frequency
- Hourly
- Estimated price
- $4–9
- Schedules at
- Northern Indiana Commuter Transportation District
Train from Van Buren St. to Gary Metro Center
- Ave. Duration
- 51 min
- Frequency
- Hourly
- Estimated price
- $4–9
- Schedules at
- Northern Indiana Commuter Transportation District
Train from Van Buren St. to Gary Metro Center
- Ave. Duration
- 51 min
- Frequency
- Hourly
- Estimated price
- $4–9
- Schedules at
- Northern Indiana Commuter Transportation District
Train from Van Buren St. to Gary Metro Center
- Ave. Duration
- 51 min
- Frequency
- Hourly
- Estimated price
- $4–9
- Schedules at
- Northern Indiana Commuter Transportation District
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Gulfport, MS to New Orleans, LA - Union Passenger Terminal
- Ave. Duration
- 1h 48m
- Frequency
- Twice daily
- Estimated price
- $35–60
- Website
- Amtrak
Train from New Orleans Union Passenger Terminal to Homewood
- Ave. Duration
- 18h 23m
- Frequency
- Once daily
- Estimated price
- $500–800
- Website
- Amtrak
- Phone
- +1 800-923-1799
- [email protected]
- Website
- Omnibus Express
Bus from Pensacola to Tallahassee
- Ave. Duration
- 3h 12m
- Frequency
- Once daily
- Estimated price
- $55–75
- Schedules at
- Omnibus Express
Bus from Mobile to Gulfport
- Ave. Duration
- 1h 14m
- Frequency
- Once daily
- Estimated price
- $45–60
- Schedules at
- Omnibus Express
Bus from Pensacola to Crestview
- Ave. Duration
- 47 min
- Frequency
- Once daily
- Estimated price
- $40–55
- Schedules at
- Omnibus Express
Bus from Pensacola to Crestview
- Ave. Duration
- 47 min
- Frequency
- Once daily
- Estimated price
- $40–55
- Schedules at
- Omnibus Express
Bus from Pensacola to Tallahassee
- Ave. Duration
- 3h 12m
- Frequency
- Once daily
- Estimated price
- $55–75
- Schedules at
- Omnibus Express
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Tallahassee to Nashville Bus Station
- Ave. Duration
- 10h 10m
- Frequency
- Once daily
- Estimated price
- $90–140
- Website
- Greyhound
Bus from Nashville Bus Station to Gary Bus Station
- Ave. Duration
- 10h 5m
- Frequency
- Once daily
- Estimated price
- $80–130
- Website
- Greyhound
Bus from Tallahassee to Atlanta Bus Station
- Ave. Duration
- 6h 50m
- Frequency
- Once daily
- Estimated price
- $55–85
- Website
- Greyhound
Bus from Atlanta Bus Station to Gary Bus Station
- Ave. Duration
- 15h 55m
- Frequency
- Once daily
- Estimated price
- $120–190
- Website
- Greyhound
Rome2Rio's guide to Amtrak Thruway
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Bus from Nashville Bus Station to Gary Bus Station
- Ave. Duration
- 10h 30m
- Frequency
- Once daily
- Estimated price
- $55–80
- Website
- Amtrak
- Adult
- $55–80
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Tallahassee to Atlanta Bus Station
- Ave. Duration
- 6h 5m
- Frequency
- 5 times a week
- Estimated price
- $45–75
- Schedules at
- Flixbus USA
- Ave. Duration
- 48 min
- Estimated price
- $110–140
Able Shuttle and Taxi
- Phone
- +1 850-607-0209
Choice Taxi
- Phone
- +1 850-529-1806
- Website
- mychoicetaxi.com
Want to know more about travelling around United States
Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.
Related travel guides
Travelling to the US: What do I need to know?
Read the travel guide
Need to know: Greyhound
Read the travel guide
Why you should take the train in the US
Read the travel guide









