There are 10 ways to get from Pensacola to Gary by car, plane, train, bus (Greyhound, Amtrak), taxi, bus, or bus (Flixbus, Greyhound)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Drive to Northwest Florida Beaches International Airport, fly to Chicago Midway International Airport, train
best- 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 27m$102–440Fly 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 6m$73–328Bus
- 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$185–295Taxi, bus, train
- Take the taxi from Pensacola to Mobiletaxi
- Take the bus from Mobile to Pascagoulabus
- Take the train from Pascagoula, MS to New Orleans, LA - Union Passenger Terminaltrain
- Take the train from New Orleans Union Passenger Terminal to Chicago Union Stationtrain
- Take the train from Van Buren St. to Gary Metro Centertrain Ssl
27h 16m$449–859Drive 878.2 mi
- Drive from Pensacola to Garycar 878.2 mi
14h 41m$161–232Fly Pensacola International Airport to Chicago Midway International Airport, train
- 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
8h 3m$78–358Bus 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 33m$176–532Drive 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
7h 6m$97–400Bus 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 59m$171–482Bus 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
27h 37m$195–345
Northwest Florida Beaches International Airport (ECP) to Chicago Midway International Airport (MDW) flights
Questions & Answers
The cheapest way to get from Pensacola to Gary is to fly and train which costs $70 - $330 and takes 7h 6m.
The fastest way to get from Pensacola to Gary is to drive and fly and train which takes 6h 27m and costs $100 - $440.
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 943 miles. The road distance is 883.4 miles.
The best way to get from Pensacola to Gary without a car is to bus which takes 25h 52m and costs $180 - $300.
It takes approximately 6h 27m 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 883 miles. It takes approximately 14h 41m to drive from Pensacola to Gary.
There are 120+ 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
- southwest.com
Flights from Northwest Florida Beaches International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 12m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $75–400
Flights from Northwest Florida Beaches International Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 3h 46m
- When
- Saturday, Tuesday, and Wednesday
- Estimated price
- $75–400
Flights from Northwest Florida Beaches International Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 4h 27m
- When
- Sunday, Saturday, Monday, Thursday, and Friday
- Estimated price
- $85–420
Flights from Pensacola International Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 4h 38m
- When
- Tuesday, Wednesday, Sunday, Monday, Thursday, and Friday
- Estimated price
- $70–360
Flights from Pensacola International Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 4h 22m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $65–340
Flights from Pensacola International Airport to Chicago Midway International Airport via Kansas City
- Ave. Duration
- 4h 41m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $85–410
Flights from Destin–Fort Walton Beach Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 4h 30m
- When
- Every day
- Estimated price
- $75–400
Flights from Destin–Fort Walton Beach Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 4h 50m
- When
- Monday, Thursday, Friday, and Saturday
- Estimated price
- $80–410
- Website
- delta.com
Flights from Northwest Florida Beaches International Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 4h 15m
- When
- Every day
- Estimated price
- $80–410
Flights from Pensacola International Airport to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 5h 9m
- When
- Every day
- Estimated price
- $60–320
Flights from Pensacola International Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 5h 43m
- When
- Every day
- Estimated price
- $70–360
Flights from Northwest Florida Beaches International Airport to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 5h
- When
- Every day
- Estimated price
- $70–360
- Website
- aa.com
Flights from Pensacola International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 51m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $60–310
Flights from Northwest Florida Beaches International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 56m
- When
- Monday to Friday
- Estimated price
- $70–360
Flights from Northwest Florida Beaches International Airport to Chicago O'Hare International Airport via Charlotte
- Ave. Duration
- 5h 22m
- When
- Every day
- Estimated price
- $80–400
Flights from Destin–Fort Walton Beach Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 41m
- When
- Monday, Tuesday, Thursday, and Friday
- Estimated price
- $70–350
- Website
- united.com
Flights from Pensacola International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 42m
- When
- Every day
- Estimated price
- $60–310
Flights from Northwest Florida Beaches International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 42m
- When
- Every day
- Estimated price
- $70–360
- Website
- allegiantair.com
Flights from Destin–Fort Walton Beach Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 21m
- When
- Friday
- Estimated price
- $75–400
- Phone
- +1 219-926-5744
- Website
- South Shore Line
Train from Van Buren St. to Gary Metro Center
- Ave. Duration
- 51 min
- Frequency
- Every 30 minutes
- Estimated price
- $7–9
- Schedules at
- South Shore Line
- Adults 14-64
- $7–9
Train from Van Buren St. to Gary Metro Center
- Ave. Duration
- 51 min
- Frequency
- Every 30 minutes
- Estimated price
- $7–9
- Schedules at
- South Shore Line
- Adults 14-64
- $7–9
Train from Van Buren St. to Gary Metro Center
- Ave. Duration
- 51 min
- Frequency
- Every 30 minutes
- Estimated price
- $7–9
- Schedules at
- South Shore Line
- Adults 14-64
- $7–9
Train from Van Buren St. to Gary Metro Center
- Ave. Duration
- 51 min
- Frequency
- Every 30 minutes
- Estimated price
- $7–9
- Schedules at
- South Shore Line
- Adults 14-64
- $7–9
Train from Van Buren St. to Gary Metro Center
- Ave. Duration
- 51 min
- Frequency
- Every 30 minutes
- Estimated price
- $7–9
- Schedules at
- South Shore Line
- Adults 14-64
- $7–9
Train from Van Buren St. to Gary Metro Center
- Ave. Duration
- 51 min
- Frequency
- Every 30 minutes
- Estimated price
- $7–9
- Schedules at
- South Shore Line
- Adults 14-64
- $7–9
Train from Van Buren St. to Gary Metro Center
- Ave. Duration
- 51 min
- Frequency
- Every 30 minutes
- Estimated price
- $7–9
- Schedules at
- South Shore Line
- Adults 14-64
- $7–9
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Pascagoula, MS to New Orleans, LA - Union Passenger Terminal
- Ave. Duration
- 2h 41m
- Frequency
- Twice daily
- Estimated price
- $27–60
- Website
- Amtrak
Train from New Orleans Union Passenger Terminal to Chicago Union Station
- Ave. Duration
- 19h 30m
- Frequency
- Once daily
- Estimated price
- $260–600
- 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 Pascagoula
- Ave. Duration
- 46 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 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
- $70–140
- Website
- Greyhound
Bus from Nashville Bus Station to Gary Bus Station
- Ave. Duration
- 10h 5m
- Frequency
- Once daily
- Estimated price
- $60–120
- Website
- Greyhound
Bus from Tallahassee to Atlanta Bus Station
- Ave. Duration
- 6h 50m
- Frequency
- Once daily
- Estimated price
- $40–80
- Website
- Greyhound
Bus from Atlanta Bus Station to Gary Bus Station
- Ave. Duration
- 15h 55m
- Frequency
- Once daily
- Estimated price
- $95–190
- 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
- Once daily
- Estimated price
- $40–65
- 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









