There are 5 ways to get from Gulfport to Chicago by plane, train (Amtrak), bus (Greyhound, Flixbus), or car
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly to Chicago Midway International Airport
best- Fly from Gulfport-Biloxi Regional Airport (GPT) to Chicago Midway International Airport (MDW)plane GPT - MDW
5h 15m$118–523Fly to Chicago O'Hare International Airport
cheapest- Fly from Gulfport-Biloxi Regional Airport (GPT) to Chicago O'Hare International Airport (ORD)plane GPT - ORD
5h 19m$103–453Train (Amtrak)
- Take the train from Gulfport, MS to New Orleans, LA - Union Passenger Terminaltrain Mobile / ...
- Take the train from New Orleans Union Passenger Terminal to Chicago Union Stationtrain City of New Orleans
22h 18m$268–589Bus
- Take the bus from Gulfport to La Grange Bus Stationbus
- Take the bus from La Grange Bus Station to Atlanta Bus Stationbus
- Take the bus from Atlanta Bus Station to Chicago Bus Stationbus
24h 22m$186–344Drive 894.9 mi
- Drive from Gulfport to Chicagocar 894.9 mi
14h 50m$164–236
Gulfport-Biloxi Regional Airport (GPT) to Chicago Midway International Airport (MDW) flights
Questions & Answers
The cheapest way to get from Gulfport to Chicago is to drive which costs $160 - $240 and takes 14h 50m.
The fastest way to get from Gulfport to Chicago is to fly which takes 5h 15m and costs $110 - $550.
No, there is no direct bus from Gulfport to Chicago station. However, there are services departing from Gulfport and arriving at Chicago Bus Station via La Grange Bus Station and Atlanta Bus Station. The journey, including transfers, takes approximately 24h 22m.
No, there is no direct train from Gulfport to Chicago station. However, there are services departing from Gulfport, MS and arriving at Chicago Union Station via New Orleans Union Passenger Terminal. The journey, including transfers, takes approximately 22h 18m.
The distance between Gulfport and Chicago is 810 miles. The road distance is 900.1 miles.
The best way to get from Gulfport to Chicago without a car is to train which takes 22h 18m and costs $260 - $600.
It takes approximately 5h 15m to get from Gulfport to Chicago, including transfers.
Gulfport to Chicago bus services, operated by Omnibus Express, depart from Gulfport station.
Gulfport to Chicago train services, operated by Amtrak, depart from Gulfport, MS station.
The best way to get from Gulfport to Chicago is to fly which takes 5h 15m and costs $110 - $550. Alternatively, you can train, which costs $260 - $600 and takes 22h 18m, you could also bus, which costs $180 - $350 and takes 24h 22m.
What companies run services between Gulfport, MS, USA and Chicago, IL, USA?
Delta, Sun Country Airlines, and three other airlines fly from Gulfport-Biloxi Regional Airport (GPT) to Chicago Midway International Airport (MDW) 4 times a day. Alternatively, you can take a train from Gulfport, MS to Chicago Union Station via New Orleans Union Passenger Terminal in around 22h 18m.
- Website
- delta.com
Flights from Gulfport-Biloxi Regional Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 5h 8m
- When
- Every day
- Estimated price
- $100–500
Flights from Gulfport-Biloxi Regional Airport to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 5h 25m
- When
- Every day
- Estimated price
- $85–430
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
- $17–40
- Website
- Amtrak
Train from New Orleans Union Passenger Terminal to Chicago Union Station
- Ave. Duration
- 19h 30m
- Frequency
- Once daily
- Estimated price
- $250–550
- Website
- Amtrak
- Phone
- +1 800-923-1799
- [email protected]
- Website
- Omnibus Express
Bus from Gulfport to La Grange Bus Station
- Ave. Duration
- 5h 17m
- Frequency
- Once daily
- Estimated price
- $75–95
- Schedules at
- Omnibus Express
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
Why you should take the train in the US
Read the travel guide
Need to know: Greyhound
Read the travel guide
More Questions & Answers
Gulfport to Chicago bus services, operated by Omnibus Express, arrive at La Grange Bus Station.
Gulfport to Chicago train services, operated by Amtrak, arrive at New Orleans, LA - Union Passenger Terminal station.
Yes, the driving distance between Gulfport to Chicago is 900 miles. It takes approximately 14h 50m to drive from Gulfport to Chicago.
Book your Gulfport to Chicago train tickets online with Omio.
There are 1308+ hotels available in Chicago.