There are 8 ways to get from Chicago to South by plane, taxi, train, bus, 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 Chicago Midway International Airport to Gulfport-Biloxi Regional Airport, taxi
best- Fly from Chicago Midway International Airport (MDW) to Gulfport-Biloxi Regional Airport (GPT)plane MDW - GPT
- Take the taxi from Gulfport-Biloxi Regional Airport (GPT) to Southtaxi
6h 30m$242–845Fly Chicago Midway International Airport to Mobile Regional Airport, drive
cheapest- Fly from Chicago Midway International Airport (MDW) to Mobile Regional Airport (MOB)plane MDW - MOB
- Drive from Mobile-Airport-MOB to Southcar
7h 20m$112–577Train, bus, taxi
- Take the train from Chicago Union Station to Jacksontrain
- Take the bus from Jackson to Hattiesburgbus
- Take the taxi from Hattiesburg to Southtaxi
18h 15m$295–569Bus, taxi
- Take the bus from Chicago Bus Station to St Louis Bus Stationbus
- Take the bus from St Louis Bus Station to Hattiesburgbus
- Take the taxi from Hattiesburg to Southtaxi
21h 58m$207–351Drive 848.3 mi
- Drive from Chicago to Southcar 848.3 mi
13h 58m$155–224Fly Chicago O'Hare International Airport to Gulfport-Biloxi Regional Airport, taxi
- Fly from Chicago O'Hare International Airport (ORD) to Gulfport-Biloxi Regional Airport (GPT)plane ORD - GPT
- Take the taxi from Gulfport-Biloxi Regional Airport (GPT) to Southtaxi
6h 58m$202–635Fly Chicago Midway International Airport to Birmingham–Shuttlesworth International Airport, drive
- Fly from Chicago Midway International Airport (MDW) to Birmingham–Shuttlesworth International Airport (BHM)plane MDW - BHM
- Drive from Birmingham-Airport-BHM to Southcar
7h 31m$188–925Fly Chicago O'Hare International Airport to Birmingham–Shuttlesworth International Airport, drive
- Fly from Chicago O'Hare International Airport (ORD) to Birmingham–Shuttlesworth International Airport (BHM)plane ORD - BHM
- Drive from Birmingham-Airport-BHM to Southcar
8h 8m$142–675
Chicago Midway International Airport (MDW) to Gulfport-Biloxi Regional Airport (GPT) flights
Questions & Answers
The cheapest way to get from Chicago to South is to drive which costs $150 - $230 and takes 13h 58m.
The fastest way to get from Chicago to South is to fly and taxi which takes 6h 30m and costs $240 - $850.
The distance between Chicago and South is 850 miles. The road distance is 853.2 miles.
The best way to get from Chicago to South without a car is to train and bus and taxi which takes 18h 15m and costs $290 - $600.
It takes approximately 6h 30m to get from Chicago to South, including transfers.
Yes, the driving distance between Chicago to South is 853 miles. It takes approximately 13h 58m to drive from Chicago to South.
There are 13+ hotels available in South.
What companies run services between Chicago, IL, USA and South, MS, USA?
There is no direct connection from Chicago to South. However, you can take the subway to Midway, walk to Chicago-Midway-Airport-MDW airport, fly to Gulfport-Biloxi Regional Airport (GPT), then take the taxi to South. Alternatively, you can take the train to Jackson, walk to Jackson, take the bus to Hattiesburg, then take the taxi to South.
- Website
- delta.com
Flights from Chicago Midway International Airport to Gulfport-Biloxi Regional Airport via Atlanta
- Ave. Duration
- 5h 27m
- When
- Every day
- Estimated price
- $130–700
Flights from Chicago O'Hare International Airport to Gulfport-Biloxi Regional Airport via Atlanta
- Ave. Duration
- 5h 16m
- When
- Every day
- Estimated price
- $90–490
Flights from Chicago Midway International Airport to Mobile Regional Airport via Atlanta
- Ave. Duration
- 5h 24m
- When
- Every day
- Estimated price
- $95–550
Flights from Chicago Midway International Airport to Birmingham–Shuttlesworth International Airport via Atlanta
- Ave. Duration
- 4h 8m
- When
- Every day
- Estimated price
- $160–900
Flights from Chicago O'Hare International Airport to Birmingham–Shuttlesworth International Airport via Atlanta
- Ave. Duration
- 4h 33m
- When
- Every day
- Estimated price
- $110–650
Flights from Chicago O'Hare International Airport to Birmingham–Shuttlesworth International Airport via Detroit
- Ave. Duration
- 4h 18m
- When
- Every day
- Estimated price
- $120–700
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Gulfport-Biloxi Regional Airport via Dallas/Ft.Worth
- Ave. Duration
- 6h 6m
- When
- Every day
- Estimated price
- $110–600
Flights from Chicago O'Hare International Airport to Gulfport-Biloxi Regional Airport via Charlotte
- Ave. Duration
- 6h 23m
- When
- Every day
- Estimated price
- $100–550
Flights from Chicago O'Hare International Airport to Birmingham–Shuttlesworth International Airport
- Ave. Duration
- 2h 2m
- When
- Every day
- Estimated price
- $95–600
Flights from Chicago O'Hare International Airport to Birmingham–Shuttlesworth International Airport via Charlotte
- Ave. Duration
- 4h 48m
- When
- Every day
- Estimated price
- $130–700
- Website
- united.com
Flights from Chicago O'Hare International Airport to Gulfport-Biloxi Regional Airport via Houston
- Ave. Duration
- 5h 45m
- When
- Every day
- Estimated price
- $110–600
Flights from Chicago O'Hare International Airport to Birmingham–Shuttlesworth International Airport
- Ave. Duration
- 2h 4m
- When
- Every day
- Estimated price
- $95–600
- Website
- southwest.com
Flights from Chicago Midway International Airport to Birmingham–Shuttlesworth International Airport
- Ave. Duration
- 1h 41m
- When
- Every day
- Estimated price
- $140–850
Flights from Chicago Midway International Airport to Birmingham–Shuttlesworth International Airport via Nashville
- Ave. Duration
- 3h 50m
- When
- Sunday
- Estimated price
- $140–850
Flights from Chicago O'Hare International Airport to Birmingham–Shuttlesworth International Airport via Nashville
- Ave. Duration
- 4h 45m
- When
- Sunday
- Estimated price
- $95–600
- Website
- flybreeze.com
Flights from Chicago Midway International Airport to Gulfport-Biloxi Regional Airport via Orlando
- Ave. Duration
- 5h 55m
- When
- Thursday
- Estimated price
- $190–900
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Jackson
- Ave. Duration
- 15h 7m
- Frequency
- Once daily
- Estimated price
- $210–460
- Website
- https://www.amtrak.com/home.html
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Jackson to Hattiesburg
- Ave. Duration
- 1h 40m
- Frequency
- Once daily
- Estimated price
- $15–29
- Website
- https://www.greyhound.com/
Bus from St Louis Bus Station to Hattiesburg
- Ave. Duration
- 14h 20m
- Frequency
- Once daily
- Estimated price
- $100–200
- Website
- https://www.greyhound.com/
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Chicago Bus Station to St Louis Bus Station
- Ave. Duration
- 6h 10m
- Frequency
- 3 times a day
- Estimated price
- $40–75
- Schedules at
- flixbus.com
- Ave. Duration
- 39 min
- Estimated price
- $65–140
Gulf Coast Yellow Cab
- Phone
- +1-228-385-7777
Gulf Coast Yellow Cab
- Phone
- +1-228-385-7777
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