There are 5 ways to get from Chicago to Jackson by plane, bus (Greyhound, Flixbus), train (Amtrak), 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 from Chicago Midway International Airport
best- Fly from Chicago Midway International Airport (MDW) to Jackson/Vicksburg (JAN)plane MDW - JAN
6h 6m$128–525Fly from Chicago O'Hare International Airport
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Jackson/Vicksburg (JAN)plane ORD - JAN
6h 28m$98–385Bus
- Take the bus from Chicago Bus Station to Memphis Bus Stationbus Greyhound US0125
- Take the bus from Memphis Bus Station to Jacksonbus Greyhound US1173
14h 25m$102–242Train (Amtrak)
- Take the train from Chicago Union Station to Jacksontrain City of New Orleans
15h 7m$200–440Drive 739.2 mi
- Drive from Chicago to Jacksoncar 739.2 mi
11h 59m$135–195
Chicago to Jackson by bus
Questions & Answers
The cheapest way to get from Chicago to Jackson is to bus which costs $100 - $250 and takes 14h 25m.
The fastest way to get from Chicago to Jackson is to fly which takes 6h 6m and costs $120 - $550.
No, there is no direct bus from Chicago station to Jackson. However, there are services departing from Chicago Bus Station and arriving at Jackson via Memphis Bus Station. The journey, including transfers, takes approximately 14h 25m.
Yes, there is a direct train departing from Chicago Union Station station and arriving at Jackson. Services depart once daily, and operate every day. The journey takes approximately 15h 7m.
The distance between Chicago and Jackson is 691 miles. The road distance is 743.5 miles.
The best way to get from Chicago to Jackson without a car is to bus which takes 14h 25m and costs $100 - $250.
It takes approximately 6h 6m to get from Chicago to Jackson, including transfers.
Chicago to Jackson bus services, operated by Greyhound USA, depart from Chicago Bus Station.
Chicago to Jackson train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago to Jackson is to fly which takes 6h 6m and costs $120 - $550. Alternatively, you can bus, which costs $100 - $250 and takes 14h 25m, you could also train, which costs $200 - $440 and takes 15h 7m.
What companies run services between Chicago, IL, USA and Jackson, MS, USA?
Southwest Airlines and Delta fly from Chicago Midway International Airport (MDW) to Jackson/Vicksburg (JAN) 4 times a day. Alternatively, you can take a bus from Chicago Bus Station to Jackson via Memphis Bus Station in around 14h 25m.
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Jackson/Vicksburg via Dallas/Ft.Worth
- Ave. Duration
- 5h 35m
- When
- Every day
- Estimated price
- $80–410
Flights from Chicago O'Hare International Airport to Jackson/Vicksburg via Charlotte
- Ave. Duration
- 5h 41m
- When
- Every day
- Estimated price
- $80–400
Flights from Chicago O'Hare International Airport to Jackson/Vicksburg via Reagan Washington
- Ave. Duration
- 5h 43m
- When
- Friday
- Estimated price
- $95–460
- Website
- delta.com
Flights from Chicago Midway International Airport to Jackson/Vicksburg via Atlanta
- Ave. Duration
- 6h 2m
- When
- Every day
- Estimated price
- $100–550
Flights from Chicago O'Hare International Airport to Jackson/Vicksburg via Atlanta
- Ave. Duration
- 4h 52m
- When
- Every day
- Estimated price
- $70–360
- Website
- southwest.com
Flights from Chicago Midway International Airport to Jackson/Vicksburg via Houston Hobby Apt
- Ave. Duration
- 5h 25m
- When
- Monday, Thursday, and Friday
- Estimated price
- $120–650
Flights from Chicago Midway International Airport to Jackson/Vicksburg via Nashville
- Ave. Duration
- 5h 20m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $85–470
Flights from Chicago O'Hare International Airport to Jackson/Vicksburg via Nashville
- Ave. Duration
- 4h 40m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $55–330
- Website
- united.com
Flights from Chicago O'Hare International Airport to Jackson/Vicksburg via Houston
- Ave. Duration
- 5h 42m
- When
- Every day
- Estimated price
- $85–420
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
- $200–440
- 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 Chicago Bus Station to Memphis Bus Station
- Ave. Duration
- 9h 30m
- Frequency
- Once daily
- Estimated price
- $90–180
- Website
- https://www.greyhound.com/
Bus from Memphis Bus Station to Jackson
- Ave. Duration
- 3h 55m
- Frequency
- Once daily
- Estimated price
- $35–70
- Website
- https://www.greyhound.com/
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Chicago Bus Station to Memphis Bus Station
- Ave. Duration
- 11h
- Frequency
- 5 times a week
- Estimated price
- $65–120
- Schedules at
- flixbus.com
Want to know more about travelling around United States
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More Questions & Answers
Chicago to Jackson bus services, operated by Greyhound USA, arrive at Memphis Bus Station.
Chicago to Jackson train services, operated by Amtrak, arrive at Jackson station.
Yes, the driving distance between Chicago to Jackson is 744 miles. It takes approximately 11h 59m to drive from Chicago to Jackson.
Book your Chicago to Jackson train tickets online with Omio.
Book your Chicago to Jackson bus tickets online with Omio and FlixBus.
There are 307+ hotels available in Jackson.






