There are 5 ways to get from Chicago to Pickens by plane, car, train, taxi, or bus
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, drive
best- Fly from Chicago Midway International Airport (MDW) to Jackson/Vicksburg (JAN)plane MDW - JAN
- Drive from Jackson/Vicksburg (JAN) to Pickenscar
6h 12m$106–509Fly from Chicago O'Hare International Airport, drive
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Jackson/Vicksburg (JAN)plane ORD - JAN
- Drive from Jackson/Vicksburg (JAN) to Pickenscar
7h 4m$102–449Train, taxi (Amtrak)
- Take the train from Chicago Union Station to Yazoo City Amtrak Stationtrain City of New Orleans
- Take the taxi from Yazoo City Amtrak Station to Pickenstaxi
15h 9m$339–588Bus, taxi
- Take the bus from Chicago Bus Station to Memphis Bus Stationbus
- Take the bus from Memphis to Yazoo Citybus
- Take the taxi from Yazoo City to Pickenstaxi
15h 55mDrive 694.8 mi
- Drive from Chicago to Pickenscar 694.8 mi
11h 17m$127–184
Chicago Midway International Airport (MDW) to Jackson/Vicksburg (JAN) flights
Questions & Answers
The cheapest way to get from Chicago to Pickens is to drive which costs $120 - $190 and takes 11h 17m.
The fastest way to get from Chicago to Pickens is to fly and drive which takes 6h 12m and costs $100 - $550.
The distance between Chicago and Pickens is 734 miles. The road distance is 698.9 miles.
The best way to get from Chicago to Pickens without a car is to train and taxi which takes 15h 9m and costs $330 - $600.
It takes approximately 6h 12m to get from Chicago to Pickens, including transfers.
Yes, the driving distance between Chicago to Pickens is 699 miles. It takes approximately 11h 17m to drive from Chicago to Pickens.
What companies run services between Chicago, IL, USA and Pickens, MS, USA?
There is no direct connection from Chicago to Pickens. However, you can take the subway to Midway, walk to Chicago-Midway-Airport-MDW airport, fly to Jackson/Vicksburg (JAN), then drive to Pickens. Alternatively, you can take the train to Yazoo City Amtrak Station then take the taxi to Pickens.
- Website
- delta.com
Flights from Chicago Midway International Airport to Jackson/Vicksburg via Atlanta
- Ave. Duration
- 5h 43m
- When
- Every day
- Estimated price
- $110–550
Flights from Chicago O'Hare International Airport to Jackson/Vicksburg via Atlanta
- Ave. Duration
- 4h 52m
- When
- Every day
- Estimated price
- $90–430
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Jackson/Vicksburg via Dallas/Ft.Worth
- Ave. Duration
- 5h 36m
- When
- Every day
- Estimated price
- $100–480
Flights from Chicago O'Hare International Airport to Jackson/Vicksburg via Charlotte
- Ave. Duration
- 5h 58m
- When
- Every day
- Estimated price
- $100–470
Flights from Chicago O'Hare International Airport to Jackson/Vicksburg via Reagan Washington
- Ave. Duration
- 8h 11m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $120–550
- Website
- southwest.com
Flights from Chicago Midway International Airport to Jackson/Vicksburg via Nashville
- Ave. Duration
- 4h 42m
- When
- Tuesday, Wednesday, and Saturday
- Estimated price
- $95–490
Flights from Chicago Midway International Airport to Jackson/Vicksburg via Houston Hobby Apt
- Ave. Duration
- 5h 28m
- When
- Tuesday to Friday
- Estimated price
- $140–650
Flights from Chicago Midway International Airport to Jackson/Vicksburg via Indianapolis, Nashville
- Ave. Duration
- 7h 50m
- When
- Monday, Thursday, and Friday
- Estimated price
- $95–490
- Website
- united.com
Flights from Chicago O'Hare International Airport to Jackson/Vicksburg via Houston
- Ave. Duration
- 6h 2m
- When
- Every day
- Estimated price
- $110–490
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Yazoo City Amtrak Station
- Ave. Duration
- 14h 26m
- Frequency
- Once daily
- Estimated price
- $220–460
- Website
- https://www.amtrak.com/home.html
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- greyhound.com
Bus from Chicago Bus Station to Memphis Bus Station
- Ave. Duration
- 9h 20m
- Frequency
- Once daily
- Estimated price
- $85–170
- Website
- https://www.greyhound.com/
- Website
- greyhound.com
Bus from Chicago Bus Station to Memphis Bus Station
- Ave. Duration
- 9h 30m
- Frequency
- Once daily
- Schedules at
- greyhound.com
- Website
- flixbus.com
Bus from Chicago Bus Station to Memphis Bus Station
- Ave. Duration
- 11h
- Frequency
- Once daily
- Schedules at
- flixbus.com
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from Chicago Bus Station to Memphis Bus Station
- Ave. Duration
- 11h
- Frequency
- Once daily
- Estimated price
- $85–150
- Schedules at
- flixbus.com
- Website
- example.com
Bus from Memphis to Yazoo City
- Ave. Duration
- 4h 55m
- Frequency
- Once daily
- Schedules at
- example.com
- Ave. Duration
- 41 min
- Estimated price
- $100–130
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