There are 7 ways to get from Chicago to Indianola by plane, car, train, or taxi
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 O'Hare International Airport to Bill And Hillary Clinton National Airport, drive
best- Fly from Chicago O'Hare International Airport (ORD) to Bill And Hillary Clinton National Airport (LIT)plane ORD - LIT
- Drive from Bill And Hillary Clinton National Airport (LIT) to Indianolacar
6h 48m$82–360Train, taxi (Amtrak)
- Take the train from Chicago Union Station to Greenwood Amtrak Stationtrain City of New Orleans
- Take the taxi from Greenwood Amtrak Station to Indianolataxi
14h 1m$478–700Drive 667.5 mi
- Drive from Chicago to Indianolacar 667.5 mi
11h 18m$122–176Fly Chicago Midway International Airport to Jackson/Vicksburg, train, taxi
- Fly from Chicago Midway International Airport (MDW) to Jackson/Vicksburg (JAN)plane MDW - JAN
- Take the train from Jackson to Greenwood Amtrak Stationtrain
- Take the taxi from Greenwood Amtrak Station to Indianolataxi
9h 5m$308–840Fly 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 Indianolacar
7h 56m$228–1,175Fly Chicago Midway International Airport to Greenville International Airport, taxi
- Fly from Chicago Midway International Airport (MDW) to Greenville International Airport (GLH)plane MDW - GLH
- Take the taxi from Greenville International Airport (GLH) to Indianolataxi
7h 11m$212–735Fly Chicago O'Hare International Airport to Greenville International Airport, taxi
- Fly from Chicago O'Hare International Airport (ORD) to Greenville International Airport (GLH)plane ORD - GLH
- Take the taxi from Greenville International Airport (GLH) to Indianolataxi
7h 25m$178–505
Chicago O'Hare International Airport (ORD) to Bill And Hillary Clinton National Airport (LIT) flights
Comparing Your Travel Options
The cheapest way to get from Chicago to Indianola is to drive which costs $120 - $180 and takes 11h 18m.
The fastest way to get from Chicago to Indianola is to fly and drive which takes 6h 48m and costs $80 - $360.
The distance between Chicago and Indianola is 744 miles. The road distance is 671.4 miles.
The best way to get from Chicago to Indianola without a car is to train and taxi which takes 14h 1m and costs $470 - $700.
It takes approximately 6h 48m to get from Chicago to Indianola, including transfers.
Yes, the driving distance between Chicago to Indianola is 671 miles. It takes approximately 11h 18m to drive from Chicago to Indianola.
There are three+ hotels available in Indianola.
What companies run services between Chicago, IL, USA and Indianola, MS, USA?
There is no direct connection from Chicago to Indianola. However, you can take the subway to O'Hare, walk to Chicago O'Hare International Airport (ORD) airport, fly to Bill And Hillary Clinton National Airport (LIT), then drive to Indianola. Alternatively, you can take the train to Greenwood Amtrak Station then take the taxi to Indianola.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Jackson/Vicksburg via Nashville
- Ave. Duration
- 4h 23m
- When
- Every day
- Estimated price
- $95–550
Flights from Chicago Midway International Airport to Jackson/Vicksburg via Houston Hobby Apt
- Ave. Duration
- 6h 5m
- When
- Monday, Thursday, Friday, Sunday, and Saturday
- Estimated price
- $130–650
Flights from Chicago Midway International Airport to Birmingham–Shuttlesworth International Airport
- Ave. Duration
- 1h 43m
- When
- Every day
- Estimated price
- $180–1,100
Flights from Chicago Midway International Airport to Birmingham–Shuttlesworth International Airport via Nashville
- Ave. Duration
- 4h 1m
- When
- Every day
- Estimated price
- $180–1,100
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Bill And Hillary Clinton National Airport
- Ave. Duration
- 2h 3m
- When
- Every day
- Estimated price
- $50–310
Flights from Chicago O'Hare International Airport to Bill And Hillary Clinton National Airport via Dallas/Ft.Worth
- Ave. Duration
- 4h 53m
- When
- Every day
- Estimated price
- $80–390
- Website
- delta.com
Flights from Chicago O'Hare International Airport to Bill And Hillary Clinton National Airport via Atlanta
- Ave. Duration
- 4h 42m
- When
- Every day
- Estimated price
- $75–390
Flights from Chicago Midway International Airport to Jackson/Vicksburg via Atlanta
- Ave. Duration
- 5h 16m
- When
- Every day
- Estimated price
- $110–600
Flights from Chicago Midway International Airport to Birmingham–Shuttlesworth International Airport via Atlanta
- Ave. Duration
- 3h 48m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $200–1,200
Flights from Chicago Midway International Airport to Birmingham–Shuttlesworth International Airport via Detroit
- Ave. Duration
- 4h 15m
- When
- Every day
- Estimated price
- $230–1,200
- Website
- keylimeair.com
Flights from Chicago Midway International Airport to Greenville International Airport via Atlanta
- Ave. Duration
- 4h 47m
- When
- Monday, Wednesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $110–600
Flights from Chicago Midway International Airport to Greenville International Airport via Nashville, Atlanta
- Ave. Duration
- 7h 10m
- When
- Saturday
- Estimated price
- $110–600
Flights from Chicago Midway International Airport to Greenville International Airport via St. Louis, Atlanta
- Ave. Duration
- 9h 50m
- When
- Monday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $120–600
Flights from Chicago O'Hare International Airport to Greenville International Airport via Atlanta
- Ave. Duration
- 4h 50m
- When
- Saturday
- Estimated price
- $75–370
Flights from Chicago O'Hare International Airport to Greenville International Airport via Dallas/Ft.Worth
- Ave. Duration
- 5h 20m
- When
- Monday, Tuesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $80–400
- Website
- united.com
Flights from Chicago O'Hare International Airport to Bill And Hillary Clinton National Airport
- Ave. Duration
- 2h 2m
- When
- Every day
- Estimated price
- $50–310
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Greenwood Amtrak Station
- Ave. Duration
- 13h 25m
- Frequency
- Once daily
- Estimated price
- $350–550
- Website
- Amtrak
Train from Jackson to Greenwood Amtrak Station
- Ave. Duration
- 1h 53m
- Frequency
- Once daily
- Estimated price
- $50–85
- Website
- Amtrak
- Ave. Duration
- 43 min
- Estimated price
- $100–150
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