There are 6 ways to get from Chicago to Greenwood by plane, car, train (Amtrak), bus, or train
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 Greenville International Airport, drive
best- Fly from Chicago Midway International Airport (MDW) to Greenville International Airport (GLH)plane MDW - GLH
- Drive from Greenville International Airport (GLH) to Greenwoodcar
7h 18m$162–570Fly Chicago O'Hare International Airport to Greenville International Airport, drive
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Greenville International Airport (GLH)plane ORD - GLH
- Drive from Greenville International Airport (GLH) to Greenwoodcar
8h 38m$102–450Train (Amtrak)
- Take the train from Chicago Union Station to Greenwood Amtrak Stationtrain City of New Orleans
13h 25m$200–430Drive 658.2 mi
- Drive from Chicago to Greenwoodcar 658.2 mi
10h 58m$121–174Fly Chicago Midway International Airport to Memphis, bus, train
- Fly from Chicago Midway International Airport (MDW) to Memphis (MEM)plane MDW - MEM
- Take the bus from Memphis Bus Station to Jacksonbus
- Take the train from Jackson to Greenwood Amtrak Stationtrain
12h 15m$184–886Fly Chicago O'Hare International Airport to Memphis, bus, train
- Fly from Chicago O'Hare International Airport (ORD) to Memphis (MEM)plane ORD - MEM
- Take the bus from Memphis Bus Station to Jacksonbus
- Take the train from Jackson to Greenwood Amtrak Stationtrain
12h 41m$164–736
Chicago to Greenwood by train (Amtrak)
Questions & Answers
The cheapest way to get from Chicago to Greenwood is to drive which costs $120 - $180 and takes 10h 58m.
The fastest way to get from Chicago to Greenwood is to fly and drive which takes 7h 18m and costs $160 - $600.
Yes, there is a direct train departing from Chicago Union Station station and arriving at Greenwood Amtrak Station station. Services depart once daily, and operate every day. The journey takes approximately 13h 25m.
The distance between Chicago and Greenwood is 671 miles. The road distance is 662.1 miles.
The best way to get from Chicago to Greenwood without a car is to train which takes 13h 25m and costs $200 - $430.
It takes approximately 7h 18m to get from Chicago to Greenwood, including transfers.
Chicago to Greenwood train services, operated by Amtrak, depart from Chicago Union Station.
Chicago to Greenwood train services, operated by Amtrak, arrive at Greenwood Amtrak Station.
Yes, the driving distance between Chicago to Greenwood is 662 miles. It takes approximately 10h 58m to drive from Chicago to Greenwood.
Book your Chicago to Greenwood train tickets online with Omio.
What companies run services between Chicago, IL, USA and Greenwood, Leflore County, MS, USA?
Amtrak operates a train from Chicago Union Station to Greenwood Amtrak Station once daily. Tickets cost $200–430 and the journey takes 13h 25m.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Memphis
- Ave. Duration
- 1h 37m
- When
- Every day
- Estimated price
- $120–750
Flights from Chicago Midway International Airport to Memphis via Nashville
- Ave. Duration
- 3h 45m
- When
- Monday, Thursday, and Friday
- Estimated price
- $140–800
- Website
- keylimeair.com
Flights from Chicago Midway International Airport to Greenville International Airport via Atlanta
- Ave. Duration
- 4h 21m
- When
- Monday, Wednesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $150–550
Flights from Chicago Midway International Airport to Greenville International Airport via Indianapolis, Atlanta
- Ave. Duration
- 6h 5m
- When
- Sunday
- Estimated price
- $110–550
Flights from Chicago Midway International Airport to Greenville International Airport via Nashville, Atlanta
- Ave. Duration
- 8h 40m
- When
- Wednesday
- Estimated price
- $110–550
Flights from Chicago O'Hare International Airport to Greenville International Airport via Atlanta
- Ave. Duration
- 5h 30m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $90–430
Flights from Chicago O'Hare International Airport to Greenville International Airport via Dallas/Ft.Worth
- Ave. Duration
- 5h 45m
- When
- Monday, Tuesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $100–470
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Memphis
- Ave. Duration
- 1h 53m
- When
- Every day
- Estimated price
- $100–600
- Website
- united.com
Flights from Chicago O'Hare International Airport to Memphis
- Ave. Duration
- 2h 3m
- When
- Every day
- Estimated price
- $100–600
- Website
- delta.com
Flights from Chicago O'Hare International Airport to Memphis via Atlanta
- Ave. Duration
- 4h 13m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $150–750
Flights from Chicago O'Hare International Airport to Memphis via Detroit
- Ave. Duration
- 4h 30m
- When
- Saturday
- Estimated price
- $140–700
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
- $200–430
- Website
- Amtrak
Train from Jackson to Greenwood Amtrak Station
- Ave. Duration
- 1h 53m
- Frequency
- Once daily
- Estimated price
- $30–65
- Website
- Amtrak
Train from Jackson to Greenwood Amtrak Station
- Ave. Duration
- 1h 53m
- Frequency
- Once daily
- Estimated price
- $30–65
- Website
- Amtrak
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Memphis Bus Station to Jackson
- Ave. Duration
- 3h 55m
- Frequency
- Twice daily
- Estimated price
- $30–65
- Website
- Greyhound
Bus from Memphis Bus Station to Jackson
- Ave. Duration
- 3h 55m
- Frequency
- Twice daily
- Estimated price
- $30–65
- Website
- Greyhound
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