There are 10 ways to get from Chicago to Waynesboro by plane, car, bus, taxi, 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 Pensacola International Airport, drive
best- Fly from Chicago Midway International Airport (MDW) to Pensacola International Airport (PNS)plane MDW - PNS
- Drive from Pensacola-Airport-PNS to Waynesborocar
6h 35m$116–530Fly Chicago O'Hare International Airport to Pensacola International Airport, drive
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Pensacola International Airport (PNS)plane ORD - PNS
- Drive from Pensacola-Airport-PNS to Waynesborocar
6h 58m$80–330Bus, taxi
- Take the bus from Chicago Bus Station to Memphis Bus Stationbus
- Take the bus from Memphis Bus Station to Meridian Bus Stopbus
- Take the taxi from Meridian Bus Stop to Waynesborotaxi
15h 53m$262–384Train, bus, drive
- Take the train from Chicago Union Station to Jacksontrain
- Take the bus from Jackson to Hattiesburgbus
- Drive from Hattiesburg to Waynesborocar
19h 21m$437–671Drive 776.2 mi
- Drive from Chicago to Waynesborocar 776.2 mi
14h$133–192Fly 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 Waynesborocar
6h 42m$118–555Fly 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 Waynesborocar
7h 5m$82–355Fly Chicago O'Hare International Airport to Huntsville International Airport-Carl T Jones Field, drive
- Fly from Chicago O'Hare International Airport (ORD) to Huntsville International Airport-Carl T Jones Field (HSV)plane ORD - HSV
- Drive from Huntsville International Airport-Carl T Jones Field (HSV) to Waynesborocar
8h 15m$98–365Fly Chicago Midway International Airport to Louis Armstrong New Orleans International Airport, train, taxi
- Fly from Chicago Midway International Airport (MDW) to Louis Armstrong New Orleans International Airport (MSY)plane MDW - MSY
- Take the train from New Orleans Union Passenger Terminal to Laurel Stationtrain
- Take the taxi from Laurel Station to Waynesborotaxi
9h 51m$310–1,000Fly Chicago O'Hare International Airport to Louis Armstrong New Orleans International Airport, train, taxi
- Fly from Chicago O'Hare International Airport (ORD) to Louis Armstrong New Orleans International Airport (MSY)plane ORD - MSY
- Take the train from New Orleans Union Passenger Terminal to Laurel Stationtrain
- Take the taxi from Laurel Station to Waynesborotaxi
10h 16m$250–690
Chicago Midway International Airport (MDW) to Pensacola International Airport (PNS) flights
Comparing Your Travel Options
The cheapest way to get from Chicago to Waynesboro is to drive which costs $130 - $200 and takes 14h.
The fastest way to get from Chicago to Waynesboro is to fly and drive which takes 6h 35m and costs $110 - $550.
The distance between Chicago and Waynesboro is 937 miles. The road distance is 780.8 miles.
The best way to get from Chicago to Waynesboro without a car is to bus and taxi which takes 15h 53m and costs $260 - $390.
It takes approximately 6h 35m to get from Chicago to Waynesboro, including transfers.
Yes, the driving distance between Chicago to Waynesboro is 781 miles. It takes approximately 14h to drive from Chicago to Waynesboro.
What companies run services between Chicago, IL, USA and Waynesboro, MS, USA?
There is no direct connection from Chicago to Waynesboro. However, you can take the subway to Midway, walk to Chicago-Midway-Airport-MDW airport, fly to Pensacola International Airport (PNS), then drive to Waynesboro. Alternatively, you can take the bus to Memphis Bus Station, take the bus to Meridian Bus Stop, then take the taxi to Waynesboro.
- Website
- delta.com
Flights from Chicago Midway International Airport to Pensacola International Airport via Atlanta
- Ave. Duration
- 4h 36m
- When
- Every day
- Estimated price
- $95–500
Flights from Chicago Midway International Airport to Birmingham–Shuttlesworth International Airport via Atlanta
- Ave. Duration
- 3h 52m
- When
- Every day
- Estimated price
- $100–550
Flights from Chicago Midway International Airport to Birmingham–Shuttlesworth International Airport via Detroit
- Ave. Duration
- 4h 13m
- When
- Saturday
- Estimated price
- $110–600
Flights from Chicago O'Hare International Airport to Pensacola International Airport via Atlanta
- Ave. Duration
- 4h 35m
- When
- Every day
- Estimated price
- $55–300
Flights from Chicago O'Hare International Airport to Birmingham–Shuttlesworth International Airport via Atlanta
- Ave. Duration
- 4h 9m
- When
- Every day
- Estimated price
- $60–330
Flights from Chicago O'Hare International Airport to Huntsville International Airport-Carl T Jones Field via Atlanta
- Ave. Duration
- 4h 15m
- When
- Every day
- Estimated price
- $60–330
Flights from Chicago O'Hare International Airport to Louis Armstrong New Orleans International Airport via Atlanta
- Ave. Duration
- 5h 8m
- When
- Every day
- Estimated price
- $95–470
- Website
- southwest.com
Flights from Chicago Midway International Airport to Pensacola International Airport
- Ave. Duration
- 2h 15m
- When
- Monday to Friday
- Estimated price
- $90–490
Flights from Chicago Midway International Airport to Pensacola International Airport via Nashville
- Ave. Duration
- 4h 32m
- When
- Saturday, Monday, Tuesday, Wednesday, and Thursday
- Estimated price
- $90–490
Flights from Chicago Midway International Airport to Pensacola International Airport via St. Louis
- Ave. Duration
- 4h 30m
- When
- Saturday
- Estimated price
- $95–500
Flights from Chicago Midway International Airport to Birmingham–Shuttlesworth International Airport
- Ave. Duration
- 1h 48m
- When
- Every day
- Estimated price
- $85–500
Flights from Chicago Midway International Airport to Birmingham–Shuttlesworth International Airport via Nashville
- Ave. Duration
- 3h 41m
- When
- Every day
- Estimated price
- $85–500
Flights from Chicago Midway International Airport to Louis Armstrong New Orleans International Airport
- Ave. Duration
- 2h 21m
- When
- Every day
- Estimated price
- $140–750
Flights from Chicago Midway International Airport to Louis Armstrong New Orleans International Airport via St. Louis
- Ave. Duration
- 4h
- When
- Saturday
- Estimated price
- $140–750
Flights from Chicago Midway International Airport to Louis Armstrong New Orleans International Airport via Kansas City
- Ave. Duration
- 4h 52m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $160–850
Flights from Chicago Midway International Airport to Louis Armstrong New Orleans International Airport via Nashville
- Ave. Duration
- 5h 8m
- When
- Every day
- Estimated price
- $140–750
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Pensacola International Airport
- Ave. Duration
- 2h 31m
- When
- Every day
- Estimated price
- $55–290
Flights from Chicago O'Hare International Airport to Pensacola International Airport via Charlotte
- Ave. Duration
- 5h 9m
- When
- Every day
- Estimated price
- $65–330
Flights from Chicago O'Hare International Airport to Birmingham–Shuttlesworth International Airport
- Ave. Duration
- 2h
- When
- Every day
- Estimated price
- $50–300
Flights from Chicago O'Hare International Airport to Birmingham–Shuttlesworth International Airport via Charlotte
- Ave. Duration
- 4h 54m
- When
- Monday, Tuesday, Wednesday, and Saturday
- Estimated price
- $70–360
Flights from Chicago O'Hare International Airport to Huntsville International Airport-Carl T Jones Field
- Ave. Duration
- 1h 49m
- When
- Every day
- Estimated price
- $50–290
Flights from Chicago O'Hare International Airport to Louis Armstrong New Orleans International Airport
- Ave. Duration
- 2h 34m
- When
- Every day
- Estimated price
- $80–440
- Website
- united.com
Flights from Chicago O'Hare International Airport to Pensacola International Airport
- Ave. Duration
- 2h 28m
- When
- Every day
- Estimated price
- $55–290
Flights from Chicago O'Hare International Airport to Birmingham–Shuttlesworth International Airport
- Ave. Duration
- 1h 58m
- When
- Every day
- Estimated price
- $50–300
Flights from Chicago O'Hare International Airport to Huntsville International Airport-Carl T Jones Field
- Ave. Duration
- 1h 59m
- When
- Every day
- Estimated price
- $50–290
Flights from Chicago O'Hare International Airport to Louis Armstrong New Orleans International Airport
- Ave. Duration
- 2h 34m
- When
- Every day
- Estimated price
- $80–440
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Jackson
- Ave. Duration
- 15h 35m
- Frequency
- Once daily
- Estimated price
- $410–650
- Website
- Amtrak
Train from New Orleans Union Passenger Terminal to Laurel Station
- Ave. Duration
- 2h 58m
- Frequency
- Once daily
- Estimated price
- $80–130
- Website
- Amtrak
Train from New Orleans Union Passenger Terminal to Laurel Station
- Ave. Duration
- 2h 58m
- Frequency
- Once daily
- Estimated price
- $80–130
- Website
- Amtrak
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Chicago Bus Station to Memphis Bus Station
- Ave. Duration
- 9h 35m
- Frequency
- Once daily
- Estimated price
- $95–150
- Website
- Greyhound
Bus from Jackson to Hattiesburg
- Ave. Duration
- 1h 40m
- Frequency
- Once daily
- Estimated price
- $15–24
- Website
- Greyhound
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Chicago Bus Station to Memphis Bus Station
- Ave. Duration
- 11h
- Frequency
- 5 times a week
- Estimated price
- $85–130
- Schedules at
- Flixbus USA
Bus from Memphis Bus Station to Meridian Bus Stop
- Ave. Duration
- 4h 20m
- Frequency
- 5 times a week
- Estimated price
- $35–60
- Schedules at
- Flixbus USA
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