There are 9 ways to get from Chicago to Pontotoc by plane, car, bus (Greyhound, Flixbus), bus, train, or bus (Flixbus, Greyhound)
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 Birmingham–Shuttlesworth International Airport, drive
best- Fly from Chicago Midway International Airport (MDW) to Birmingham–Shuttlesworth International Airport (BHM)plane MDW - BHM
- Drive from Birmingham-Airport-BHM to Pontotoccar
6h 2m$170–900Fly Chicago O'Hare International Airport to Huntsville International Airport-Carl T Jones Field, drive
cheapest- 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 Pontotoccar
6h 29m$104–495Bus
- Take the bus from Chicago Bus Station to Memphis Bus Stationbus Greyhound US0125
- Take the bus from Memphis Bus Station to Tupelobus Greyhound US0610
12h 46m$157–238Drive 584.1 mi
- Drive from Chicago to Pontotoccar 584.1 mi
10h 53m$107–154Fly Chicago Midway International Airport to Tupelo Regional Airport
- Fly from Chicago Midway International Airport (MDW) to Tupelo Regional Airport (TUP)plane MDW - TUP
5h 34m$148–665Fly Chicago Midway International Airport to Memphis, bus
- Fly from Chicago Midway International Airport (MDW) to Memphis (MEM)plane MDW - MEM
- Take the bus from Memphis Bus Station to Tupelobus
7h 39m$220–957Fly Chicago O'Hare International Airport to Memphis, bus
- Fly from Chicago O'Hare International Airport (ORD) to Memphis (MEM)plane ORD - MEM
- Take the bus from Memphis Bus Station to Tupelobus
8h 10m$180–707Train, bus
- Take the train from Chicago Union Station to St. Louistrain
- Take the bus from St Louis Bus Station to Memphis Bus Stationbus
- Take the bus from Memphis Bus Station to Tupelobus
14h 27m$271–414Bus via Champaign
- Take the bus from Downtown Chicago to Illinois Terminalbus
- Take the bus from Champaign Intermodal Trans Ctr to Memphis Bus Stationbus
- Take the bus from Memphis Bus Station to Tupelobus
15h 26m$166–241
Chicago Midway International Airport (MDW) to Birmingham–Shuttlesworth International Airport (BHM) flights
Comparing Your Travel Options
The cheapest way to get from Chicago to Pontotoc is to drive which costs $100 - $160 and takes 10h 53m.
The fastest way to get from Chicago to Pontotoc is to fly which takes 5h 34m and costs $140 - $700.
No, there is no direct bus from Chicago station to Pontotoc. However, there are services departing from Chicago Bus Station and arriving at Tupelo via Memphis Bus Station. The journey, including transfers, takes approximately 12h 46m.
The distance between Chicago and Pontotoc is 739 miles. The road distance is 587.5 miles.
The best way to get from Chicago to Pontotoc without a car is to bus which takes 12h 46m and costs $150 - $240.
It takes approximately 6h 2m to get from Chicago to Pontotoc, including transfers.
Chicago to Pontotoc bus services, operated by Greyhound USA, depart from Chicago Bus Station.
The best way to get from Chicago to Pontotoc is to bus which takes 12h 46m and costs $150 - $240. Alternatively, you can fly, which costs $140 - $700 and takes 5h 34m.
Chicago to Pontotoc bus services, operated by Greyhound USA, arrive at Memphis Bus Station.
Yes, the driving distance between Chicago to Pontotoc is 588 miles. It takes approximately 10h 53m to drive from Chicago to Pontotoc.
What companies run services between Chicago, IL, USA and Pontotoc, MS, USA?
You can take a bus from Chicago Bus Station to Pontotoc via Memphis Bus Station and Tupelo in around 12h 46m. Alternatively, Southwest Airlines, Corporate Flight Management Inc, and Frontier Airlines fly from Chicago Midway International Airport (MDW) to Tupelo Regional Airport (TUP) twice daily.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Birmingham–Shuttlesworth International Airport
- Ave. Duration
- 1h 40m
- When
- Every day
- Estimated price
- $140–850
Flights from Chicago Midway International Airport to Birmingham–Shuttlesworth International Airport via Nashville
- Ave. Duration
- 4h 5m
- When
- Tuesday, Wednesday, and Sunday
- Estimated price
- $140–850
Flights from Chicago Midway International Airport to Memphis
- Ave. Duration
- 1h 36m
- When
- Every day
- Estimated price
- $140–850
- Website
- delta.com
Flights from Chicago Midway International Airport to Birmingham–Shuttlesworth International Airport via Atlanta
- Ave. Duration
- 3h 49m
- When
- Every day
- Estimated price
- $160–900
Flights from Chicago Midway International Airport to Birmingham–Shuttlesworth International Airport via Detroit
- Ave. Duration
- 4h 15m
- When
- Every day
- Estimated price
- $180–1,000
Flights from Chicago O'Hare International Airport to Huntsville International Airport-Carl T Jones Field via Atlanta
- Ave. Duration
- 4h 2m
- When
- Every day
- Estimated price
- $95–550
Flights from Chicago O'Hare International Airport to Memphis via Atlanta
- Ave. Duration
- 4h 38m
- When
- Every day
- Estimated price
- $140–750
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Huntsville International Airport-Carl T Jones Field
- Ave. Duration
- 1h 51m
- When
- Every day
- Estimated price
- $75–450
Flights from Chicago O'Hare International Airport to Memphis
- Ave. Duration
- 1h 59m
- When
- Every day
- Estimated price
- $100–600
- Website
- united.com
Flights from Chicago O'Hare International Airport to Huntsville International Airport-Carl T Jones Field
- Ave. Duration
- 1h 58m
- When
- Every day
- Estimated price
- $75–450
Flights from Chicago O'Hare International Airport to Memphis
- Ave. Duration
- 2h 1m
- When
- Every day
- Estimated price
- $100–600
- Website
- contouraviation.com
Flights from Chicago Midway International Airport to Tupelo Regional Airport via Nashville
- Ave. Duration
- 4h 47m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $100–600
Flights from Chicago Midway International Airport to Tupelo Regional Airport via Dallas/Ft.Worth
- Ave. Duration
- 5h 53m
- When
- Monday to Saturday
- Estimated price
- $200–700
Flights from Chicago Midway International Airport to Tupelo Regional Airport via St. Louis, Nashville
- Ave. Duration
- 6h 55m
- When
- Sunday
- Estimated price
- $110–650
- Website
- allegiantair.com
Flights from Chicago Midway International Airport to Memphis via Knoxville
- Ave. Duration
- 3h 34m
- When
- Friday
- Estimated price
- $180–1,000
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to St. Louis
- Ave. Duration
- 4h 46m
- Frequency
- 5 times a day
- Estimated price
- $150–240
- Website
- Amtrak
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- Greyhound
Bus from Chicago Bus Station to Memphis Bus Station
- Ave. Duration
- 9h 35m
- Frequency
- Once daily
- Estimated price
- $85–140
- Website
- Greyhound
Bus from Memphis Bus Station to Tupelo
- Ave. Duration
- 1h 45m
- Frequency
- Twice daily
- Estimated price
- $16–26
- Website
- Greyhound
Bus from Memphis Bus Station to Tupelo
- Ave. Duration
- 1h 45m
- Frequency
- Twice daily
- Estimated price
- $16–26
- Website
- Greyhound
Bus from Memphis Bus Station to Tupelo
- Ave. Duration
- 1h 45m
- Frequency
- Twice daily
- Estimated price
- $16–26
- Website
- Greyhound
Bus from St Louis Bus Station to Memphis Bus Station
- Ave. Duration
- 5h 30m
- Frequency
- Once daily
- Estimated price
- $45–75
- Website
- Greyhound
Bus from Memphis Bus Station to Tupelo
- Ave. Duration
- 1h 45m
- Frequency
- Twice daily
- Estimated price
- $16–26
- Website
- Greyhound
Bus from Memphis Bus Station to Tupelo
- Ave. Duration
- 1h 45m
- Frequency
- Twice daily
- Estimated price
- $16–26
- 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
- $80–130
- Schedules at
- Flixbus USA
Bus from St Louis Bus Station to Memphis Bus Station
- Ave. Duration
- 4h 45m
- Frequency
- 5 times a week
- Estimated price
- $40–70
- Schedules at
- Flixbus USA
Bus from Downtown Chicago to Illinois Terminal
- Ave. Duration
- 2h 30m
- Frequency
- Twice daily
- Estimated price
- $20–35
- Schedules at
- Flixbus USA
Bus from Champaign Intermodal Trans Ctr to Memphis Bus Station
- Ave. Duration
- 8h 25m
- Frequency
- 5 times a week
- Estimated price
- $70–110
- Schedules at
- Flixbus USA
- Phone
- +1 800-448-0572
- ticketsales@peoriacharter.com
- Website
- Peoria Charter
Bus from Downtown Chicago to Illinois Terminal
- Ave. Duration
- 2h 50m
- Frequency
- 3 times a day
- Estimated price
- $45–60
- Website
- Peoria Charter
- Schedules at
- Peoria Charter Schedules
- cash
- $60
- online
- $45
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Booking & Getting There
There are two+ hotels available in Pontotoc.










