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 7m$218–1,145Fly 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 27m$76–345Bus
- 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$165–251Drive 584.1 mi
- Drive from Chicago to Pontotoccar 584.1 mi
10h 53m$100–145Fly 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 44m$242–1,059Fly 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 6m$182–709Fly Chicago Midway International Airport to Tupelo Regional Airport
- Fly from Chicago Midway International Airport (MDW) to Tupelo Regional Airport (TUP)plane MDW - TUP
6h 9m$158–715Train, 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$278–421Bus via Champaign
- Take the bus from Chicago Bus Station to Champaign Intermodal Trans Ctrbus
- Take the bus from Champaign Intermodal Trans Ctr to Memphis Bus Stationbus
- Take the bus from Memphis Bus Station to Tupelobus
15h 6m$198–283
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 - $150 and takes 10h 53m.
The fastest way to get from Chicago to Pontotoc is to fly and drive which takes 6h 7m and costs $210 - $1,200.
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 $160 - $260.
It takes approximately 6h 7m 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 $160 - $260. Alternatively, you can fly, which costs $150 - $750 and takes 6h 9m.
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
- delta.com
Flights from Chicago Midway International Airport to Birmingham–Shuttlesworth International Airport via Atlanta
- Ave. Duration
- 3h 50m
- When
- Every day
- Estimated price
- $210–1,200
Flights from Chicago Midway International Airport to Birmingham–Shuttlesworth International Airport via Detroit
- Ave. Duration
- 4h 15m
- When
- Every day
- Estimated price
- $240–1,300
Flights from Chicago O'Hare International Airport to Huntsville International Airport-Carl T Jones Field via Atlanta
- Ave. Duration
- 4h 27m
- When
- Every day
- Estimated price
- $60–330
Flights from Chicago Midway International Airport to Memphis via Atlanta
- Ave. Duration
- 4h 13m
- When
- Monday, Tuesday, Wednesday, Thursday, Sunday, and Friday
- Estimated price
- $230–1,200
Flights from Chicago O'Hare International Airport to Memphis via Atlanta
- Ave. Duration
- 4h 26m
- When
- Every day
- Estimated price
- $140–750
Flights from Chicago O'Hare International Airport to Memphis via Minneapolis
- Ave. Duration
- 4h 34m
- When
- Every day
- Estimated price
- $150–750
- Website
- southwest.com
Flights from Chicago Midway International Airport to Birmingham–Shuttlesworth International Airport
- Ave. Duration
- 1h 48m
- When
- Every day
- Estimated price
- $190–1,100
Flights from Chicago Midway International Airport to Birmingham–Shuttlesworth International Airport via Nashville
- Ave. Duration
- 3h 41m
- When
- Every day
- Estimated price
- $190–1,100
Flights from Chicago Midway International Airport to Memphis
- Ave. Duration
- 1h 45m
- When
- Every day
- Estimated price
- $160–950
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Huntsville International Airport-Carl T Jones Field
- Ave. Duration
- 1h 49m
- When
- Every day
- Estimated price
- $50–300
Flights from Chicago O'Hare International Airport to Memphis
- Ave. Duration
- 1h 57m
- 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 59m
- When
- Every day
- Estimated price
- $50–300
Flights from Chicago O'Hare International Airport to Memphis
- Ave. Duration
- 2h 3m
- When
- Every day
- Estimated price
- $100–600
- Website
- contouraviation.com
Flights from Chicago Midway International Airport to Tupelo Regional Airport via Nashville
- Ave. Duration
- 5h 46m
- When
- Every day
- Estimated price
- $110–650
Flights from Chicago Midway International Airport to Tupelo Regional Airport via Dallas/Ft.Worth
- Ave. Duration
- 6h 45m
- When
- Monday to Saturday
- Estimated price
- $220–700
Flights from Chicago Midway International Airport to Tupelo Regional Airport via Milwaukee, Nashville
- Ave. Duration
- 8h 35m
- When
- Sunday
- Estimated price
- $120–700
Rome2Rio's guide to Amtrak
Contact 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 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
- Twice daily
- Estimated price
- $100–150
- Website
- Greyhound
Bus from Memphis Bus Station to Tupelo
- Ave. Duration
- 1h 45m
- Frequency
- 4 times a day
- Estimated price
- $18–28
- Website
- Greyhound
Bus from Memphis Bus Station to Tupelo
- Ave. Duration
- 1h 45m
- Frequency
- 4 times a day
- Estimated price
- $18–28
- Website
- Greyhound
Bus from Memphis Bus Station to Tupelo
- Ave. Duration
- 1h 45m
- Frequency
- 4 times a day
- Estimated price
- $18–28
- Website
- Greyhound
Bus from St Louis Bus Station to Memphis Bus Station
- Ave. Duration
- 5h 30m
- Frequency
- Twice daily
- Estimated price
- $50–80
- Website
- Greyhound
Bus from Memphis Bus Station to Tupelo
- Ave. Duration
- 1h 45m
- Frequency
- 4 times a day
- Estimated price
- $18–28
- Website
- Greyhound
Bus from Memphis Bus Station to Tupelo
- Ave. Duration
- 1h 45m
- Frequency
- 4 times a day
- Estimated price
- $18–28
- Website
- Greyhound
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Chicago Bus Station to Memphis Bus Station
- Ave. Duration
- 11h
- Frequency
- Once daily
- Estimated price
- $85–130
- Schedules at
- Flixbus USA
Bus from St Louis Bus Station to Memphis Bus Station
- Ave. Duration
- 4h 45m
- Frequency
- Once daily
- Estimated price
- $45–70
- Schedules at
- Flixbus USA
Bus from Chicago Bus Station to Champaign Intermodal Trans Ctr
- Ave. Duration
- 2h 30m
- Frequency
- 4 times a day
- Estimated price
- $21–35
- Schedules at
- Flixbus USA
Bus from Champaign Intermodal Trans Ctr to Memphis Bus Station
- Ave. Duration
- 8h 25m
- Frequency
- Once daily
- Estimated price
- $75–120
- Schedules at
- Flixbus USA
- Phone
- +1 800-448-0572
- ticketsales@peoriacharter.com
- Website
- Peoria Charter
Bus from Chicago Bus Station to Champaign Intermodal Trans Ctr
- 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.










