There are 10 ways to get from Jay to Chicago by taxi, plane, bus (Greyhound, Amtrak), bus, train, car, or bus (Greyhound, Flixbus)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Taxi to Pensacola International Airport, fly to Chicago Midway International Airport
best- Take the taxi from Jay to Pensacola-Airport-PNStaxi
- Fly from Pensacola International Airport (PNS) to Chicago Midway International Airport (MDW)plane PNS - MDW
4h 2m$178–559Drive to Northwest Florida Beaches International Airport, fly to Chicago O'Hare International Airport
cheapest- Drive from Jay to Northwest Florida Beaches International Airport (ECP)car
- Fly from Northwest Florida Beaches International Airport (ECP) to Chicago O'Hare International Airport (ORD)plane ECP - ORD
5h 43m$82–354Bus
- Take the bus from Atmore to Montgomery Intermodal Centerbus
- Take the bus from Montgomery Intermodal Center to Indianapolis Union Stationbus
- Take the bus from Indianapolis Union Station to Chicago Union Stationbus
22h 5m$222–331Bus, train
- Take the bus from Atmore to Mobile Bus Stationbus
- Take the bus from Mobile Bus Station to New Orleans Bus Stationbus
- Take the train from New Orleans Union Passenger Terminal to Chicago Union Stationtrain
25h 35m$592–926Drive 827.6 mi
- Drive from Jay to Chicagocar 827.6 mi
15h 14m$147–212Taxi to Pensacola International Airport, fly to Chicago O'Hare International Airport
- Take the taxi from Jay to Pensacola-Airport-PNStaxi
- Fly from Pensacola International Airport (PNS) to Chicago O'Hare International Airport (ORD)plane PNS - ORD
4h 30m$158–439Taxi to Destin–Fort Walton Beach Airport, fly to Chicago Midway International Airport
- Take the taxi from Jay to Destin–Fort Walton Beach Airport (VPS)taxi
- Fly from Destin–Fort Walton Beach Airport (VPS) to Chicago Midway International Airport (MDW)plane VPS - MDW
4h 16m$231–621Taxi to Destin–Fort Walton Beach Airport, fly to Chicago O'Hare International Airport
- Take the taxi from Jay to Destin–Fort Walton Beach Airport (VPS)taxi
- Fly from Destin–Fort Walton Beach Airport (VPS) to Chicago O'Hare International Airport (ORD)plane VPS - ORD
4h 44m$211–501Drive to Northwest Florida Beaches International Airport, fly to Chicago Midway International Airport
- Drive from Jay to Northwest Florida Beaches International Airport (ECP)car
- Fly from Northwest Florida Beaches International Airport (ECP) to Chicago Midway International Airport (MDW)plane ECP - MDW
5h 18m$102–474Bus via Atlanta
- Take the bus from Atmore to Atlanta Bus Stationbus
- Take the bus from Atlanta Bus Station to Bloomingtonbus
- Take the bus from Bloomington to Chicago Bus Stationbus
26h 55m$255–391
Pensacola International Airport (PNS) to Chicago Midway International Airport (MDW) flights
Comparing Your Travel Options
The cheapest way to get from Jay to Chicago is to drive which costs $140 - $220 and takes 15h 14m.
The fastest way to get from Jay to Chicago is to taxi and fly which takes 4h 2m and costs $170 - $600.
No, there is no direct bus from Jay to Chicago station. However, there are services departing from Atmore and arriving at Chicago Union Station via Montgomery Intermodal Center and Indianapolis Union Station. The journey, including transfers, takes approximately 22h 5m.
The distance between Jay and Chicago is 836 miles. The road distance is 832.4 miles.
The best way to get from Jay to Chicago without a car is to bus which takes 22h 5m and costs $220 - $340.
It takes approximately 4h 2m to get from Jay to Chicago, including transfers.
Jay to Chicago bus services, operated by Greyhound USA, depart from Atmore station.
Jay to Chicago bus services, operated by Greyhound USA, arrive at Montgomery Intermodal Center station.
Yes, the driving distance between Jay to Chicago is 832 miles. It takes approximately 15h 14m to drive from Jay to Chicago.
There are 1304+ hotels available in Chicago.
What companies run services between Jay, FL, USA and Chicago, IL, USA?
You can take a vehicle from Jay to Chicago Union Station via Atmore, Montgomery Intermodal Center, and Indianapolis Union Station in around 22h 5m.
- Website
- delta.com
Flights from Pensacola International Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 4h 26m
- When
- Every day
- Estimated price
- $85–460
Flights from Pensacola International Airport to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 5h 11m
- When
- Every day
- Estimated price
- $65–330
Flights from Destin–Fort Walton Beach Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 4h 48m
- When
- Every day
- Estimated price
- $85–450
Flights from Destin–Fort Walton Beach Airport to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 5h 27m
- When
- Every day
- Estimated price
- $60–330
Flights from Northwest Florida Beaches International Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 4h 13m
- When
- Every day
- Estimated price
- $85–450
Flights from Northwest Florida Beaches International Airport to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 5h 9m
- When
- Every day
- Estimated price
- $60–330
- Website
- southwest.com
Flights from Pensacola International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 20m
- When
- Monday to Friday
- Estimated price
- $80–440
Flights from Pensacola International Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 3h 50m
- When
- Saturday
- Estimated price
- $85–450
Flights from Pensacola International Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 5h 4m
- When
- Every day
- Estimated price
- $80–440
Flights from Pensacola International Airport to Chicago Midway International Airport via Kansas City
- Ave. Duration
- 5h 10m
- When
- Monday to Friday
- Estimated price
- $100–550
Flights from Destin–Fort Walton Beach Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 20m
- When
- Saturday
- Estimated price
- $80–440
Flights from Destin–Fort Walton Beach Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 5h 25m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $80–440
Flights from Northwest Florida Beaches International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 20m
- When
- Monday to Friday
- Estimated price
- $80–440
Flights from Northwest Florida Beaches International Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 4h 30m
- When
- Friday, Monday, Thursday, Sunday, Tuesday, and Wednesday
- Estimated price
- $80–440
Flights from Northwest Florida Beaches International Airport to Chicago Midway International Airport via Pittsburgh
- Ave. Duration
- 5h 35m
- When
- Saturday
- Estimated price
- $100–550
- Website
- aa.com
Flights from Pensacola International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 52m
- When
- Every day
- Estimated price
- $60–320
Flights from Pensacola International Airport to Chicago O'Hare International Airport via Charlotte
- Ave. Duration
- 5h 24m
- When
- Every day
- Estimated price
- $75–360
Flights from Destin–Fort Walton Beach Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 44m
- When
- Every day
- Estimated price
- $60–320
Flights from Northwest Florida Beaches International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 50m
- When
- Every day
- Estimated price
- $60–320
- Website
- united.com
Flights from Pensacola International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 42m
- When
- Every day
- Estimated price
- $60–320
Flights from Northwest Florida Beaches International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 39m
- When
- Saturday
- Estimated price
- $60–320
- Website
- allegiantair.com
Flights from Destin–Fort Walton Beach Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 18m
- When
- Friday and Monday
- Estimated price
- $80–440
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from New Orleans Union Passenger Terminal to Chicago Union Station
- Ave. Duration
- 19h 30m
- Frequency
- Once daily
- Estimated price
- $500–800
- Website
- Amtrak
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Atmore to Montgomery Intermodal Center
- Ave. Duration
- 1h 55m
- Frequency
- Once daily
- Estimated price
- $22–35
- Website
- Greyhound
Bus from Montgomery Intermodal Center to Indianapolis Union Station
- Ave. Duration
- 13h 55m
- Frequency
- Once daily
- Estimated price
- $110–170
- Website
- Greyhound
Bus from Indianapolis Union Station to Chicago Union Station
- Ave. Duration
- 3h 40m
- Frequency
- Twice daily
- Estimated price
- $30–55
- Website
- Greyhound
Bus from Atmore to Mobile Bus Station
- Ave. Duration
- 50 min
- Frequency
- Once daily
- Estimated price
- $10–15
- Website
- Greyhound
Bus from Mobile Bus Station to New Orleans Bus Station
- Ave. Duration
- 2h 40m
- Frequency
- 3 times a day
- Estimated price
- $26–40
- Website
- Greyhound
Bus from Atmore to Atlanta Bus Station
- Ave. Duration
- 9h 5m
- Frequency
- Once daily
- Estimated price
- $80–130
- Website
- Greyhound
Rome2Rio's guide to Amtrak Thruway
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Bus from Indianapolis Union Station to Chicago Union Station
- Ave. Duration
- 3h 40m
- Frequency
- Twice daily
- Estimated price
- $35–50
- Website
- Amtrak
- Adult
- $35–50
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Mobile Bus Station to New Orleans Bus Station
- Ave. Duration
- 2h 25m
- Frequency
- 6 times a week
- Estimated price
- $22–35
- Schedules at
- Flixbus USA
Bus from Atlanta Bus Station to Bloomington
- Ave. Duration
- 10h 10m
- Frequency
- Twice daily
- Estimated price
- $80–130
- Schedules at
- Flixbus USA
Bus from Bloomington to Chicago Bus Station
- Ave. Duration
- 5h 5m
- Frequency
- Twice daily
- Estimated price
- $35–60
- Schedules at
- Flixbus USA
- Ave. Duration
- 1h 8m
- Estimated price
- $95–180
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