There are 10 ways to get from Chicago to Mary Esther by plane, bus, taxi, train, or car
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 Destin–Fort Walton Beach Airport
best- Fly from Chicago Midway International Airport (MDW) to Destin–Fort Walton Beach Airport (VPS)plane MDW - VPS
4h 5m$132–545Fly Chicago O'Hare International Airport to Northwest Florida Beaches International Airport, drive
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Northwest Florida Beaches International Airport (ECP)plane ORD - ECP
- Drive from Northwest Florida Beaches International Airport (ECP) to Mary Esthercar
5h 44m$94–422Bus, taxi via LaGrange
- Take the bus from Chicago Bus Station to Atlanta Bus Stationbus
- Take the bus from Atlanta Bus Station to La Grange Bus Stationbus
- Take the bus from La Grange Bus Station to Mobilebus
- Take the bus from Loxley to Crestviewbus
- Take the taxi from Crestview to Mary Esthertaxi
24h 4m$306–476Train, bus, taxi
- Take the train from Chicago Union Station to New Orleans Union Passenger Terminaltrain
- Take the train from New Orleans Union Passenger Terminal to Mobile Amtrak Statrain
- Take the bus from Mobile to Pensacolabus
- Take the taxi from Pensacola to Mary Esthertaxi
26h 24m$469–875Drive 876.4 mi
- Drive from Chicago to Mary Esthercar 876.4 mi
16h 10m$160–231Fly Chicago O'Hare International Airport to Destin–Fort Walton Beach Airport
- Fly from Chicago O'Hare International Airport (ORD) to Destin–Fort Walton Beach Airport (VPS)plane ORD - VPS
4h 31m$112–445Fly Chicago O'Hare International Airport to Pensacola International Airport, taxi
- Fly from Chicago O'Hare International Airport (ORD) to Pensacola International Airport (PNS)plane ORD - PNS
- Take the taxi from Pensacola-Airport-PNS to Mary Esthertaxi
5h 11m$172–495Fly Chicago Midway International Airport to Northwest Florida Beaches International Airport, drive
- Fly from Chicago Midway International Airport (MDW) to Northwest Florida Beaches International Airport (ECP)plane MDW - ECP
- Drive from Northwest Florida Beaches International Airport (ECP) to Mary Esthercar
5h 7m$114–572Fly Chicago Midway International Airport to Pensacola International Airport, taxi
- Fly from Chicago Midway International Airport (MDW) to Pensacola International Airport (PNS)plane MDW - PNS
- Take the taxi from Pensacola-Airport-PNS to Mary Esthertaxi
6h 32m$192–595Bus, taxi
- Take the bus from Chicago Train Station to Atlanta Bus Stationbus
- Take the bus from Atlanta Bus Station to Mobile Bus Stationbus
- Take the bus from Mobile to Crestviewbus
- Take the taxi from Crestview to Mary Esthertaxi
27h 51m$355–495
Chicago Midway International Airport (MDW) to Destin–Fort Walton Beach Airport (VPS) flights
Questions & Answers
The cheapest way to get from Chicago to Mary Esther is to drive which costs $160 - $240 and takes 16h 10m.
The fastest way to get from Chicago to Mary Esther is to fly which takes 4h 5m and costs $130 - $550.
The distance between Chicago and Mary Esther is 810 miles. The road distance is 881.5 miles.
The best way to get from Chicago to Mary Esther without a car is to bus and taxi via LaGrange which takes 24h 4m and costs $300 - $480.
It takes approximately 4h 5m to get from Chicago to Mary Esther, including transfers.
Yes, the driving distance between Chicago to Mary Esther is 881 miles. It takes approximately 16h 10m to drive from Chicago to Mary Esther.
There are 4868+ hotels available in Mary Esther.
What companies run services between Chicago, IL, USA and Mary Esther, FL, USA?
Allegiant Air and Southwest Airlines fly from Chicago Midway International Airport (MDW) to Destin–Fort Walton Beach Airport (VPS) twice daily.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Destin–Fort Walton Beach Airport via Nashville
- Ave. Duration
- 4h 5m
- When
- Monday, Thursday, Friday, Tuesday, Wednesday, and Sunday
- Estimated price
- $100–500
Flights from Chicago Midway International Airport to Destin–Fort Walton Beach Airport via St. Louis
- Ave. Duration
- 3h 50m
- When
- Sunday
- Estimated price
- $110–550
Flights from Chicago Midway International Airport to Northwest Florida Beaches International Airport
- Ave. Duration
- 2h 6m
- When
- Saturday, Monday, Thursday, Friday, and Sunday
- Estimated price
- $100–550
Flights from Chicago Midway International Airport to Northwest Florida Beaches International Airport via Nashville
- Ave. Duration
- 4h 20m
- When
- Monday, Thursday, Friday, Sunday, Tuesday, and Wednesday
- Estimated price
- $100–550
Flights from Chicago Midway International Airport to Northwest Florida Beaches International Airport via St. Louis
- Ave. Duration
- 4h 10m
- When
- Saturday
- Estimated price
- $110–550
Flights from Chicago Midway International Airport to Pensacola International Airport via Nashville
- Ave. Duration
- 5h 16m
- When
- Tuesday, Wednesday, Sunday, Monday, Thursday, and Friday
- Estimated price
- $90–460
Flights from Chicago Midway International Airport to Pensacola International Airport via St. Louis
- Ave. Duration
- 7h 5m
- When
- Sunday, Tuesday, Wednesday, and Saturday
- Estimated price
- $95–470
Flights from Chicago Midway International Airport to Pensacola International Airport via Kansas City
- Ave. Duration
- 6h 35m
- When
- Monday, Thursday, and Friday
- Estimated price
- $120–550
- Website
- delta.com
Flights from Chicago O'Hare International Airport to Pensacola International Airport via Atlanta
- Ave. Duration
- 5h 9m
- When
- Every day
- Estimated price
- $75–370
Flights from Chicago Midway International Airport to Northwest Florida Beaches International Airport via Atlanta
- Ave. Duration
- 4h 32m
- When
- Every day
- Estimated price
- $100–550
Flights from Chicago Midway International Airport to Pensacola International Airport via Atlanta
- Ave. Duration
- 4h 20m
- When
- Every day
- Estimated price
- $95–470
Flights from Chicago O'Hare International Airport to Northwest Florida Beaches International Airport via Atlanta
- Ave. Duration
- 4h 30m
- When
- Every day
- Estimated price
- $80–410
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Destin–Fort Walton Beach Airport
- Ave. Duration
- 2h 28m
- When
- Every day
- Estimated price
- $80–400
Flights from Chicago O'Hare International Airport to Pensacola International Airport
- Ave. Duration
- 2h 24m
- When
- Every day
- Estimated price
- $70–360
Flights from Chicago O'Hare International Airport to Northwest Florida Beaches International Airport
- Ave. Duration
- 2h 31m
- When
- Every day
- Estimated price
- $80–400
Flights from Chicago O'Hare International Airport to Northwest Florida Beaches International Airport via Charlotte
- Ave. Duration
- 5h 19m
- When
- Every day
- Estimated price
- $95–450
- Website
- united.com
Flights from Chicago O'Hare International Airport to Pensacola International Airport
- Ave. Duration
- 2h 29m
- When
- Every day
- Estimated price
- $70–360
Flights from Chicago O'Hare International Airport to Northwest Florida Beaches International Airport
- Ave. Duration
- 2h 33m
- When
- Every day
- Estimated price
- $80–400
- Website
- allegiantair.com
Flights from Chicago Midway International Airport to Destin–Fort Walton Beach Airport
- Ave. Duration
- 2h 14m
- When
- Monday and Friday
- Estimated price
- $100–500
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to New Orleans Union Passenger Terminal
- Ave. Duration
- 19h 42m
- Frequency
- Once daily
- Estimated price
- $300–650
- Website
- https://www.amtrak.com/home.html
Train from New Orleans Union Passenger Terminal to Mobile Amtrak Sta
- Ave. Duration
- 2h 43m
- Frequency
- Twice daily
- Estimated price
- $30–90
- Website
- https://www.amtrak.com/home.html
- Phone
- +1-858-800-8898
- Website
- jeffersonlines.com
Bus from Chicago Bus Station to Atlanta Bus Station
- Ave. Duration
- 14h 25m
- Frequency
- Every 4 hours
- Estimated price
- $160–230
- Book at
- https://www.jeffersonlines.com
- Adult
- $160–230
Bus from Chicago Train Station to Atlanta Bus Station
- Ave. Duration
- 16h 15m
- Frequency
- Once daily
- Estimated price
- $160–220
- Book at
- https://www.jeffersonlines.com
- Adult
- $160–220
Bus from Atlanta Bus Station to Mobile Bus Station
- Ave. Duration
- 5h 45m
- Frequency
- 5 times a day
- Estimated price
- $80–120
- Book at
- https://www.jeffersonlines.com
- Adult
- $80–120
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- greyhound.com
Bus from Chicago Bus Station to Atlanta Bus Station
- Ave. Duration
- 16h 5m
- Frequency
- 4 times a day
- Estimated price
- $110–230
- Website
- https://www.greyhound.com/
Bus from Atlanta Bus Station to La Grange Bus Station
- Ave. Duration
- 1h 5m
- Frequency
- Once daily
- Estimated price
- $10–20
- Website
- https://www.greyhound.com/
Bus from Chicago Train Station to Atlanta Bus Station
- Ave. Duration
- 16h 5m
- Frequency
- Twice daily
- Estimated price
- $110–220
- Website
- https://www.greyhound.com/
Bus from Atlanta Bus Station to Mobile Bus Station
- Ave. Duration
- 5h 45m
- Frequency
- 5 times a day
- Estimated price
- $50–110
- Website
- https://www.greyhound.com/
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from Chicago Bus Station to Atlanta Bus Station
- Ave. Duration
- 14h 25m
- Frequency
- Twice daily
- Estimated price
- $110–190
- Schedules at
- flixbus.com
- Phone
- +1 800-923-1799
- [email protected]
- Website
- omnibusexpress.com
Bus from La Grange Bus Station to Mobile
- Ave. Duration
- 3h 32m
- Frequency
- Once daily
- Estimated price
- $65–85
- Schedules at
- omnibusexpress.com
Bus from Loxley to Crestview
- Ave. Duration
- 1h 24m
- Frequency
- Once daily
- Estimated price
- $45–60
- Schedules at
- omnibusexpress.com
Bus from Mobile to Pensacola
- Ave. Duration
- 56 min
- Frequency
- Once daily
- Estimated price
- $40–55
- Schedules at
- omnibusexpress.com
Bus from Mobile to Crestview
- Ave. Duration
- 1h 43m
- Frequency
- Once daily
- Estimated price
- $45–65
- Schedules at
- omnibusexpress.com
- Ave. Duration
- 50 min
- Estimated price
- $70–130
Able Shuttle and Taxi
- Phone
- +1 850-607-0209
Choice Taxi
- Phone
- +1 850-529-1806
- Website
- mychoicetaxi.com
Able Shuttle and Taxi
- Phone
- +1 850-607-0209
Choice Taxi
- Phone
- +1 850-529-1806
- Website
- mychoicetaxi.com
Able Shuttle and Taxi
- Phone
- +1 850-607-0209
Choice Taxi
- Phone
- +1 850-529-1806
- Website
- mychoicetaxi.com
Want to know more about travelling around United States
Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.
Related travel guides
Travelling to the US: What do I need to know?
Read the travel guide
Need to know: Greyhound
Read the travel guide
Why you should take the train in the US
Read the travel guide











