There are 9 ways to get from Fort Walton Beach to Chicago by plane, taxi, bus, 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 Destin–Fort Walton Beach Airport to Chicago Midway International Airport
best- Fly from Destin–Fort Walton Beach Airport (VPS) to Chicago Midway International Airport (MDW)plane VPS - MDW
3h 13m$103–435Drive to Northwest Florida Beaches International Airport, fly to Chicago O'Hare International Airport
cheapest- Drive from Fort Walton Beach 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
4h 52m$73–341Taxi, bus
- Take the taxi from Fort Walton Beach to Crestviewtaxi
- Take the bus from Crestview to Tallahasseebus
- Take the bus from Tallahassee to Nashville Bus Stationbus
- Take the bus from Nashville Bus Station to Chicago Bus Stationbus
25h 35m$269–401Drive 873.6 mi
- Drive from Fort Walton Beach to Chicagocar 873.6 mi
16h 6m$160–231Fly Destin–Fort Walton Beach Airport to Chicago O'Hare International Airport
- Fly from Destin–Fort Walton Beach Airport (VPS) to Chicago O'Hare International Airport (ORD)plane VPS - ORD
3h 38m$88–355Taxi to Pensacola International Airport, fly to Chicago Midway International Airport
- Take the taxi from Fort Walton Beach to Pensacola-Airport-PNStaxi
- Fly from Pensacola International Airport (PNS) to Chicago Midway International Airport (MDW)plane PNS - MDW
4h 8m$178–496Taxi to Pensacola International Airport, fly to Chicago O'Hare International Airport
- Take the taxi from Fort Walton Beach to Pensacola-Airport-PNStaxi
- Fly from Pensacola International Airport (PNS) to Chicago O'Hare International Airport (ORD)plane PNS - ORD
4h 36m$163–426Drive to Northwest Florida Beaches International Airport, fly to Chicago Midway International Airport
- Drive from Fort Walton Beach 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
4h 26m$88–421Taxi, bus via Atlanta
- Take the taxi from Fort Walton Beach to Crestviewtaxi
- Take the bus from Crestview to Tallahasseebus
- Take the bus from Tallahassee to Atlanta Bus Stationbus
- Take the bus from Atlanta Bus Station to Chicago Bus Stationbus
27h 30m$259–416
Destin–Fort Walton Beach Airport (VPS) to Chicago Midway International Airport (MDW) flights
Comparing Your Travel Options
The cheapest way to get from Fort Walton Beach to Chicago is to drive which costs $150 - $230 and takes 16h 6m.
The fastest way to get from Fort Walton Beach to Chicago is to fly which takes 3h 13m and costs $100 - $440.
The distance between Fort Walton Beach and Chicago is 807 miles. The road distance is 878.7 miles.
The best way to get from Fort Walton Beach to Chicago without a car is to taxi and bus which takes 25h 35m and costs $260 - $410.
It takes approximately 3h 13m to get from Fort Walton Beach to Chicago, including transfers.
Yes, the driving distance between Fort Walton Beach to Chicago is 879 miles. It takes approximately 16h 6m to drive from Fort Walton Beach to Chicago.
There are 1309+ hotels available in Chicago.
What companies run services between Fort Walton Beach, FL, USA and Chicago, IL, USA?
Allegiant Air, Southwest Airlines, and Delta fly from Destin–Fort Walton Beach Airport (VPS) to Chicago Midway International Airport (MDW) 5 times a day.
- Website
- delta.com
Flights from Destin–Fort Walton Beach Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 4h 47m
- When
- Every day
- Estimated price
- $75–410
Flights from Destin–Fort Walton Beach Airport to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 5h 22m
- When
- Every day
- Estimated price
- $60–330
Flights from Pensacola International Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 4h 26m
- When
- Every day
- Estimated price
- $70–370
Flights from Pensacola International Airport to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 5h 28m
- When
- Every day
- Estimated price
- $55–300
Flights from Northwest Florida Beaches International Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 4h 13m
- When
- Every day
- Estimated price
- $75–410
Flights from Northwest Florida Beaches International Airport to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 5h 33m
- When
- Every day
- Estimated price
- $60–330
- Website
- southwest.com
Flights from Destin–Fort Walton Beach Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 3h 55m
- When
- Saturday
- Estimated price
- $80–410
Flights from Destin–Fort Walton Beach Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 4h 52m
- When
- Monday, Thursday, Friday, Tuesday, Wednesday, and Sunday
- Estimated price
- $75–400
Flights from Pensacola International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 20m
- When
- Monday to Friday
- Estimated price
- $65–360
Flights from Pensacola International Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 4h 58m
- When
- Saturday, Tuesday, and Wednesday
- Estimated price
- $65–360
Flights from Pensacola International Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 4h 35m
- When
- Monday to Wednesday
- Estimated price
- $70–370
Flights from Pensacola International Airport to Chicago Midway International Airport via Kansas City
- Ave. Duration
- 5h 5m
- When
- Tuesday and Wednesday
- Estimated price
- $85–420
Flights from Northwest Florida Beaches International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 20m
- When
- Monday to Friday
- Estimated price
- $75–400
Flights from Northwest Florida Beaches International Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 4h 33m
- When
- Wednesday, Sunday, Tuesday, and Saturday
- Estimated price
- $75–400
- Website
- aa.com
Flights from Destin–Fort Walton Beach Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 38m
- When
- Saturday
- Estimated price
- $60–320
Flights from Pensacola International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 50m
- When
- Every day
- Estimated price
- $50–290
Flights from Pensacola International Airport to Chicago O'Hare International Airport via Charlotte
- Ave. Duration
- 5h 29m
- When
- Every day
- Estimated price
- $65–330
Flights from Northwest Florida Beaches International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 40m
- When
- Every day
- Estimated price
- $60–320
Flights from Northwest Florida Beaches International Airport to Chicago O'Hare International Airport via Charlotte
- Ave. Duration
- 5h 8m
- When
- Every day
- Estimated price
- $70–360
- Website
- united.com
Flights from Pensacola International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 42m
- When
- Every day
- Estimated price
- $50–290
Flights from Northwest Florida Beaches International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 43m
- When
- Every day
- Estimated price
- $60–320
- Website
- allegiantair.com
Flights from Destin–Fort Walton Beach Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 18m
- When
- Monday and Friday
- Estimated price
- $75–400
- Phone
- +1 800-923-1799
- [email protected]
- Website
- Omnibus Express
Bus from Crestview to Tallahassee
- Ave. Duration
- 2h 25m
- Frequency
- Once daily
- Estimated price
- $50–70
- Schedules at
- Omnibus Express
Bus from Crestview to Tallahassee
- Ave. Duration
- 2h 25m
- Frequency
- Once daily
- Estimated price
- $50–70
- Schedules at
- Omnibus Express
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Tallahassee to Nashville Bus Station
- Ave. Duration
- 10h 10m
- Frequency
- Once daily
- Estimated price
- $80–130
- Website
- Greyhound
Bus from Nashville Bus Station to Chicago Bus Station
- Ave. Duration
- 10h
- Frequency
- 4 times a day
- Estimated price
- $75–120
- Website
- Greyhound
Bus from Tallahassee to Atlanta Bus Station
- Ave. Duration
- 6h 50m
- Frequency
- Once daily
- Estimated price
- $45–75
- Website
- Greyhound
Bus from Atlanta Bus Station to Chicago Bus Station
- Ave. Duration
- 16h
- Frequency
- 4 times a day
- Estimated price
- $110–190
- Website
- Greyhound
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Nashville Bus Station to Chicago Bus Station
- Ave. Duration
- 11h 25m
- Frequency
- Twice daily
- Estimated price
- $70–110
- Schedules at
- Flixbus USA
Bus from Tallahassee to Atlanta Bus Station
- Ave. Duration
- 6h 5m
- Frequency
- Once daily
- Estimated price
- $40–65
- Schedules at
- Flixbus USA
Bus from Atlanta Bus Station to Chicago Bus Station
- Ave. Duration
- 16h 10m
- Frequency
- Twice daily
- Estimated price
- $100–170
- Schedules at
- Flixbus USA
- Ave. Duration
- 50 min
- Estimated price
- $65–140
Quickie Taxi
- Phone
- +1 850-716-6545
- Website
- quickietaxi.com
Quickie Taxi
- Phone
- +1 850-716-6545
- Website
- quickietaxi.com
Quickie Taxi
- Phone
- +1 850-716-6545
- Website
- quickietaxi.com
Quickie Taxi
- Phone
- +1 850-716-6545
- Website
- quickietaxi.com
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