There are 10 ways to get from DeFuniak Springs to Chicago by taxi, plane, bus, car, or train
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 Destin–Fort Walton Beach Airport, fly to Chicago Midway International Airport
best- Take the taxi from DeFuniak Springs 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
3h 49m$172–542Drive to Pensacola International Airport, fly to Chicago O'Hare International Airport
cheapest- Drive from DeFuniak Springs to Pensacola-Airport-PNScar
- Fly from Pensacola International Airport (PNS) to Chicago O'Hare International Airport (ORD)plane PNS - ORD
4h 50m$70–334Taxi, bus
- Take the taxi from DeFuniak Springs 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$281–424Bus, drive, taxi, train
- Take the bus from DeFuniak Springs Courthouse to S. Walton Annexbus
- Drive from S. Walton Annex to Palafox Street North Of Cervantes Streetcar
- Take the taxi from ECAT Transfer Station to Mobile, ALtaxi
- Take the train from Mobile, AL to New Orleans, LA - Union Passenger Terminaltrain
- Take the train from New Orleans Union Passenger Terminal to Chicago Union Stationtrain
29h 47m$674–1,110Drive 837.4 mi
- Drive from DeFuniak Springs to Chicagocar 837.4 mi
16h 1m$153–221Taxi to Northwest Florida Beaches International Airport, fly to Chicago Midway International Airport
- Take the taxi from DeFuniak Springs to Northwest Florida Beaches International Airport (ECP)taxi
- Fly from Northwest Florida Beaches International Airport (ECP) to Chicago Midway International Airport (MDW)plane ECP - MDW
3h 57m$215–592Taxi to Destin–Fort Walton Beach Airport, fly to Chicago O'Hare International Airport
- Take the taxi from DeFuniak Springs 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 14m$152–432Taxi to Northwest Florida Beaches International Airport, fly to Chicago O'Hare International Airport
- Take the taxi from DeFuniak Springs to Northwest Florida Beaches International Airport (ECP)taxi
- Fly from Northwest Florida Beaches International Airport (ECP) to Chicago O'Hare International Airport (ORD)plane ECP - ORD
4h 21m$195–482Drive to Pensacola International Airport, fly to Chicago Midway International Airport
- Drive from DeFuniak Springs to Pensacola-Airport-PNScar
- Fly from Pensacola International Airport (PNS) to Chicago Midway International Airport (MDW)plane PNS - MDW
4h 22m$90–444Taxi, bus via Atlanta
- Take the taxi from DeFuniak Springs 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
28h 15m$276–434
Destin–Fort Walton Beach Airport (VPS) to Chicago Midway International Airport (MDW) flights
Comparing Your Travel Options
The cheapest way to get from DeFuniak Springs to Chicago is to drive which costs $150 - $230 and takes 16h 1m.
The fastest way to get from DeFuniak Springs to Chicago is to taxi and fly which takes 3h 49m and costs $170 - $550.
The distance between DeFuniak Springs and Chicago is 836 miles. The road distance is 842.2 miles.
The best way to get from DeFuniak Springs to Chicago without a car is to taxi and bus which takes 25h 35m and costs $280 - $430.
It takes approximately 3h 49m to get from DeFuniak Springs to Chicago, including transfers.
Yes, the driving distance between DeFuniak Springs to Chicago is 842 miles. It takes approximately 16h 1m to drive from DeFuniak Springs to Chicago.
There are 1298+ hotels available in Chicago.
What companies run services between DeFuniak Springs, FL, USA and Chicago, IL, USA?
There is no direct connection from DeFuniak Springs to Chicago. However, you can take the taxi to Destin–Fort Walton Beach Airport (VPS) airport, fly to Chicago Midway International Airport (MDW), walk to Midway, then take the subway to Harold Washington Library. Alternatively, you can take the taxi to Crestview, take the bus to Tallahassee, walk to N Monroe Street and Silver Slipper Lane, take the bus to C.K. Steele Plaza Gate 22, take the bus to Nashville Bus Station, then take the bus to Chicago Bus Station.
- 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
- $80–440
Flights from Northwest Florida Beaches International Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 4h 25m
- When
- Every day
- Estimated price
- $80–430
Flights from Destin–Fort Walton Beach Airport to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 5h 34m
- When
- Every day
- Estimated price
- $60–330
Flights from Northwest Florida Beaches International Airport to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 5h 36m
- When
- Every day
- Estimated price
- $60–330
Flights from Pensacola International Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 4h 35m
- When
- Every day
- Estimated price
- $80–430
Flights from Pensacola International Airport to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 5h 41m
- When
- Every day
- Estimated price
- $60–330
- Website
- southwest.com
Flights from Destin–Fort Walton Beach Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 4h 29m
- When
- Monday, Thursday, Friday, Tuesday, Wednesday, and Sunday
- Estimated price
- $80–430
Flights from Destin–Fort Walton Beach Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 5h 30m
- When
- Saturday
- Estimated price
- $85–440
Flights from Northwest Florida Beaches International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 20m
- When
- Monday to Friday
- Estimated price
- $80–430
Flights from Northwest Florida Beaches International Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 4h 45m
- When
- Monday, Thursday, Friday, and Saturday
- Estimated price
- $85–450
Flights from Northwest Florida Beaches International Airport to Chicago Midway International Airport via Kansas City
- Ave. Duration
- 4h 35m
- When
- Saturday
- Estimated price
- $100–500
Flights from Northwest Florida Beaches International Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 5h
- When
- Tuesday to Friday
- Estimated price
- $80–430
Flights from Pensacola International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 20m
- When
- Monday to Friday
- Estimated price
- $75–420
Flights from Pensacola International Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 4h 35m
- When
- Monday to Wednesday
- Estimated price
- $80–430
Flights from Pensacola International Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 5h 7m
- When
- Monday, Thursday, Friday, Sunday, Tuesday, and Wednesday
- Estimated price
- $75–420
Flights from Pensacola International Airport to Chicago Midway International Airport via Kansas City
- Ave. Duration
- 5h 5m
- When
- Tuesday and Wednesday
- Estimated price
- $100–480
- Website
- aa.com
Flights from Destin–Fort Walton Beach Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 43m
- When
- Saturday, Monday, Tuesday, Wednesday, Thursday, and Sunday
- Estimated price
- $60–320
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 Pensacola International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 52m
- When
- Every day
- Estimated price
- $55–310
Flights from Pensacola International Airport to Chicago O'Hare International Airport via Charlotte
- Ave. Duration
- 5h 24m
- When
- Every day
- Estimated price
- $70–360
- 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
- $80–430
- Website
- united.com
Flights from Northwest Florida Beaches International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 39m
- When
- Saturday
- Estimated price
- $60–320
Flights from Pensacola International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 43m
- When
- Every day
- Estimated price
- $55–310
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Mobile, AL to New Orleans, LA - Union Passenger Terminal
- Ave. Duration
- 3h 43m
- Frequency
- Twice daily
- Estimated price
- $30–120
- 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
- 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
- $85–140
- Website
- Greyhound
Bus from Nashville Bus Station to Chicago Bus Station
- Ave. Duration
- 10h
- Frequency
- 4 times a day
- Estimated price
- $85–130
- Website
- Greyhound
Bus from Tallahassee to Atlanta Bus Station
- Ave. Duration
- 6h 50m
- Frequency
- Once daily
- Estimated price
- $50–80
- Website
- Greyhound
Bus from Atlanta Bus Station to Chicago Bus Station
- Ave. Duration
- 16h
- Frequency
- 4 times a day
- Estimated price
- $130–200
- Website
- Greyhound
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Nashville Bus Station to Chicago Bus Station
- Ave. Duration
- 11h 25m
- Frequency
- 3 times a day
- Estimated price
- $75–120
- Schedules at
- Flixbus USA
Bus from Tallahassee to Atlanta Bus Station
- Ave. Duration
- 6h 5m
- Frequency
- 5 times a week
- Estimated price
- $45–75
- Schedules at
- Flixbus USA
Bus from Atlanta Bus Station to Chicago Bus Station
- Ave. Duration
- 16h 10m
- Frequency
- 3 times a day
- Estimated price
- $110–170
- Schedules at
- Flixbus USA
- Phone
- (850) 892-8157
- Website
- gowaltransit.com
Bus from DeFuniak Springs Courthouse to S. Walton Annex
- Ave. Duration
- 43 min
- Frequency
- 3 times a day
- Schedules at
- gowaltransit.com
- Ave. Duration
- 48 min
- Estimated price
- $65–170
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








