There are 9 ways to get from Destin to Wisconsin by plane, train, 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, train
best- Fly from Destin–Fort Walton Beach Airport (VPS) to Chicago Midway International Airport (MDW)plane VPS - MDW
- Take the train from Chicago OTC to Kenoshatrain
6h 24m$136–513Fly Destin–Fort Walton Beach Airport to Chicago O'Hare International Airport, train
cheapest- Fly from Destin–Fort Walton Beach Airport (VPS) to Chicago O'Hare International Airport (ORD)plane VPS - ORD
- Take the train from Clybourn to Kenoshatrain
6h 45m$111–384Taxi, bus, train
- Take the taxi from Destin 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
- Take the train from Chicago Union Station to Milwaukeetrain
28h 25m$341–517Drive 969.2 mi
- Drive from Destin to Milwaukeecar 969.2 mi
18h 1m$160–232Taxi to Northwest Florida Beaches International Airport, fly to Chicago Midway International Airport, train
- Take the taxi from Destin 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
- Take the train from Chicago OTC to Kenoshatrain
7h 10m$240–646Taxi to Pensacola International Airport, fly to Chicago Midway International Airport, train
- Take the taxi from Destin to Pensacola-Airport-PNStaxi
- Fly from Pensacola International Airport (PNS) to Chicago Midway International Airport (MDW)plane PNS - MDW
- Take the train from Chicago OTC to Kenoshatrain
7h 18m$216–595Taxi to Northwest Florida Beaches International Airport, fly to Chicago O'Hare International Airport, train
- Take the taxi from Destin 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
- Take the train from Clybourn to Kenoshatrain
7h 28m$215–507Taxi to Pensacola International Airport, fly to Chicago O'Hare International Airport, train
- Take the taxi from Destin to Pensacola-Airport-PNStaxi
- Fly from Pensacola International Airport (PNS) to Chicago O'Hare International Airport (ORD)plane PNS - ORD
- Take the train from Clybourn to Kenoshatrain
7h 40m$191–476Taxi, bus
- Take the taxi from Destin 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
- Take the bus from Chicago Bus Station to Milwaukee Intermodal Stationbus
31h 7m$305–476
Destin–Fort Walton Beach Airport (VPS) to Chicago Midway International Airport (MDW) flights
Comparing Your Travel Options
The cheapest way to get from Destin to Wisconsin is to drive which costs $160 - $240 and takes 18h 1m.
The fastest way to get from Destin to Wisconsin is to fly and train which takes 6h 24m and costs $130 - $550.
The distance between Destin and Wisconsin is 867 miles. The road distance is 974.8 miles.
The best way to get from Destin to Wisconsin without a car is to taxi and bus and train which takes 28h 25m and costs $340 - $550.
It takes approximately 6h 24m to get from Destin to Wisconsin, including transfers.
Yes, the driving distance between Destin to Wisconsin is 975 miles. It takes approximately 18h 1m to drive from Destin to Wisconsin.
There are 324+ hotels available in Wisconsin.
What companies run services between Destin, FL, USA and Wisconsin, USA?
There is no direct connection from Destin to Wisconsin. However, you can take the taxi to Destin–Fort Walton Beach Airport (VPS) airport, fly to Chicago Midway International Airport (MDW), walk to Midway, take the subway to LaSalle/Van Buren, walk to Chicago OTC, then take the train to Kenosha. 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, take the bus to Chicago Bus Station, walk to Chicago Union Station, then take the train to Milwaukee.
- Website
- delta.com
Flights from Destin–Fort Walton Beach Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 4h 39m
- When
- Every day
- Estimated price
- $85–470
Flights from Destin–Fort Walton Beach Airport to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 5h 35m
- When
- Every day
- Estimated price
- $60–330
Flights from Northwest Florida Beaches International Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 4h 34m
- When
- Every day
- Estimated price
- $85–460
Flights from Pensacola International Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 4h 48m
- 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 12m
- When
- Every day
- Estimated price
- $60–330
Flights from Pensacola International Airport to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 5h 13m
- When
- Every day
- Estimated price
- $60–320
- Website
- southwest.com
Flights from Destin–Fort Walton Beach Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 20m
- When
- Saturday
- Estimated price
- $85–450
Flights from Destin–Fort Walton Beach Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 5h 10m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $85–450
Flights from Northwest Florida Beaches International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 20m
- When
- Monday to Friday
- Estimated price
- $85–460
Flights from Northwest Florida Beaches International Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 4h 47m
- When
- Every day
- Estimated price
- $85–460
Flights from Northwest Florida Beaches International Airport to Chicago Midway International Airport via Pittsburgh
- Ave. Duration
- 5h 35m
- When
- Saturday
- Estimated price
- $110–550
Flights from Pensacola International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 20m
- When
- Monday to Friday
- Estimated price
- $80–430
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 11m
- 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
- $100–500
- Website
- aa.com
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
Flights from Pensacola International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 53m
- 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
- $70–350
- 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
- $85–450
- 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 42m
- When
- Every day
- Estimated price
- $55–310
- Phone
- +1 312-696-3872
- Website
- Metra
Train from Chicago OTC to Kenosha
- Ave. Duration
- 1h 43m
- Frequency
- Every 3 hours
- Estimated price
- $6–8
- Website
- Metra
- Adult
- $6–8
Train from Clybourn to Kenosha
- Ave. Duration
- 1h 35m
- Frequency
- Every 3 hours
- Estimated price
- $3–5
- Website
- Metra
- Adult
- $3–5
Train from Chicago OTC to Kenosha
- Ave. Duration
- 1h 43m
- Frequency
- Every 3 hours
- Estimated price
- $6–8
- Website
- Metra
- Adult
- $6–8
Train from Chicago OTC to Kenosha
- Ave. Duration
- 1h 43m
- Frequency
- Every 3 hours
- Estimated price
- $6–8
- Website
- Metra
- Adult
- $6–8
Train from Clybourn to Kenosha
- Ave. Duration
- 1h 35m
- Frequency
- Every 3 hours
- Estimated price
- $3–5
- Website
- Metra
- Adult
- $3–5
Train from Clybourn to Kenosha
- Ave. Duration
- 1h 35m
- Frequency
- Every 3 hours
- Estimated price
- $3–5
- Website
- Metra
- Adult
- $3–5
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $45–75
- Website
- Amtrak
- Phone
- +1 800-923-1799
- contactus@omexusa.net
- 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 Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- 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
Bus from Chicago Bus Station to Milwaukee Intermodal Station
- Ave. Duration
- 1h 40m
- Frequency
- 4 times a day
- Estimated price
- $16–24
- 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
Bus from Chicago Bus Station to Milwaukee Intermodal Station
- Ave. Duration
- 1h 55m
- Frequency
- 3 times a day
- Estimated price
- $14–21
- Schedules at
- Flixbus USA
- Ave. Duration
- 1h 5m
- Estimated price
- $80–180
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
Quickie Taxi
- Phone
- +1 850-716-6545
- Website
- quickietaxi.com
Quickie Taxi
- Phone
- +1 850-716-6545
- Website
- quickietaxi.com
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