Rome2Rio

How to get fromFort Walton Beach to Chicagoby plane, taxi, bus, or car

Find Transport to Chicago

See all options

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.

  1. Fly Destin–Fort Walton Beach Airport to Chicago Midway International Airport

    best
    1. Fly from Destin–Fort Walton Beach Airport (VPS) to Chicago Midway International Airport (MDW)plane plane VPS - MDW
    3h 16m
    $103–415

  2. Drive to Northwest Florida Beaches International Airport, fly to Chicago O'Hare International Airport

    cheapest
    1. Drive from Fort Walton Beach to Northwest Florida Beaches International Airport (ECP)car car
    2. Fly from Northwest Florida Beaches International Airport (ECP) to Chicago O'Hare International Airport (ORD)plane plane ECP - ORD
    4h 51m
    $78–351

  3. Taxi, bus

    1. Take the taxi from Fort Walton Beach to Crestviewtaxi taxi
    2. Take the bus from Crestview to Tallahasseebus bus
    3. Take the bus from Tallahassee to Nashville Bus Stationbus bus
    4. Take the bus from Nashville Bus Station to Chicago Bus Stationbus bus
    25h 30m
    $269–451

  4. Drive 873.6 mi

    1. Drive from Fort Walton Beach to Chicagocar car 873.6 mi
    16h 6m
    $160–231

  5. Fly Destin–Fort Walton Beach Airport to Chicago O'Hare International Airport

    1. Fly from Destin–Fort Walton Beach Airport (VPS) to Chicago O'Hare International Airport (ORD)plane plane VPS - ORD
    3h 44m
    $93–365

  6. Drive to Northwest Florida Beaches International Airport, fly to Chicago Midway International Airport

    1. Drive from Fort Walton Beach to Northwest Florida Beaches International Airport (ECP)car car
    2. Fly from Northwest Florida Beaches International Airport (ECP) to Chicago Midway International Airport (MDW)plane plane ECP - MDW
    4h 15m
    $88–411

  7. Taxi to Pensacola International Airport, fly to Chicago O'Hare International Airport

    1. Take the taxi from Fort Walton Beach to Pensacola-Airport-PNStaxi taxi
    2. Fly from Pensacola International Airport (PNS) to Chicago O'Hare International Airport (ORD)plane plane PNS - ORD
    4h 32m
    $173–426

  8. Taxi to Pensacola International Airport, fly to Chicago Midway International Airport

    1. Take the taxi from Fort Walton Beach to Pensacola-Airport-PNStaxi taxi
    2. Fly from Pensacola International Airport (PNS) to Chicago Midway International Airport (MDW)plane plane PNS - MDW
    5h 38m
    $183–476

  9. Taxi, bus via Atlanta

    1. Take the taxi from Fort Walton Beach to Crestviewtaxi taxi
    2. Take the bus from Crestview to Tallahasseebus bus
    3. Take the bus from Tallahassee to Atlanta Bus Stationbus bus
    4. Take the bus from Atlanta Bus Station to Chicago Bus Stationbus bus
    27h 30m
    $274–461

Destin–Fort Walton Beach Airport (VPS) to Chicago Midway International Airport (MDW) flights

Calendar14Weekly Planes
Duration4h 18mAverage Duration
Ticket$78Cheapest Price
See schedules

Questions & Answers

Map of how to get from Fort Walton Beach to Chicago.ExpandLaunch map view
  • Distance: 802.1 mi
  • Duration: 3h 16m

What companies run services between Fort Walton Beach, FL, USA and Chicago, IL, USA?

Allegiant Air and Southwest Airlines fly from Destin–Fort Walton Beach Airport (VPS) to Chicago Midway International Airport (MDW) twice daily.

Airlines
Bus operators
Other operators

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

Need to know: Greyhound

Read the travel guideNeed to know: Greyhound