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How to get fromGulf Breeze to Chicagoby plane, taxi, bus, car, or train

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There are 9 ways to get from Gulf Breeze to Chicago by plane, taxi, 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.

  1. Fly Pensacola International Airport to Chicago Midway International Airport

    best
    1. Fly from Pensacola International Airport (PNS) to Chicago Midway International Airport (MDW)plane plane PNS - MDW
    3h 21m
    $99–417

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

    cheapest
    1. Drive from Gulf Breeze 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
    5h 36m
    $79–350

  3. Taxi, bus

    1. Take the taxi from Gulf Breeze to Mobiletaxi taxi
    2. Take the bus from Mobile to La Grange Bus Stationbus bus
    3. Take the bus from La Grange Bus Station to Atlanta Bus Stationbus bus
    4. Take the bus from Atlanta Bus Station to Chicago Bus Stationbus bus
    23h 56m
    $318–448

  4. Drive, train (Amtrak)

    1. Drive from Gulf Breeze to Mobile, ALcar car
    2. Take the train from Mobile, AL to New Orleans, LA - Union Passenger Terminaltrain train
    3. Take the train from New Orleans Union Passenger Terminal to Chicago Union Stationtrain train
    25h 21m
    $542–937

  5. Drive  873.9 mi

    1. Drive from Gulf Breeze to Chicagocar car 873.9 mi
    16h 16m
    $160–231

  6. Fly Pensacola International Airport to Chicago O'Hare International Airport

    1. Fly from Pensacola International Airport (PNS) to Chicago O'Hare International Airport (ORD)plane plane PNS - ORD
    3h 48m
    $84–337

  7. Taxi to Destin–Fort Walton Beach Airport, fly to Chicago Midway International Airport

    1. Take the taxi from Gulf Breeze to Destin–Fort Walton Beach Airport (VPS)taxi taxi
    2. Fly from Destin–Fort Walton Beach Airport (VPS) to Chicago Midway International Airport (MDW)plane plane VPS - MDW
    3h 58m
    $185–543

  8. Taxi to Destin–Fort Walton Beach Airport, fly to Chicago O'Hare International Airport

    1. Take the taxi from Gulf Breeze to Destin–Fort Walton Beach Airport (VPS)taxi taxi
    2. Fly from Destin–Fort Walton Beach Airport (VPS) to Chicago O'Hare International Airport (ORD)plane plane VPS - ORD
    4h 24m
    $170–453

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

    1. Drive from Gulf Breeze 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
    5h 11m
    $94–440

Pensacola International Airport (PNS) to Chicago Midway International Airport (MDW) flights

Calendar34Weekly Planes
Duration4h 28mAverage Duration
Ticket$72Cheapest Price
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Comparing Your Travel Options

Map of how to get from Gulf Breeze to Chicago.ExpandLaunch map view
  • Distance: 803.1 mi
  • Duration: 3h 21m

What companies run services between Gulf Breeze, FL, USA and Chicago, IL, USA?

Southwest Airlines and Delta fly from Pensacola International Airport (PNS) to Chicago Midway International Airport (MDW) 5 times a day.

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