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How to get fromDavenport to Chicagoby plane, bus (Flixbus, Greyhound), train (Amtrak), car, bus, or train

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There are 9 ways to get from Davenport to Chicago by plane, bus (Flixbus, Greyhound), train (Amtrak), car, bus, 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 Orlando to Chicago Midway International Airport

    best
    1. Fly from Orlando (MCO) to Chicago Midway International Airport (MDW)plane plane MCO - MDW
    5h 36m
    $277–584

  2. Fly Orlando to Chicago O'Hare International Airport

    cheapest
    1. Fly from Orlando (MCO) to Chicago O'Hare International Airport (ORD)plane plane MCO - ORD
    5h 59m
    $147–694

  3. Bus

    1. Take the bus from Orlando Bus Station to Atlanta Bus Stationbus bus FlixBus N2401 / ...
    2. Take the bus from Atlanta Bus Station to Chicago Bus Stationbus bus Greyhound US0100
    26h 48m
    $263–455

  4. Train (Amtrak)

    1. Take the train from Kissimmee Amtrak Station to Chicago Union Stationtrain train Floridian
    40h 58m
    $623–1,286

  5. Drive 1,117 mi

    1. Drive from Davenport to Chicagocar car 1,117 mi
    19h 58m
    $204–295

  6. Bus to Tampa, fly to Chicago Midway International Airport

    1. Take the bus from Winter Haven Transportation Center to Tampa Bus Stationbus bus
    2. Fly from Tampa (TPA) to Chicago Midway International Airport (MDW)plane plane TPA - MDW
    7h 10m
    $224–521

  7. Bus to Tampa, fly to Chicago O'Hare International Airport

    1. Take the bus from Winter Haven Transportation Center to Tampa Bus Stationbus bus
    2. Fly from Tampa (TPA) to Chicago O'Hare International Airport (ORD)plane plane TPA - ORD
    7h 41m
    $254–671

  8. Drive to Orlando Sanford, fly to South Bend, train

    1. Drive from Davenport to Orlando-Sanford-Airport-SFBcar car
    2. Fly from Orlando Sanford (SFB) to South Bend (SBN)plane plane SFB - SBN
    3. Take the train from South Bend Airport to Van Buren St.train train
    6h 44m
    $153–679

  9. Fly Orlando to General Mitchell International Airport, train

    1. Fly from Orlando (MCO) to General Mitchell International Airport (MKE)plane plane MCO - MKE
    2. Take the train from Milwaukee to Chicago Union Stationtrain train
    7h 59m
    $394–1,263

Orlando (MCO) to Chicago Midway International Airport (MDW) flights

Calendar50Weekly Planes
Duration3h 2mAverage Duration
Ticket$83Cheapest Price
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Questions & Answers

Map of how to get from Davenport to Chicago.ExpandLaunch map view
  • Distance: 1,048 mi
  • Duration: 5h 36m

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

Southwest Airlines flies from Orlando (MCO) to Chicago Midway International Airport (MDW) every 4 hours. Alternatively, you can take a vehicle from Davenport to Chicago Bus Station via E Buena Vista Dr & Bonnet Creek Pkwy, N Garland Ave & W Amelia St, N John Young Pkwy & Business Center Blvd, Orlando Bus Station, and Atlanta Bus Station in around 26h 48m.

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