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How to get fromCancún to Chicagoby plane, bus, car, shuttle, ferry, train, or taxi

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There are 10 ways to get from Cancún to Chicago by plane, bus, car, shuttle, ferry, train, or taxi

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 Cancún International Airport to Chicago Midway International Airport

    best
    1. Fly from Cancún International Airport (CUN) to Chicago Midway International Airport (MDW)plane plane CUN - MDW
    6h 21m
    $324–712

  2. Fly Cancún International Airport to Chicago O'Hare International Airport

    cheapest
    1. Fly from Cancún International Airport (CUN) to Chicago O'Hare International Airport (ORD)plane plane CUN - ORD
    6h 43m
    $184–292

  3. Bus via Matehuala

    1. Take the bus from Terminal de Autobuses ADO Cancún to Terminal Central de Autobuses del Nortebus bus
    2. Take the bus from Mexico City to Matehualabus bus
    3. Take the bus from Matehuala to Chicagobus bus
    2d 23h
    $418–767

  4. Drive 2,784.7 mi

    1. Drive from Cancún to Chicagocar car 2,784.7 mi
    2d 4h
    $509–735

  5. Shuttle, ferry to Cozumel International Airport, fly to Chicago O'Hare International Airport

    1. Take a shuttle bus from Cancún to Playa del Carmenshuttle bus
    2. Take the ferry from Playa del Carmen to Cozumelferry ferry
    3. Fly from Cozumel International Airport (CZM) to Chicago O'Hare International Airport (ORD)plane plane CZM - ORD
    9h 54m
    $215–896

  6. Fly Cancún International Airport to General Mitchell International Airport, train

    1. Fly from Cancún International Airport (CUN) to General Mitchell International Airport (MKE)plane plane CUN - MKE
    2. Take the train from Milwaukee to Chicago Union Stationtrain train
    10h 58m
    $211–831

  7. Fly Cancún International Airport to South Bend, train

    1. Fly from Cancún International Airport (CUN) to South Bend (SBN)plane plane CUN - SBN
    2. Take the train from South Bend Airport to Van Buren St.train train
    11h 26m
    $205–872

  8. Bus

    1. Take the bus from Terminal de Autobuses ADO Cancún to Terminal Central de Autobuses del Nortebus bus
    2. Take the bus from Terminal Central de Autobuses del Norte to Moreliabus bus
    3. Take the bus from Morelia to Chicagobus bus
    3d 7h
    $459–642

  9. Bus, taxi, train

    1. Take the bus from Terminal de Autobuses ADO Cancún to Alvaradobus bus
    2. Take the taxi from Alvarado to Veracruztaxi taxi
    3. Take the bus from Veracruz to Monterrey - Centrobus bus
    4. Take the bus from Monterrey Centro to San Antonio Bus Stationbus bus
    5. Take the bus from San Antonio Bus Station to San Marcosbus bus
    6. Take the train from San Marcos Amtrak to Chicago Union Stationtrain train
    3d 7h
    $656–1,320

  10. Bus, train

    1. Take the bus from Terminal de Autobuses ADO Cancún to Terminal Central de Autobuses del Nortebus bus
    2. Take the bus from Terminal Central de Autobuses del Norte to San Marcosbus bus
    3. Take the train from San Marcos Amtrak to Chicago Union Stationtrain train
    3d 8h
    $675–1,357

Cancún International Airport (CUN) to Chicago Midway International Airport (MDW) flights

Calendar16Weekly Planes
Duration5h 55mAverage Duration
Ticket$117Cheapest Price
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Questions & Answers

Map of how to get from Cancún to Chicago.ExpandLaunch map view
  • Distance: 1,450.5 mi
  • Duration: 6h 21m

What companies run services between Cancún, Mexico and Chicago, IL, USA?

Southwest Airlines flies from Cancún International Airport (CUN) to Chicago Midway International Airport (MDW) twice daily. Alternatively, you can take a bus from Terminal de Autobuses ADO Cancún to Dearborn & Harrison via México D.F., Central De Autobuses Del Norte, Mexico City, Matehuala, Matehuala, California & 35th Street, and 35th/Archer Orange Line Station in around 2d 23h.

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