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How to get fromChicago to San Diegoby plane, train (Amtrak), bus (Flixbus, Greyhound, Amtrak), car or train

Find Transport to San Diego

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There are 6 ways to get from Chicago to San Diego by plane, train (Amtrak), bus (Flixbus, Greyhound, Amtrak), 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 from Chicago Midway International Airport

    best
    1. Fly from Chicago Midway International Airport (MDW) to San Diego International Airport (SAN)planeMDW - SAN
    6h 18m
    $164–710

  2. Fly from Chicago O'Hare International Airport

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to San Diego International Airport (SAN)planeORD - SAN
    6h 36m
    $104–350

  3. Train (Amtrak)

    1. Take the train from Chicago Union Station to Fullerton Amtrak StationtrainSouthwest Chief
    2. Take the train from Fullerton Amtrak Station to San DiegotrainPacific Surfliner
    46h 7m
    $189–385

  4. Bus

    1. Take the bus from Chicago Bus Station to St Louis Bus Stationbus
    2. Take the bus from St Louis Bus Station to Los Angeles Union Stationbus
    3. Take the bus from Los Angeles to San Diegobus
    2d 2h

  5. Drive 2,075.1 mi

    1. Drive from Chicago to San Diegocar2,075.1 mi
    32h 23m
    $379–547

  6. Train to General Mitchell International Airport, fly

    1. Take the train from Chicago Union Station to Milwaukeetrain
    2. Fly from General Mitchell International Airport (MKE) to San Diego International Airport (SAN)planeMKE - SAN
    7h 49m
    $266–1,223

Chicago to San Diego by train (Amtrak)

Calendar13Weekly Trains
Duration46h 7mAverage Duration
Ticket$189Cheapest Price
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Questions & Answers

What companies run services between Chicago, IL, USA and San Diego, CA, USA?

Southwest Airlines flies from Chicago Midway International Airport (MDW) to San Diego International Airport (SAN) every 3 hours. Alternatively, you can take a train from Chicago Union Station to San Diego via Fullerton Amtrak Station in around 46h 7m.

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