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

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There are 6 ways to get from Chicago Union Station 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)plane plane MDW - SAN
    5h 54m
    $192–805

  2. Fly from Chicago O'Hare International Airport

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to San Diego International Airport (SAN)plane plane ORD - SAN
    6h 12m
    $152–655

  3. Train (Amtrak)

    1. Take the train from Chicago Union Station to Fullerton Amtrak Stationtrain train Southwest Chief
    2. Take the train from Fullerton Amtrak Station to San Diegotrain train Pacific Surfliner
    46h 5m
    $733–1,519

  4. Bus

    1. Take the bus from Chicago Bus Station to St Louis Bus Stationbus bus
    2. Take the bus from St Louis Bus Station to Los Angeles Union Stationbus bus
    3. Take the bus from Los Angeles to San Diegobus bus
    2d 3h
    $371–693

  5. Drive 2,074.8 mi

    1. Drive from Chicago Union Station to San Diegocar car 2,074.8 mi
    32h 35m
    $379–547

  6. Train to General Mitchell International Airport, fly

    1. Take the train from Chicago Union Station to Milwaukeetrain train
    2. Fly from General Mitchell International Airport (MKE) to San Diego International Airport (SAN)plane plane MKE - SAN
    7h 2m
    $249–970

Chicago Union Station to San Diego by train (Amtrak)

Calendar7Weekly Trains
Duration46h 5mAverage Duration
Ticket$733Cheapest Price
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Questions & Answers

Map of how to get from Chicago Union Station to San Diego.ExpandLaunch map view
  • Distance: 1,738.7 mi
  • Duration: 5h 54m

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

Southwest Airlines flies from Chicago Midway International Airport (MDW) to San Diego International Airport (SAN) every 4 hours. Alternatively, you can take a train from Chicago Union Station to San Diego via Fullerton Amtrak Station in around 46h 5m.

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