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How to get fromSan Francisco Bay Area to Chicagoby unknown, ferry, plane, bus, train, or subway

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There are 7 ways to get from San Francisco Bay Area to Chicago by unknown, ferry, plane, bus, train, or subway

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Travel, ferry to San Francisco International Airport, fly to Chicago Midway International Airport

    best
    1. Walk from San Francisco Bay Area to Alcatraz Islandunknown unknown
    2. Take the ferry from Alcatraz Island to Pier 33ferry ferry
    3. Fly from San Francisco International Airport (SFO) to Chicago Midway International Airport (MDW)plane plane SFO - MDW
    7h 8m

  2. Travel, ferry, bus

    1. Walk from San Francisco Bay Area to Alcatraz Islandunknown unknown
    2. Take the ferry from Alcatraz Island to Pier 33ferry ferry
    3. Take the bus from San Francisco Bus Station to Sparks Transit Centerbus bus
    4. Take the bus from Sparks Transit Center to Denver Union Stationbus bus
    5. Take the bus from Denver Union Station to Chicago Bus Stationbus bus
    2d 3h

  3. Travel, ferry, train

    1. Walk from San Francisco Bay Area to Alcatraz Islandunknown unknown
    2. Take the ferry from Alcatraz Island to Pier 33ferry ferry
    3. Take the train from Richmond to Chicago Union Stationtrain train
    2d 6h

  4. Travel, ferry to Oakland International Airport, fly to Chicago Midway International Airport

    1. Walk from San Francisco Bay Area to Alcatraz Islandunknown unknown
    2. Take the ferry from Alcatraz Island to Pier 33ferry ferry
    3. Fly from Oakland International Airport (OAK) to Chicago Midway International Airport (MDW)plane plane OAK - MDW
    7h 12m

  5. Travel, ferry to San Francisco International Airport, fly to Chicago O'Hare International Airport

    1. Walk from San Francisco Bay Area to Alcatraz Islandunknown unknown
    2. Take the ferry from Alcatraz Island to Pier 33ferry ferry
    3. Fly from San Francisco International Airport (SFO) to Chicago O'Hare International Airport (ORD)plane plane SFO - ORD
    7h 32m

  6. Travel, ferry, BART to Norman Y. Mineta San José International Airport, fly to Chicago Midway International Airport

    1. Walk from San Francisco Bay Area to Alcatraz Islandunknown unknown
    2. Take the ferry from Alcatraz Island to Pier 33ferry ferry
    3. Take the subway from Embarcadero to Milpitassubway subway
    4. Fly from Norman Y. Mineta San José International Airport (SJC) to Chicago Midway International Airport (MDW)plane plane SJC - MDW
    8h 28m

  7. Travel, ferry, BART to Norman Y. Mineta San José International Airport, fly to Chicago O'Hare International Airport

    1. Walk from San Francisco Bay Area to Alcatraz Islandunknown unknown
    2. Take the ferry from Alcatraz Island to Pier 33ferry ferry
    3. Take the subway from Embarcadero to Milpitassubway subway
    4. Fly from Norman Y. Mineta San José International Airport (SJC) to Chicago O'Hare International Airport (ORD)plane plane SJC - ORD
    8h 57m

San Francisco International Airport (SFO) to Chicago Midway International Airport (MDW) flights

Calendar26Weekly Planes
Duration5h 32mAverage Duration
Ticket$121Cheapest Price
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Questions & Answers

Map of how to get from San Francisco Bay Area to Chicago.ExpandLaunch map view
  • Distance: 1,886.5 mi
  • Duration: 7h 8m

What companies run services between San Francisco Bay Area, CA, USA and Chicago, IL, USA?

There is no direct connection from San Francisco Bay Area to Chicago. However, you can travel to Alcatraz Island, take the ferry to Pier 33, walk to The Embarcadero & Bay St, take the vehicle to Market St & 2nd St, walk to Montgomery Street, take the subway to San Francisco International Airport, walk to San Francisco International Airport (SFO) airport, fly to Chicago Midway International Airport (MDW), walk to Midway, then take the subway to Harold Washington Library. Alternatively, you can take a vehicle from San Francisco Bay Area to Chicago Bus Station via Alcatraz Island, Pier 33, The Embarcadero & Bay St, 1st St & Mission St, San Francisco Bus Station, Sparks Transit Center, and Denver Union Station in around 2d 3h.

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