Rome2Rio

How to get fromChicago to Wasillaby plane, train or car

Find Transport to Wasilla

See all options

There are 5 ways to get from Chicago to Wasilla by plane, train, or car

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 O'Hare International Airport, train

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Anchorage International Airport (ANC)plane plane ORD - ANC
    2. Take the train from Anchorage to Wasillatrain train
    11h 30m
    $500–2,097

  2. Drive 3,530.9 mi

    1. Drive from Chicago to Wasillacar car 3,530.9 mi
    2d 17h
    $645–931

  3. Fly from Chicago Midway International Airport, train

    1. Fly from Chicago Midway International Airport (MDW) to Anchorage International Airport (ANC)plane plane MDW - ANC
    2. Take the train from Anchorage to Wasillatrain train
    12h 49m
    $710–2,997

  4. Train to General Mitchell International Airport, fly, train

    1. Take the train from Chicago Union Station to Milwaukeetrain train
    2. Fly from General Mitchell International Airport (MKE) to Anchorage International Airport (ANC)plane plane MKE - ANC
    3. Take the train from Anchorage to Wasillatrain train
    14h 44m
    $982–4,156

  5. Train to South Bend, fly, train

    1. Take the train from Van Buren St. to South Bend Airporttrain train
    2. Fly from South Bend (SBN) to Anchorage International Airport (ANC)plane plane SBN - ANC
    3. Take the train from Anchorage to Wasillatrain train
    15h 10m
    $870–3,606

Chicago O'Hare International Airport (ORD) to Anchorage International Airport (ANC) flights

Calendar67Weekly Planes
Duration8h 43mAverage Duration
Ticket$449Cheapest Price
See schedules

Questions & Answers

What companies run services between Chicago, IL, USA and Wasilla, AK, USA?

There is no direct connection from Chicago to Wasilla. However, you can take the subway to O'Hare, walk to Chicago O'Hare International Airport (ORD) airport, fly to Anchorage International Airport (ANC), walk to Airport South Terminal, take the line 65 bus to Downtown Transit Center, walk to Anchorage, then take the train to Wasilla. Alternatively, you can drive from Chicago to Wasilla in around 2d 17h.

Airlines
Train operators

Want to know more about travelling around United States

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

Related travel guides

Trips from Chicago

Trips to Wasilla

Popular routes