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How to get fromHawaiʻi Island to Chicagoby taxi, plane, or bus

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There are 5 ways to get from Hawaiʻi Island to Chicago by taxi, plane, or bus

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

  1. Taxi to Hilo International Airport, fly to Chicago O'Hare International Airport

    best
    1. Take the taxi from Hawaiʻi Island to Hilo-Airport-ITOtaxi taxi
    2. Fly from Hilo International Airport (ITO) to Chicago O'Hare International Airport (ORD)plane plane ITO - ORD
    12h 4m
    $360–1,029

  2. Taxi to Hilo International Airport, fly to Chicago Midway International Airport

    1. Take the taxi from Hawaiʻi Island to Hilo-Airport-ITOtaxi taxi
    2. Fly from Hilo International Airport (ITO) to Chicago Midway International Airport (MDW)plane plane ITO - MDW
    11h 48m
    $440–1,279

  3. Bus to Kona International Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Hwy 200 @ Gilbert Kahele Recreation Park to Ellison Onizuka Kona International Airportbus bus
    2. Fly from Kona International Airport (KOA) to Chicago O'Hare International Airport (ORD)plane plane KOA - ORD
    12h 17m

  4. Bus to Kona International Airport, fly to Chicago Midway International Airport

    1. Take the bus from Hwy 200 @ Gilbert Kahele Recreation Park to Ellison Onizuka Kona International Airportbus bus
    2. Fly from Kona International Airport (KOA) to Chicago Midway International Airport (MDW)plane plane KOA - MDW
    14h 11m

  5. Taxi to Waimea-Kohala Airport, fly to Chicago O'Hare International Airport

    1. Take the taxi from Hawaiʻi Island to Waimea-Kohala Airport (MUE)taxi taxi
    2. Fly from Waimea-Kohala Airport (MUE) to Chicago O'Hare International Airport (ORD)plane plane MUE - ORD
    15h 44m
    $366–1,025

Hilo International Airport (ITO) to Chicago O'Hare International Airport (ORD) flights

Calendar28Weekly Planes
Duration11h 35mAverage Duration
Ticket$219Cheapest Price
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Comparing Your Travel Options

Map of how to get from Hawaiʻi Island to Chicago.ExpandLaunch map view
  • Distance: 4,216.4 mi
  • Duration: 12h 4m

What companies run services between Hawaiʻi Island, HI, USA and Chicago, IL, USA?

There is no direct connection from Hawaiʻi Island to Chicago. However, you can take the taxi to Hilo-Airport-ITO airport, fly to Chicago O'Hare International Airport (ORD), walk to O'Hare, then take the subway to Jackson-Blue. Alternatively, you can take the taxi to Hilo-Airport-ITO airport, fly to Chicago Midway International Airport (MDW), walk to Midway, then take the subway to Harold Washington Library.

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