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How to get fromStillwater to Chicagoby taxi, bus, plane, train, car, or bus (Greyhound, Flixbus)

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There are 10 ways to get from Stillwater to Chicago by taxi, bus, plane, train, car, or bus (Greyhound, Flixbus)

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, bus to Will Rogers World Airport, fly to Chicago Midway International Airport

    best
    1. Take the taxi from Stillwater to Perrytaxi taxi
    2. Take the bus from Perry to Oklahoma City Bus Stationbus bus
    3. Fly from Will Rogers World Airport (OKC) to Chicago Midway International Airport (MDW)plane plane OKC - MDW
    5h 24m
    $148–538

  2. Bus to Tulsa International Airport, fly to Chicago O'Hare International Airport

    cheapest
    1. Take the bus from Oklahoma State University–Stillwater to Tulsa Campusbus bus
    2. Fly from Tulsa International Airport (TUL) to Chicago O'Hare International Airport (ORD)plane plane TUL - ORD
    8h 18m
    $100–470

  3. Bus, train

    1. Take the bus from Oklahoma State University–Stillwater to Tulsa Campusbus bus
    2. Take the bus from Tulsa Bus Station to St Louis Bus Stationbus bus
    3. Take the train from St. Louis to Chicago Union Stationtrain train
    16h 40m
    $170–341

  4. Drive 748.2 mi

    1. Drive from Stillwater to Chicagocar car 748.2 mi
    12h 31m
    $137–198

  5. Taxi, bus to Will Rogers World Airport, fly to Chicago O'Hare International Airport

    1. Take the taxi from Stillwater to Perrytaxi taxi
    2. Take the bus from Perry to Oklahoma City Bus Stationbus bus
    3. Fly from Will Rogers World Airport (OKC) to Chicago O'Hare International Airport (ORD)plane plane OKC - ORD
    5h 58m
    $132–478

  6. Taxi, bus to Wichita Mid-Continent Airport, fly to Chicago Midway International Airport

    1. Take the taxi from Stillwater to Enidtaxi taxi
    2. Take the bus from Enid to Wichitabus bus
    3. Fly from Wichita Mid-Continent Airport (ICT) to Chicago Midway International Airport (MDW)plane plane ICT - MDW
    6h 43m
    $288–750

  7. Taxi, bus to Wichita Mid-Continent Airport, fly to Chicago O'Hare International Airport

    1. Take the taxi from Stillwater to Enidtaxi taxi
    2. Take the bus from Enid to Wichitabus bus
    3. Fly from Wichita Mid-Continent Airport (ICT) to Chicago O'Hare International Airport (ORD)plane plane ICT - ORD
    7h 9m
    $272–660

  8. Bus to Tulsa International Airport, fly to Chicago Midway International Airport

    1. Take the bus from Oklahoma State University–Stillwater to Tulsa Campusbus bus
    2. Fly from Tulsa International Airport (TUL) to Chicago Midway International Airport (MDW)plane plane TUL - MDW
    7h 52m
    $115–540

  9. Bus

    1. Take the bus from Oklahoma State University–Stillwater to Tulsa Campusbus bus
    2. Take the bus from Tulsa Bus Station to St Louis Bus Stationbus bus
    3. Take the bus from St Louis Bus Station to Chicago Bus Stationbus bus
    17h 50m
    $125–231

  10. Taxi, bus

    1. Take the taxi from Stillwater to Enidtaxi taxi
    2. Take the bus from Enid to Omahabus bus
    3. Take the bus from Omaha, NE to Chicago Bus Stationbus bus
    21h 23m
    $262–336

Will Rogers World Airport (OKC) to Chicago Midway International Airport (MDW) flights

Calendar18Weekly Planes
Duration2h 27mAverage Duration
Ticket$87Cheapest Price
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Questions & Answers

Map of how to get from Stillwater to Chicago.ExpandLaunch map view
  • Distance: 799.3 mi
  • Duration: 5h 24m

What companies run services between Stillwater, OK, USA and Chicago, IL, USA?

You can take a bus from Oklahoma State University–Stillwater to Chicago Bus Station via Tulsa Campus, Tulsa OSU, Tulsa Bus Station, and St Louis Bus Station in around 17h 50m.

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