Rome2Rio

How to get fromLoogootee to Chicagoby car, plane, taxi, bus, train, or shuttle

Find Transport to Chicago

See all options

There are 9 ways to get from Loogootee to Chicago by car, plane, taxi, bus, train, or shuttle

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

  1. Drive to Louisville International Airport, fly to Chicago Midway International Airport

    best
    1. Drive from Loogootee to Louisville-Airport-SDFcar car
    2. Fly from Louisville International Airport (SDF) to Chicago Midway International Airport (MDW)plane plane SDF - MDW
    3h 43m
    $67–397

  2. Drive 247.7 mi

    cheapest
    1. Drive from Loogootee to Chicagocar car 247.7 mi
    5h 34m
    $46–66

  3. Taxi, bus via Indianapolis

    1. Take the taxi from Loogootee to Walmart - Bedford, INtaxi taxi
    2. Take the bus from Walmart - Bedford, IN to Indianapolis Union Stationbus bus
    3. Take the bus from Indianapolis Union Station to Chicago Union Stationbus bus
    7h 17m
    $130–189

  4. Taxi, bus, train

    1. Take the taxi from Loogootee to Walmart - Bedford, INtaxi taxi
    2. Take the bus from Walmart - Bedford, IN to Indianapolis Union Stationbus bus
    3. Take the train from Indianapolis to Chicago Union Stationtrain train
    8h 37m
    $155–249

  5. Taxi to Evansville, fly to Chicago O'Hare International Airport

    1. Take the taxi from Loogootee to Evansville (EVV)taxi taxi
    2. Fly from Evansville (EVV) to Chicago O'Hare International Airport (ORD)plane plane EVV - ORD
    3h 47m
    $180–434

  6. Drive to Louisville International Airport, fly to Chicago O'Hare International Airport

    1. Drive from Loogootee to Louisville-Airport-SDFcar car
    2. Fly from Louisville International Airport (SDF) to Chicago O'Hare International Airport (ORD)plane plane SDF - ORD
    4h 14m
    $157–727

  7. Taxi, shuttle to Indianapolis, fly to Chicago Midway International Airport

    1. Take the taxi from Loogootee to Walmart - Bedford, INtaxi taxi
    2. Take a shuttle bus from The Graduate Hotel to Indianapolis Airportshuttle bus
    3. Fly from Indianapolis (IND) to Chicago Midway International Airport (MDW)plane plane IND - MDW
    6h 45m
    $162–488

  8. Taxi, shuttle to Indianapolis, fly to Chicago O'Hare International Airport

    1. Take the taxi from Loogootee to Walmart - Bedford, INtaxi taxi
    2. Take a shuttle bus from The Graduate Hotel to Indianapolis Airportshuttle bus
    3. Fly from Indianapolis (IND) to Chicago O'Hare International Airport (ORD)plane plane IND - ORD
    7h 15m
    $272–628

  9. Taxi, bus (Flixbus)

    1. Take the taxi from Loogootee to Walmart - Bedford, INtaxi taxi
    2. Take the bus from Bloomington to Chicago Bus Stationbus bus FlixBus 2515 / ...
    7h 52m
    $117–165

Louisville International Airport (SDF) to Chicago Midway International Airport (MDW) flights

Calendar32Weekly Planes
Duration1h 15mAverage Duration
Ticket$52Cheapest Price
See schedules

Questions & Answers

What companies run services between Loogootee, IN, USA and Chicago, IL, USA?

There is no direct connection from Loogootee to Chicago. However, you can drive to Louisville-Airport-SDF airport, fly to Chicago Midway International Airport (MDW), walk to Midway, then take the subway to Harold Washington Library. Alternatively, you can take the taxi to Walmart - Bedford, IN, take the bus to Indianapolis Union Station, then take the bus to Chicago Union Station.

Airlines
Train operators
Bus operators
Other 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

Need to know: Greyhound

Read the travel guideNeed to know: Greyhound

Where to next?

Trips from Loogootee

Trips to Chicago

Popular routes