Rome2Rio

How to get fromOlive Branch to Chicagoby plane, bus (Greyhound, Flixbus), car, bus, train or bus (Flixbus)

Find Transport to Chicago

See all options

There are 6 ways to get from Olive Branch to Chicago by plane, bus (Greyhound, Flixbus), car, bus, train, or bus (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. Fly to Chicago O'Hare International Airport

    best
    1. Fly from Memphis (MEM) to Chicago O'Hare International Airport (ORD)plane plane MEM - ORD
    2h 56m
    $195–544
  2. Bus

    cheapest
    1. Take the bus from Memphis Bus Station to Chicago Bus Stationbus bus Greyhound US0125
    9h 47m
    $96–187
  3. Drive 550.2 mi

    1. Drive from Olive Branch to Chicagocar car 550.2 mi
    9h 1m
    $101–145
  4. Fly to Chicago Midway International Airport

    1. Fly from Memphis (MEM) to Chicago Midway International Airport (MDW)plane plane MEM - MDW
    2h 34m
    $120–594
  5. Bus, train

    1. Take the bus from Memphis Bus Station to St Louis Bus Stationbus bus Greyhound US1173
    2. Take the train from St. Louis to Chicago Union Stationtrain train Lincoln Service / ...
    11h 27m
    $101–207
  6. Bus via Champaign

    1. Take the bus from Memphis Bus Station to Champaign Intermodal Trans Ctrbus bus FlixBus 2510
    2. Take the bus from Champaign Intermodal Trans Ctr to Chicago Bus Stationbus bus FlixBus N2521 / ...
    14h 41m
    $97–182

Memphis (MEM) to Chicago O'Hare International Airport (ORD) flights

Calendar74Weekly Planes
Duration2h 2mAverage Duration
Ticket$59Cheapest Price
See schedules

Questions & Answers

What companies run services between Olive Branch, MS, USA and Chicago, IL, USA?

American Airlines and United Airlines fly from Memphis (MEM) to Chicago O'Hare International Airport (ORD) every 2 hours. Alternatively, Greyhound USA operates a bus from Memphis Bus Station to Chicago Bus Station once daily. Tickets cost $65–150 and the journey takes 9h 30m. Flixbus USA also services this route 5 times a week.

Airlines
Bus 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