Rome2Rio

How to get fromChicago to Manasota Keyby plane, unknown, bus or train

Find Transport to Manasota Key

See all options

There are 10 ways to get from Chicago to Manasota Key by plane, unknown, bus, or train

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 Chicago Midway International Airport to Ft. Myers, travel

    best
    1. Fly from Chicago Midway International Airport (MDW) to Ft. Myers (RSW)planeMDW - RSW
    2. Walk from Ft-Myers-Airport-RSW to Manasota Keyunknown
    5h 45m

  2. Bus, travel

    1. Take the bus from Chicago Bus Station to Atlanta Bus Stationbus
    2. Take the bus from Atlanta Bus Station to Orlando Bus Stationbus
    3. Take the bus from Orlando Bus Station to Sarasota Cattlemen Transfer Centerbus
    4. Walk from Venice Train Depot to Manasota Keyunknown
    30h 28m

  3. Train, bus, travel

    1. Take the train from Chicago Union Station to Tampatrain
    2. Take the bus from Tampa Bus Station to Sarasota Cattlemen Transfer Centerbus
    3. Walk from Sarasota Cattlemen Transfer Center to Manasota Keyunknown
    44h 8m

  4. Fly Chicago O'Hare International Airport to Ft. Myers, travel

    1. Fly from Chicago O'Hare International Airport (ORD) to Ft. Myers (RSW)planeORD - RSW
    2. Walk from Ft-Myers-Airport-RSW to Manasota Keyunknown
    6h 4m

  5. Fly Chicago Midway International Airport to Sarasota–Bradenton International Airport, bus, travel

    1. Fly from Chicago Midway International Airport (MDW) to Sarasota–Bradenton International Airport (SRQ)planeMDW - SRQ
    2. Take the bus from Downtown Transfer Station to Venice Train Depotbus
    3. Walk from Venice Train Depot to Manasota Keyunknown
    6h 41m

  6. Fly Chicago O'Hare International Airport to Sarasota–Bradenton International Airport, bus, travel

    1. Fly from Chicago O'Hare International Airport (ORD) to Sarasota–Bradenton International Airport (SRQ)planeORD - SRQ
    2. Take the bus from Downtown Transfer Station to Venice Train Depotbus
    3. Walk from Venice Train Depot to Manasota Keyunknown
    7h 6m

  7. Fly Chicago Midway International Airport to Tampa, bus, travel

    1. Fly from Chicago Midway International Airport (MDW) to Tampa (TPA)planeMDW - TPA
    2. Take the bus from Tampa Bus Station to Sarasota Cattlemen Transfer Centerbus
    3. Walk from Sarasota Cattlemen Transfer Center to Manasota Keyunknown
    8h 14m

  8. Fly Chicago O'Hare International Airport to Tampa, bus, travel

    1. Fly from Chicago O'Hare International Airport (ORD) to Tampa (TPA)planeORD - TPA
    2. Take the bus from Tampa Bus Station to Sarasota Cattlemen Transfer Centerbus
    3. Walk from Sarasota Cattlemen Transfer Center to Manasota Keyunknown
    8h 33m

  9. Fly Chicago Midway International Airport to Orlando, bus, travel

    1. Fly from Chicago Midway International Airport (MDW) to Orlando (MCO)planeMDW - MCO
    2. Take the bus from Orlando to Sarasota Cattlemen Transfer Centerbus
    3. Walk from Sarasota Cattlemen Transfer Center to Manasota Keyunknown
    10h 43m

  10. Fly Chicago O'Hare International Airport to Orlando, bus, travel

    1. Fly from Chicago O'Hare International Airport (ORD) to Orlando (MCO)planeORD - MCO
    2. Take the bus from Orlando to Sarasota Cattlemen Transfer Centerbus
    3. Walk from Sarasota Cattlemen Transfer Center to Manasota Keyunknown
    11h 5m

Chicago Midway International Airport (MDW) to Ft. Myers (RSW) flights

Calendar70Weekly Planes
Duration3h 47mAverage Duration
Ticket$128Cheapest Price
See schedules

Questions & Answers

What companies run services between Chicago, IL, USA and Manasota Key, FL, USA?

There is no direct connection from Chicago to Manasota Key. However, you can take the subway to Midway, walk to Chicago-Midway-Airport-MDW airport, fly to Ft. Myers (RSW), then travel to Manasota Key. Alternatively, you can take a bus from Chicago Bus Station to Manasota Key via Atlanta Bus Station, Orlando Bus Station, Sarasota Cattlemen Transfer Center, Cattlemen Transit Station, Mall Dr @ Gateway Ave, and Venice Train Depot in around 30h 28m.

Transport is disrupted due to the Russia-Ukraine war. Read more

Airlines
Train operators
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

Trips from Chicago

Trips to Manasota Key

Popular routes