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How to get fromTrumbull to Chicagoby train, plane, train (Amtrak), bus (Greyhound, Flixbus), car or bus

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There are 11 ways to get from Trumbull to Chicago by train, plane, train (Amtrak), bus (Greyhound, Flixbus), car, 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. Train to Laguardia Airport, fly to Chicago Midway International Airport

    best
    1. Take the train from Bridgeport to 125th Street - Harlemtrain train
    2. Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane plane LGA - MDW
    6h 54m
    $105–496

  2. Train to Laguardia Airport, fly to Chicago O'Hare International Airport

    cheapest
    1. Take the train from Bridgeport to 125th Street - Harlemtrain train
    2. Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane plane LGA - ORD
    7h 10m
    $70–286

  3. Train

    1. Take the train from Bridgeport to 125th Street - Harlemtrain train
    2. Take the train from 125th Street - Harlem to Croton-Harmontrain train
    3. Take the train from Croton-Harmon Amtrak Station to Chicago Union Stationtrain train
    23h 5m
    $91–411

  4. Bus

    1. Take the bus from Bridgeport Bus Stop to Port Authority Bus Terminalbus bus Greyhound US0255s
    2. Take the bus from New York Midtown to Chicago Bus Stationbus bus FlixBus N2640
    25h 6m
    $104–248

  5. Drive 842.5 mi

    1. Drive from Trumbull to Chicagocar car 842.5 mi
    14h 14m
    $154–223

  6. Train to John F. Kennedy International Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Bridgeport to Grand Central Terminaltrain train
    2. Fly from John F. Kennedy International Airport (JFK) to Chicago O'Hare International Airport (ORD)plane plane JFK - ORD
    7h 32m
    $832–1,048

  7. Train to Bradley International Airport, fly to Chicago Midway International Airport

    1. Take the train from New Haven to Windsor Lockstrain train
    2. Fly from Bradley International Airport (BDL) to Chicago Midway International Airport (MDW)plane plane BDL - MDW
    7h 49m
    $103–910

  8. Train, line 971 bus to Westchester County Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Bridgeport to Stamfordtrain train
    2. Take the bus from Stamford Transportation Center @ Bay A to South Broadway @ Main Stbus bus
    3. Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)plane plane HPN - ORD
    8h 22m
    $71–554

  9. Train to Bradley International Airport, fly to Chicago O'Hare International Airport

    1. Take the train from New Haven to Windsor Lockstrain train
    2. Fly from Bradley International Airport (BDL) to Chicago O'Hare International Airport (ORD)plane plane BDL - ORD
    8h 10m
    $403–1,110

  10. Train to Laguardia Airport, fly to General Mitchell International Airport, train

    1. Take the train from Bridgeport to 125th Street - Harlemtrain train
    2. Fly from Laguardia Airport (LGA) to General Mitchell International Airport (MKE)plane plane LGA - MKE
    3. Take the train from Milwaukee to Chicago Union Stationtrain train
    9h 26m
    $232–701

  11. Train, bus

    1. Take the train from Bridgeport to Grand Central Terminaltrain train
    2. Take the bus from Port Authority Bus Terminal to Baltimore Downtown Bus Stationbus bus
    3. Take the bus from Baltimore Downtown Bus Station to Chicago Bus Stationbus bus
    26h 17m
    $124–297

Trumbull to Chicago by bus, foot, and train

Calendar7Weekly Services
Duration23h 5mAverage Duration
Ticket$91Cheapest Price
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Questions & Answers

What companies run services between Trumbull, CT, USA and Chicago, IL, USA?

You can take a bus from White Plains Rd. at Trumbull Center to Chicago Union Station via Bridgeport Transportation Center, Bridgeport, 125th Street - Harlem, and Croton-Harmon Amtrak Station in around 23h 5m. Alternatively, you can take a bus from White Plains Rd. at Trumbull Center to Chicago Bus Station via Bridgeport Transportation Center, Bridgeport Bus Stop, Port Authority Bus Terminal, and New York Midtown in around 25h 6m.

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