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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 O'Hare International Airport

    best
    1. Take the train from Bridgeport to 125th Street - Harlemtrain
    2. Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)planeLGA - ORD
    7h 1m
    $75–286

  2. Train

    1. Take the train from Bridgeport to 125th Street - Harlemtrain
    2. Take the train from 125th Street - Harlem to Croton-Harmontrain
    3. Take the train from Croton-Harmon Amtrak Station to Chicago Union Stationtrain
    23h 5m
    $166–381

  3. Bus

    1. Take the bus from Bridgeport Bus Stop to Port Authority Bus TerminalbusGreyhound US0255s
    2. Take the bus from New York Midtown to Chicago Bus StationbusFlixBus N2640
    25h 6m
    $110–257

  4. Drive 842.5 mi

    1. Drive from Trumbull to Chicagocar842.5 mi
    14h 6m
    $154–223

  5. Train to Laguardia Airport, fly to Chicago Midway International Airport

    1. Take the train from Bridgeport to 125th Street - Harlemtrain
    2. Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)planeLGA - MDW
    6h 50m
    $95–436

  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
    2. Fly from John F. Kennedy International Airport (JFK) to Chicago O'Hare International Airport (ORD)planeJFK - ORD
    7h 31m
    $782–1,148

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

    1. Take the train from New Haven to Windsor Lockstrain
    2. Fly from Bradley International Airport (BDL) to Chicago Midway International Airport (MDW)planeBDL - MDW
    7h 52m
    $103–890

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

    1. Take the train from Bridgeport to Stamfordtrain
    2. Take the bus from Stamford Transportation Center @ Bay A to South Broadway @ Main Stbus
    3. Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)planeHPN - ORD
    8h 20m
    $481–1,114

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

    1. Take the train from New Haven to Windsor Lockstrain
    2. Fly from Bradley International Airport (BDL) to Chicago O'Hare International Airport (ORD)planeBDL - ORD
    8h 13m
    $153–1,010

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

    1. Take the train from Bridgeport to 125th Street - Harlemtrain
    2. Fly from Laguardia Airport (LGA) to General Mitchell International Airport (MKE)planeLGA - MKE
    3. Take the train from Milwaukee to Chicago Union Stationtrain
    9h 27m
    $194–636

  11. Train, bus

    1. Take the train from Bridgeport to Grand Central Terminaltrain
    2. Take the bus from Port Authority Bus Terminal to Baltimore Downtown Bus Stationbus
    3. Take the bus from Baltimore Downtown Bus Station to Chicago Bus Stationbus
    26h 18m
    $129–357

Trumbull to Chicago by bus, foot, and train

Calendar7Weekly Services
Duration23h 5mAverage Duration
Ticket$166Cheapest 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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