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How to get fromPine City to Chicagoby bus, plane, train, bus (Greyhound, Flixbus), or car

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There are 8 ways to get from Pine City to Chicago by bus, plane, train, bus (Greyhound, Flixbus), or car

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

  1. Bus, fly to Chicago Midway International Airport

    best
    1. Take the bus from Pine City Holiday Gas Station to Minneapolis / St Paul Airportbus bus
    2. Fly from Minneapolis–Saint Paul International Airport (MSP) to Chicago Midway International Airport (MDW)plane plane MSP - MDW
    4h 35m
    $84–386

  2. Drive 449.8 mi

    cheapest
    1. Drive from Pine City to Chicagocar car 449.8 mi
    7h 41m
    $83–119

  3. Bus, train

    1. Take the bus from Pine City Holiday Gas Station to Minneapolis / St Paul Airportbus bus Groome Transportation
    2. Take the train from St. Paul-Minneapolis to Chicago Union Stationtrain train Borealis / ...
    10h 40m
    $159–304

  4. Bus

    1. Take the bus from Pine City Holiday Gas Station to Minneapolis / St Paul Airportbus bus Groome Transportation
    2. Take the bus from Saint Paul Union Depot to Chicago Bus Stationbus bus Greyhound US0150
    11h 5m
    $94–164

  5. Bus, fly to Chicago O'Hare International Airport

    1. Take the bus from Pine City Holiday Gas Station to Minneapolis / St Paul Airportbus bus
    2. Fly from Minneapolis–Saint Paul International Airport (MSP) to Chicago O'Hare International Airport (ORD)plane plane MSP - ORD
    4h 46m
    $249–436

  6. Bus, fly to South Bend, train

    1. Take the bus from Pine City Holiday Gas Station to Minneapolis / St Paul Airportbus bus
    2. Fly from Minneapolis–Saint Paul International Airport (MSP) to South Bend (SBN)plane plane MSP - SBN
    3. Take the train from South Bend Airport to Van Buren St.train train
    7h
    $140–646

  7. Bus, fly to General Mitchell International Airport, train

    1. Take the bus from Pine City Holiday Gas Station to Minneapolis / St Paul Airportbus bus
    2. Fly from Minneapolis–Saint Paul International Airport (MSP) to General Mitchell International Airport (MKE)plane plane MSP - MKE
    3. Take the train from Milwaukee to Chicago Union Stationtrain train
    6h 44m
    $656–1,105

  8. Bus via Madison

    1. Take the bus from Pine City Holiday Gas Station to Mall of Americabus bus
    2. Take the bus from Mall of America - IKEA - Bloomington to Madison, WI-Lake St.bus bus
    3. Take the bus from 250 N. Lake St - Madison UW Campus to W Jackson Blvd, after S Clinton Stbus bus
    13h 13m
    $109–172

Minneapolis–Saint Paul International Airport (MSP) to Chicago Midway International Airport (MDW) flights

Calendar56Weekly Planes
Duration1h 37mAverage Duration
Ticket$57Cheapest Price
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Questions & Answers

Map of how to get from Pine City to Chicago.ExpandLaunch map view
  • Distance: 431.5 mi
  • Duration: 4h 35m

What companies run services between Pine City, MN, USA and Chicago, IL, USA?

You can take a bus from Pine City Holiday Gas Station to Chicago Bus Station via Minneapolis / St Paul Airport, MSP Terminal 1 Transit Station, Union Depot Station & Terminal, and Saint Paul Union Depot in around 11h 5m.

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