What is the cheapest way to get from Portland to Chicago?

The cheapest way to get from Portland to Chicago is to drive which costs $75 - $120 and takes 7h 21m.

What is the fastest way to get from Portland to Chicago?

The fastest way to get from Portland to Chicago is to taxi and fly which takes 3h 3m and costs $190 - $550.

Is there a direct bus between Portland and Chicago?

No, there is no direct bus from Portland station to Chicago station. However, there are services departing from Shell Gas Station - Exit 6 and arriving at Chicago Bus Station via Lafayette Rd & Office Plaza Blvd and Indianapolis. The journey, including transfers, takes approximately 10h 19m.

How far is it from Portland to Chicago?

The distance between Portland and Chicago is 452 miles. The road distance is 438.1 miles.

How do I travel from Portland to Chicago without a car?

The best way to get from Portland to Chicago without a car is to bus via Indianapolis which takes 10h 19m and costs .

How long does it take to get from Portland to Chicago?

It takes approximately 3h 3m to get from Portland to Chicago, including transfers.

Where do I catch the Portland to Chicago bus from?

Portland to Chicago bus services, operated by Tornado Bus Company, depart from Shell Gas Station - Exit 6.

Where does the Portland to Chicago bus arrive?

Portland to Chicago bus services, operated by Tornado Bus Company, arrive at Indianapolis station.

Can I drive from Portland to Chicago?

Yes, the driving distance between Portland to Chicago is 438 miles. It takes approximately 7h 21m to drive from Portland to Chicago.

Where can I stay near Chicago?

There are 1199+ hotels available in Chicago.

Portland to Chicago - 8 ways to travel via train, taxi, plane, bus, and car

How to get fromPortland to Chicago

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There are 8 ways to get from Portland to Chicago by taxi, plane, bus, train, car, or bus (Amtrak, Greyhound)

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

Taxi to Nashville, fly to Chicago Midway International Airport
best
1. Take the taxi from Portland to Nashville-Airport-BNAtaxi
2. Fly from Nashville (BNA) to Chicago Midway International Airport (MDW)plane BNA - MDW
3h 3m
$192–518
Drive 435.6 mi
cheapest
1. Drive from Portland to Chicagocar 435.6 mi
7h 21m
$80–115
Bus via Indianapolis
1. Take the bus from Shell Gas Station - Exit 6 to Indianapolisbus Memphis
2. Take the bus from Indianapolis to Chicago Bus Stationbus FlixBus 2514 / ...
10h 19m
Taxi, bus, train
1. Take the taxi from Portland to Clarksville Park & Ridetaxi
2. Take the bus from Clarksville Park & Ride to Carbondale Intermodal Stationbus
3. Take the train from Carbondale to Chicago Union Stationtrain
10h 44m
$264–418
Taxi to Nashville, fly to Chicago O'Hare International Airport
1. Take the taxi from Portland to Nashville-Airport-BNAtaxi
2. Fly from Nashville (BNA) to Chicago O'Hare International Airport (ORD)plane BNA - ORD
3h 33m
$232–458
Drive to Owensboro–Daviess County Regional Airport, fly to Chicago O'Hare International Airport
1. Drive from Portland to Owensboro–Daviess County Regional Airport (OWB)car
2. Fly from Owensboro–Daviess County Regional Airport (OWB) to Chicago O'Hare International Airport (ORD)plane OWB - ORD
4h 9m
$101–242
Bus
1. Take the bus from Gallatin Park And Ride to Central 5Th Ave - Bay 11bus 87
2. Take the bus from Nashville to Chicago Union Stationbus
11h 53m
$132–217
Bus, train
1. Take the bus from Shell Gas Station - Exit 6 to Indianapolisbus Memphis
2. Take the train from Indianapolis to Chicago Union Stationtrain Cardinal
12h 2m
$159–346

Nashville (BNA) to Chicago Midway International Airport (MDW) flights

55Weekly Planes

2h 7mAverage Duration

$61Cheapest Price

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Questions & Answers

Map of how to get from Portland to Chicago.

Launch map view

Distance: 449.5 mi
Duration: 3h 3m

What companies run services between Portland, TN, USA and Chicago, IL, USA?

You can take a vehicle from Portland to Chicago Bus Station via Shell Gas Station - Exit 6, Indianapolis, Lafayette Rd & Office Plaza Blvd, Ctc-R, and Indianapolis in around 10h 19m.

Airlines

Train operators

Bus operators

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