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 - $600.

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 Union Station. The journey, including transfers, takes approximately 10h 37m.

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 which takes 10h 37m and costs $110 - $180.

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 1130+ hotels available in Chicago.

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

There are 8 ways to get from Portland to Chicago by taxi, plane, bus (Greyhound), 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
$197–568
Drive 435.6 mi
cheapest
1. Drive from Portland to Chicagocar 435.6 mi
7h 21m
$80–115
Bus
1. Take the bus from Shell Gas Station - Exit 6 to Indianapolisbus Memphis
2. Take the bus from Indianapolis Union Station to Chicago Bus Stationbus Greyhound US0100 / ...
10h 37m
$119–171
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
$334–473
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 34m
$232–418
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 21m
$101–242
Bus via Chicago Union Station
1. Take the bus from Shell Gas Station - Exit 6 to Indianapolisbus Memphis
2. Take the bus from Indianapolis Union Station to Chicago Union Stationbus Nashville
10h 42m
$119–171
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
$189–291

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

56Weekly Planes

1h 41mAverage Duration

$65Cheapest Price

See schedules

Comparing Your Travel Options

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 Union Station in around 10h 37m.

Airlines

Train operators

Bus operators

Other operators

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