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How to Travel from

Portland to Chicago

by Plane, Route or Car

Portland
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Chicago
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Portland
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Chicago
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Eight ways to Travel from Portland to Chicago

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Transport providers

Airlines

JetBlue Airways

Website:
jetblue.com/
Plane from General Edward Lawrence Logan International Airport to Chicago
Ave. Duration:
3h 3m
Frequency:
Every day
Estimated price:
$56.13–$574.06

American Airlines

Website:
aa.com/
Plane from Portland International Airport to Chicago
Ave. Duration:
4h 6m
Frequency:
Monday, Wednesday, Thursday, Friday, and Sunday
Estimated price:
$319.32–$702.50
Plane from Fort Wayne International Airport to Chicago
Ave. Duration:
1h 17m
Frequency:
Every day
Estimated price:
$121.34–$562.00
Plane from Dayton to Chicago
Ave. Duration:
1h 26m
Frequency:
Every day
Estimated price:
$89.41–$830.22
Plane from Portland to Chicago
Ave. Duration:
2h 51m
Frequency:
Monday
Estimated price:
$127.57–$548.54
Plane from General Edward Lawrence Logan International Airport to Chicago
Ave. Duration:
3h 3m
Frequency:
Every day
Estimated price:
$82.92–$459.25

Delta

Website:
delta.com/
Plane from Portland International Airport to Midway
Ave. Duration:
6h 13m
Frequency:
Every day
Estimated price:
$242.68–$447.04
Plane from Portland International Airport to Chicago
Ave. Duration:
7h 8m
Frequency:
Every day
Estimated price:
$191.59–$344.86
Plane from Portland to Chicago
Ave. Duration:
5h 15m
Frequency:
Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
Estimated price:
$127.57–$318.92
Plane from Portland to Midway
Ave. Duration:
6h
Frequency:
Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
Estimated price:
$165.84–$395.46
Plane from General Edward Lawrence Logan International Airport to Midway
Ave. Duration:
5h 39m
Frequency:
Every day
Estimated price:
$127.57–$331.68
Plane from General Edward Lawrence Logan International Airport to Chicago
Ave. Duration:
3h 3m
Frequency:
Every day
Estimated price:
$102.05–$255.14

United Airlines

Website:
united.com/
Plane from Portland International Airport to Chicago
Ave. Duration:
3h 58m
Frequency:
Every day
Estimated price:
$332.09–$766.36
Plane from Fort Wayne International Airport to Chicago
Ave. Duration:
1h 14m
Frequency:
Every day
Estimated price:
$127.73–$574.77
Plane from Dayton to Chicago
Ave. Duration:
1h 32m
Frequency:
Every day
Estimated price:
$89.41–$830.22
Plane from Portland to Chicago
Ave. Duration:
3h 5m
Frequency:
Every day
Estimated price:
$165.84–$548.54
Plane from General Edward Lawrence Logan International Airport to Chicago
Ave. Duration:
3h 3m
Frequency:
Every day
Estimated price:
$89.30–$574.06

Alaska Airlines, Inc.

Website:
alaskaair.com/
Plane from Portland International Airport to Chicago
Ave. Duration:
4h 4m
Frequency:
Every day
Estimated price:
$255.45–$638.63

Southwest Airlines

Website:
southwest.com/
Plane from Portland International Airport to Midway
Ave. Duration:
3h 55m
Frequency:
Every day
Estimated price:
$204.36–$587.54
Plane from Portland to Chicago
Ave. Duration:
5h 45m
Frequency:
Monday to Friday
Estimated price:
$140.33–$420.98
Plane from Portland to Midway
Ave. Duration:
2h 35m
Frequency:
Monday, Thursday, and Friday
Estimated price:
$165.84–$510.27
Plane from General Edward Lawrence Logan International Airport to Midway
Ave. Duration:
2h 48m
Frequency:
Every day
Estimated price:
$127.57–$344.44

Train operators

Amtrak

Phone:
+1 800-872-7245
Website:
amtrak.com/home.html
Train from Portland to Chicago
Ave. Duration:
46h
Frequency:
Twice daily
Estimated price:
$217.14–$702.50
Train from Boston to Chicago
Ave. Duration:
22h 22m
Frequency:
Once daily
Estimated price:
$102.05–$344.44

Bus operators

Greyhound USA

Phone:
+1 214-849-8100
Website:
greyhound.com/
Bus from Minneapolis Bus Station to Chicago
Ave. Duration:
8h 25m
Frequency:
Twice daily
Estimated price:
$34.49–$229.91

Flixbus USA

Phone:
+1 (855) 626-8585
Website:
flixbus.com
Bus from Portland Curbside Bus Stop to Pasco
Ave. Duration:
3h 50m
Frequency:
Once daily
Estimated price:
$21.71–$83.02
Bus from Pasco Bus Stop to Spokane
Ave. Duration:
2h 20m
Frequency:
Once daily
Estimated price:
$15.33–$62.59
Bus from Minneapolis Bus Station to Chicago
Ave. Duration:
9h 35m
Frequency:
Twice daily
Estimated price:
$40.87–$140.50
Bus from Boston to New
Ave. Duration:
4h 20m
Frequency:
Hourly
Estimated price:
$21.69–$82.92
Bus from New York Midtown to Chicago
Ave. Duration:
20h 25m
Frequency:
Once daily
Estimated price:
$82.92–$255.14

Jefferson Lines

Phone:
+1-858-800-8898
Website:
jeffersonlines.com/
Bus from Spokane to Billings
Ave. Duration:
9h 25m
Frequency:
4 times a week
Estimated price:
$89.41–$229.91
Bus from Billings to Dickinson
Ave. Duration:
5h 10m
Frequency:
Once daily
Estimated price:
$58.75–$153.27
Bus from Dickinson to Minneapolis
Ave. Duration:
9h 20m
Frequency:
Once daily
Estimated price:
$83.02–$217.14

Barons Bus

Phone:
+1 888-378-3823
Website:
baronsbus.com/
Bus from Portland, IN to Chicago
Ave. Duration:
5h 35m
Frequency:
Once daily
Estimated price:
$26.82–$76.64
Bus from Portland, IN to Fort
Ave. Duration:
1h 5m
Frequency:
Once daily
Estimated price:
$5.49–$42.15
Bus from Portland, IN to Dayton
Ave. Duration:
1h 30m
Frequency:
Once daily
Estimated price:
$8.30–$47.26

Amtrak Thruway

Phone:
+1 800-872-7245
Website:
amtrak.com/home.html
Bus from Portland, ME to Boston,
Ave. Duration:
1h 55m
Frequency:
Hourly
Estimated price:
$21.69–$82.92

Concord Coach Lines

Phone:
+1 800 639 3317
Website:
concordcoachlines.com/
Bus from Portland, ME to Boston,
Ave. Duration:
1h 55m
Frequency:
Hourly
Estimated price:
$21.69–$52.30
Bus from Portland, ME to Logan
Ave. Duration:
1h 55m
Frequency:
Hourly
Estimated price:
$20.41–$52.30

Dayton RTA

Phone:
+1 937-425-8300
Website:
i-riderta.org
Bus from Northwest Hub to Wright
Ave. Duration:
28 min
Frequency:
Every 15 minutes
Estimated price:
$2.31

Questions and Answers

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

The cheapest way to get from Portland to Chicago is to fly which costs $86.96 - $195.65 and takes 6h 1m.

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

The fastest way to get from Portland to Chicago is to fly which takes 6h 1m and costs $86.96 - $195.65 .

Is there a direct bus between Portland and Chicago?

No, there is no direct bus from Portland to Chicago station. However, there are services departing from Portland Curbside Bus Stop and arriving at Chicago Bus Station via Pasco Bus Stop, Spokane, Billings, Dickinson and Minneapolis Bus Station. The journey, including transfers, takes approximately 43h 30m.

Is there a direct train between Portland and Chicago?

Yes, there is a direct train departing from Portland and arriving at Chicago Union Station station. Services depart twice daily, and operate every day. The journey takes approximately 46h.

How far is it from Portland to Chicago?

The distance between Portland and Chicago is 2846 km. The road distance is 3412.6 km.

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 and night bus which takes 43h 30m and costs $250 - $869.57 .

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

It takes approximately 6h 1m 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 Flixbus USA, depart from Portland Curbside Bus Stop station.

Where do I catch the Portland to Chicago train from?

Portland to Chicago train services, operated by Amtrak, depart from Portland station.

Train or fly from Portland to Chicago?

The best way to get from Portland to Chicago is to fly which takes 6h 1m and costs $86.96 - $195.65 . Alternatively, you can train, which costs $184.78 - $597.83 and takes 46h.

Where does the Portland to Chicago bus arrive?

Portland to Chicago bus services, operated by Flixbus USA, arrive at Pasco Bus Stop station.

What is the time difference between Portland and Chicago?

Chicago is 2h ahead of Portland. It is currently 21:07 in Portland and 23:07 in Chicago.

Where does the Portland to Chicago train arrive?

Portland to Chicago train services, operated by Amtrak, arrive at Chicago Union Station.

Can I drive from Portland to Chicago?

Yes, the driving distance between Portland to Chicago is 3413 km. It takes approximately 32h 37m to drive from Portland to Chicago.

How do I get a train ticket from Portland to Chicago?

Book your Portland to Chicago train tickets online with Omio.

Where can I stay near Chicago?

There are 1249+ hotels available in Chicago. Prices start at $65.98 per night.
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