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How to Travel from

Oregon to Chicago

by Plane, Rideshare, Route or Car

Oregon
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Chicago
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Oregon
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Chicago
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Five ways to Travel from Oregon to Chicago

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Transport providers

Airlines

American Airlines

Website:
aa.com/
Plane from Mahlon Sweet Field Airport to Chicago
Ave. Duration:
8h
Frequency:
Every day
Estimated price:
$242.68–$957.95
Plane from Portland International Airport to Chicago
Ave. Duration:
4h 6m
Frequency:
Monday, Wednesday, Thursday, Friday, and Sunday
Estimated price:
$140.50–$613.09
Plane from Rogue Valley International - Medford Airport to Chicago
Ave. Duration:
7h 34m
Frequency:
Every day
Estimated price:
$178.82–$766.36
Plane from Roberts Field-Redmond Municipal Airport to Chicago
Ave. Duration:
8h 30m
Frequency:
Every day
Estimated price:
$178.82–$766.36
Plane from Dane County Regional Airport to Chicago
Ave. Duration:
1h
Frequency:
Every day
Estimated price:
$121.34–$472.59

Delta

Website:
delta.com/
Plane from Mahlon Sweet Field Airport to Chicago
Ave. Duration:
8h 27m
Frequency:
Every day
Estimated price:
$319.32–$498.13
Plane from Portland International Airport to Midway
Ave. Duration:
6h 13m
Frequency:
Every day
Estimated price:
$255.45–$421.50
Plane from Portland International Airport to Chicago
Ave. Duration:
7h 8m
Frequency:
Every day
Estimated price:
$204.36–$332.09
Plane from Rogue Valley International - Medford Airport to Chicago
Ave. Duration:
8h 23m
Frequency:
Every day
Estimated price:
$229.91–$370.41
Plane from Roberts Field-Redmond Municipal Airport to Chicago
Ave. Duration:
8h 28m
Frequency:
Every day
Estimated price:
$229.91–$370.41

United Airlines

Website:
united.com/
Plane from Mahlon Sweet Field Airport to Chicago
Ave. Duration:
6h 9m
Frequency:
Every day
Estimated price:
$281.00–$894.09
Plane from Portland International Airport to Chicago
Ave. Duration:
3h 58m
Frequency:
Every day
Estimated price:
$191.59–$600.31
Plane from Rogue Valley International - Medford Airport to Chicago
Ave. Duration:
6h 26m
Frequency:
Every day
Estimated price:
$204.36–$702.50
Plane from Roberts Field-Redmond Municipal Airport to Chicago
Ave. Duration:
6h 15m
Frequency:
Every day
Estimated price:
$217.14–$702.50
Plane from Dane County Regional Airport to Chicago
Ave. Duration:
1h 7m
Frequency:
Every day
Estimated price:
$121.34–$459.82

Alaska Airlines, Inc.

Website:
alaskaair.com/
Plane from Mahlon Sweet Field Airport to Chicago
Ave. Duration:
8h 16m
Frequency:
Every day
Estimated price:
$229.91–$957.95
Plane from Portland International Airport to Chicago
Ave. Duration:
4h 4m
Frequency:
Every day
Estimated price:
$140.50–$638.63
Plane from Rogue Valley International - Medford Airport to Chicago
Ave. Duration:
6h 46m
Frequency:
Every day
Estimated price:
$166.04–$766.36
Plane from Roberts Field-Redmond Municipal Airport to Chicago
Ave. Duration:
6h 58m
Frequency:
Every day
Estimated price:
$191.59–$830.22

Southwest Airlines

Website:
southwest.com/
Plane from Mahlon Sweet Field Airport to Chicago
Ave. Duration:
7h
Frequency:
Sunday
Estimated price:
$293.77–$702.50
Plane from Portland International Airport to Midway
Ave. Duration:
3h 55m
Frequency:
Every day
Estimated price:
$217.14–$549.22

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:
$204.36–$702.50
Train from Milwaukee to Chicago
Ave. Duration:
1h 29m
Frequency:
Every 4 hours
Estimated price:
$12.77–$89.41

Metra

Phone:
+1 312-322-6777
Website:
metra.com
Train from Elburn to Chicago
Ave. Duration:
1h 25m
Frequency:
Hourly
Estimated price:
$4.73–$10.86

Chicago Transit (CTA)

Phone:
+1 888-968-7282
Website:
transitchicago.com/
Train from O'Hare to Jackson-Blue
Ave. Duration:
44 min
Frequency:
Every 10 minutes
Estimated price:
$2.81–$5.88

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:
$33.21–$217.14
Bus from Rochelle to Chicago
Ave. Duration:
3h 20m
Frequency:
3 times a day
Estimated price:
$11.50–$108.57

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:
$14.05–$61.31
Bus from Minneapolis Bus Station to Chicago
Ave. Duration:
9h 35m
Frequency:
Twice daily
Estimated price:
$39.60–$127.73
Bus from Madison, WI-Lake St. to Milwaukee,
Ave. Duration:
1h 40m
Frequency:
Twice daily
Estimated price:
$10.22–$49.81
Bus from Madison to Chicago
Ave. Duration:
3h 50m
Frequency:
3 times a day
Estimated price:
$19.16–$76.64

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:
$83.02–$217.14
Bus from Billings to Dickinson
Ave. Duration:
5h 10m
Frequency:
Once daily
Estimated price:
$57.48–$140.50
Bus from Dickinson to Minneapolis
Ave. Duration:
9h 20m
Frequency:
Once daily
Estimated price:
$83.02–$217.14
Bus from Madison, WI-Lake St. to Milwaukee,
Ave. Duration:
1h 25m
Frequency:
Once daily
Estimated price:
$26.82–$62.59

Lamers Bus Lines

Phone:
+1 800-236-1240
Website:
golamers.com/
Bus from Madison, WI-Lake St. to Milwaukee,
Ave. Duration:
1h 50m
Frequency:
Once daily
Estimated price:
$22.99–$28.10

Vangalder Bus

Phone:
+1 608-752-5407
Website:
coachusa.com/van-galder-bus-company
Bus from 7559 Walton St - Van Galder Terminal to O'Hare
Ave. Duration:
1h 20m
Frequency:
Hourly
Estimated price:
$14.05–$38.32
Bus from 250 N. Lake St - Madison UW Campus to W
Ave. Duration:
4h
Frequency:
Every 2 hours
Estimated price:
$24.27–$45.98

Badger Bus

Phone:
+1 414-266-4409
Website:
badgerbus.com
Bus from Madison, WI-Lake St. to Milwaukee,
Ave. Duration:
1h 35m
Frequency:
5 times a day
Estimated price:
$26.82–$35.76

Questions and Answers

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

The cheapest way to get from Oregon to Chicago is to fly which costs $81.52 - $184.78 and takes 6h 7m.

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

The fastest way to get from Oregon to Chicago is to fly which takes 6h 7m and costs $81.52 - $184.78 .

Is there a direct bus between Oregon and Chicago?

No, there is no direct bus from Oregon 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 Oregon 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 Oregon to Chicago?

The distance between Oregon and Chicago is 2904 km. The road distance is 3412.6 km.

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

The best way to get from Oregon to Chicago without a car is to bus and night bus which takes 43h 30m and costs $239.13 - $815.22 .

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

It takes approximately 7h 7m to get from Oregon to Chicago, including transfers.

Where do I catch the Oregon to Chicago bus from?

Oregon to Chicago bus services, operated by Flixbus USA, depart from Portland Curbside Bus Stop station.

Where do I catch the Oregon to Chicago train from?

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

Train or fly from Oregon to Chicago?

The best way to get from Oregon to Chicago is to fly which takes 7h 7m and costs $304.35 - $478.26 . Alternatively, you can train, which costs $173.91 - $597.83 and takes 46h.

Where does the Oregon to Chicago bus arrive?

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

What is the time difference between Oregon and Chicago?

Chicago is 2h ahead of Oregon. It is currently 02:34 in Oregon and 04:34 in Chicago.

Where does the Oregon to Chicago train arrive?

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

Can I drive from Oregon to Chicago?

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

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

Book your Oregon to Chicago train tickets online with Omio.

Where can I stay near Chicago?

There are 1325+ hotels available in Chicago. Prices start at $55.23 per night.
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