How to Travel from
Chicago to Bend
by Route or Car
Seven ways to Travel from Chicago to Bend
Select an Option Below to Start Your Journey
Cheapest
By car (3 227 km)
31 h 54 min
3227 km.
from $177
Other
Bus, Plane (Fly Midway International Airport to Portland International Airport)
10 h 42 min
2731 km.
from $215.77
Train, Bus
2 d 3 h 27 min
2732 km.
from $568.28
Bus, Taxi
2 d 7 h 30 min
2730 km.
from $1018.11
Train, Plane
10 h 45 min
2731 km.
from $355.22
Bus, Plane (Fly Chicago O'Hare International Airport to Portland International Airport)
11 h 12 min
2731 km.
from $313.60
Bus, Plane (Fly Midway International Airport to Mahlon Sweet Field Airport)
11 h 59 min
2731 km.
from $463.60
Transport providers
Airlines
American Airlines
Website:
aa.com/
Plane from Chicago O'Hare International Airport to Roberts
Ave. Duration:
7h 42m
Frequency:
Every day
Estimated price:
$178.34–$828.01
Plane from General Mitchell International Airport to Roberts
Ave. Duration:
7h 42m
Frequency:
Every day
Estimated price:
$191.08–$891.70
Plane from Chicago O'Hare International Airport to Portland
Ave. Duration:
4h 30m
Frequency:
Monday, Wednesday, Thursday, Friday, and Sunday
Estimated price:
$318.46–$700.62
Plane from Midway International Airport to Roberts
Ave. Duration:
7h 45m
Frequency:
Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
Estimated price:
$254.77–$700.62
Delta
Website:
delta.com/
Plane from Chicago O'Hare International Airport to Roberts
Ave. Duration:
6h 38m
Frequency:
Every day
Estimated price:
$242.03–$420.37
Plane from Midway International Airport to Portland
Ave. Duration:
6h 16m
Frequency:
Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
Estimated price:
$267.51–$471.33
Plane from General Mitchell International Airport to Roberts
Ave. Duration:
6h 23m
Frequency:
Every day
Estimated price:
$254.77–$458.59
Plane from Chicago O'Hare International Airport to Portland
Ave. Duration:
7h 41m
Frequency:
Every day
Estimated price:
$242.03–$420.37
Plane from Midway International Airport to Roberts
Ave. Duration:
6h 54m
Frequency:
Sunday
Estimated price:
$216.56–$611.45
United Airlines
Website:
united.com/
Plane from Chicago O'Hare International Airport to Roberts
Ave. Duration:
7h 19m
Frequency:
Every day
Estimated price:
$216.56–$764.32
Plane from General Mitchell International Airport to Roberts
Ave. Duration:
7h 18m
Frequency:
Every day
Estimated price:
$242.03–$828.01
Plane from Chicago O'Hare International Airport to Portland
Ave. Duration:
4h 38m
Frequency:
Every day
Estimated price:
$331.20–$764.32
Plane from Midway International Airport to Roberts
Ave. Duration:
6h 52m
Frequency:
Monday, Thursday, Friday, Saturday, and Sunday
Estimated price:
$242.03–$828.01
Alaska Airlines, Inc.
Website:
alaskaair.com/
Plane from Chicago O'Hare International Airport to Roberts
Ave. Duration:
8h 27m
Frequency:
Every day
Estimated price:
$178.34–$828.01
Plane from General Mitchell International Airport to Roberts
Ave. Duration:
8h 57m
Frequency:
Every day
Estimated price:
$191.08–$891.70
Plane from Chicago O'Hare International Airport to Portland
Ave. Duration:
4h 39m
Frequency:
Every day
Estimated price:
$254.77–$636.93
Plane from Midway International Airport to Mahlon
Ave. Duration:
6h 40m
Frequency:
Saturday and Sunday
Estimated price:
$242.03–$700.62
Plane from Midway International Airport to Roberts
Ave. Duration:
6h 53m
Frequency:
Sunday
Estimated price:
$229.29–$636.93
Southwest Airlines
Website:
southwest.com/
Plane from Midway International Airport to Portland
Ave. Duration:
4h 20m
Frequency:
Every day
Estimated price:
$216.56–$611.45
Plane from Midway International Airport to Mahlon
Ave. Duration:
7h 12m
Frequency:
Tuesday, Wednesday, and Saturday
Estimated price:
$254.77–$700.62
Avelo Airlines
Website:
aveloair.com/
Plane from Midway International Airport to Roberts
Ave. Duration:
8h 7m
Frequency:
Thursday and Sunday
Estimated price:
$242.03–$700.62
Train operators
Amtrak
Phone:
+1 800-872-7245
Website:
amtrak.com/home.html
Train from Chicago Union Station to Portland
Ave. Duration:
46h 12m
Frequency:
Twice daily
Estimated price:
$216.56–$700.62
Train from Chicago Union Station to Milwaukee
Ave. Duration:
1h 29m
Frequency:
Every 4 hours
Estimated price:
$12.74–$89.17
Bus operators
Greyhound USA
Bus from Denver Union Station to Cedar
Ave. Duration:
12h 30m
Frequency:
Once daily
Estimated price:
$45.86–$292.99
Burlington Trailways
Bus from Chicago to Omaha
Ave. Duration:
9h 30m
Frequency:
Once daily
Estimated price:
$95.54–$203.82
Pacific Crest Buslines Bend
Bus from Portland Union Station to Bend
Ave. Duration:
4h 15m
Frequency:
Once daily
Estimated price:
$63.69–$89.17
Bus from University of Oregon - Jaqua Academic Center to Bend
Ave. Duration:
2h 38m
Frequency:
Once daily
Estimated price:
$48.41–$61.15
Amtrak Thruway
Phone:
+1 800-872-7245
Website:
amtrak.com/home.html
Bus from Ontario, OR to Hawthorne
Ave. Duration:
5h 55m
Frequency:
5 times a week
Estimated price:
$54.78–$203.82
Bus from University of Oregon - Jaqua Academic Center to Bend
Ave. Duration:
2h 56m
Frequency:
Once daily
Estimated price:
$24.20–$89.17
Point
Phone:
+1 888-846-4183
Website:
oregon-point.com
Bus from Ontario, OR to Hawthorne
Ave. Duration:
4h 55m
Frequency:
Once daily
Estimated price:
$43.31–$70.06
Express Arrow
Bus from Omaha, NE to Denver
Ave. Duration:
10h 20m
Frequency:
Once daily
Estimated price:
$140.12–$178.34
Tufesa
Bus from Cedar City, UT to 3988
Ave. Duration:
13h 15m
Frequency:
Once a week
Estimated price:
$121.02–$152.86
Central Oregon Breeze
Website:
cobreeze.com
Bus from Portland Union Station to Bend
Ave. Duration:
4h 25m
Frequency:
6 times a week
Estimated price:
$68.79–$72.61
Bus from PDX Portland International Airport to Hawthorne
Ave. Duration:
3h 55m
Frequency:
6 times a week
Estimated price:
$66.24–$71.34
Questions and Answers
What is the cheapest way to get from Chicago to Bend?
The cheapest way to get from Chicago to Bend is to fly and bus which costs $141.30 - $260.87 and takes 10h 42m.
What is the fastest way to get from Chicago to Bend?
The fastest way to get from Chicago to Bend is to fly which takes 9h 33m and costs $206.52 - $380.43 .
How far is it from Chicago to Bend?
The distance between Chicago and Bend is 2748 km. The road distance is 3227.8 km.
How do I travel from Chicago to Bend without a car?
The best way to get from Chicago to Bend without a car is to train and bus which takes 2 days 3h and costs $239.13 - $706.52 .
How long does it take to get from Chicago to Bend?
It takes approximately 9h 33m to get from Chicago to Bend, including transfers.
Train, bus or fly from Chicago to Bend?
The best way to get from Chicago to Bend is to fly which takes 9h 33m and costs $206.52 - $380.43 . There are no good options to train or bus between Chicago to Bend.
What is the time difference between Chicago and Bend?
Bend is 2h behind Chicago. It is currently 18:16 in Chicago and 16:16 in Bend.
Can I drive from Chicago to Bend?
Yes, the driving distance between Chicago to Bend is 3228 km. It takes approximately 31h 57m to drive from Chicago to Bend.
Where can I stay near Bend?
There are 1057+ hotels available in Bend. Prices start at $40.92 per night.
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