Find Cheap Flights from Bend/Redmond to Chicago (RDM - CHI)

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Looking for a cheap flight? 25% of our users found flights on this route for $362 or less.

FAQs for Booking Bend/Redmond to Chicago Flights

How long does a flight from Bend/Redmond to Chicago take?
An average nonstop flight takes 5h 47m, covering a distance of 1688 miles.
Which airlines provide the cheapest flights from Bend/Redmond to Chicago?
In the past 3 days, the cheapest round-trip tickets were found on Multiple Airlines ($348), Delta ($350) and United ($389).
Do I need a passport to fly between Bend/Redmond and Chicago?
No.
What’s the cheapest day of the week to fly Bend/Redmond to Chicago?
For Bend/Redmond to Chicago, Monday is the cheapest day to fly on average and Thursday is the most expensive. Flying from Chicago back to Bend/Redmond, the best deals are generally found on Saturday, with Friday being the most expensive.

Book cheap flights from Bend/Redmond to Chicago (round-trip)

Airports
Origin
Bend
$348
only
$348
Destination
Chicago
$348
only
$348
$393
only
$393
Mon, Jan 29
RDM
ORD
7h 13m
Sat, Feb 3
ORD
RDM
8h 36m
Trip: 6 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Feb 22
RDM
ORD
8h 09m
Sun, Feb 25
ORD
RDM
9h 14m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15133 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
BOS
MKE
Excellent 10.0

Direct flight, on time, friendly crew, smooth flight

SEA
JFK
Excellent 9.0

Flight was perfect!

The passenger next to me was occupying 1.5 seats but the crew didn't help.

LAX
ATL
Okay 4.0

Friendly crew.

Minimal leg room; seat didn’t decline, delayed by 40 minutes.

MSP
AMS
Good 7.6

Everything went smoothly.

The row I chose for a seat was next to the bathrooms. Those seats don’t recline. Found it it’s very hard to sleep sitting upright. That made the flight and the first day of my international trip difficult. It would be nice for the sites seat selection feature to include such nfo on seats. I paid nearly $2000 for a shitty seat.

SJC
LAX
Good 7.6

Travel got delayed by an hour but we were satisfied by the crew and food

The delay of the flight. Not sure on the reason

Tue, Jul 24
RDM
ORD
7h 20m
Tue, Jul 31
ORD
RDM
7h 54m
Trip: 8 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 53681 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
BRU
IAD
Good 7.3

indulged by the service and plenty of food

STL
ORD
Excellent 9.3

the fact that the flight arrived on time without delay and the gates were easy to locate.

How on earth did my i arrived lagos and only one out of my two bags showed up, i have to extend my stay in lagos and hoping my bag will come the next day, i have to pay $100 extra just to extend my one night hotel booking to two nights.

ORD
ASE
Excellent 8.3

I liked that I knew in advance to download the United app so I could actually watch a movie!! This was the second leg of the trip, and I didn’t know this the first flight and couldn’t use the United entertainment.

An hour and half layover is fine, but add an3 hour delay on top of that, Kinda stunk. But hey, me and all my bags made it this trip!

TPA
DEN
Excellent 10.0

my TV did not work while everyone elses did

SFO
IAH
Good 6.3

boarding was smooth and easy

Our 5:25am fight out of San Francisco was delayed by 33 minutes, which was fine. However after we boarded we drove around the tarmac for a good 40 minutes before actually taking off. We were given no reason by the pilot.

Tue, Jan 30
RDM
ORD
7h 13m
Sat, Feb 3
ORD
RDM
8h 36m
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Mar 1
RDM
ORD
8h 09m
Mon, Mar 5
ORD
RDM
6h 20m
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15133 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
JFK
CMH
Excellent 9.6

Always nice to be on an American plane out of an American airport.....SO much more professional. :))

SJC
LAX
Good 7.6

Travel got delayed by an hour but we were satisfied by the crew and food

The delay of the flight. Not sure on the reason

MSP
AMS
Good 7.6

Everything went smoothly.

The row I chose for a seat was next to the bathrooms. Those seats don’t recline. Found it it’s very hard to sleep sitting upright. That made the flight and the first day of my international trip difficult. It would be nice for the sites seat selection feature to include such nfo on seats. I paid nearly $2000 for a shitty seat.

HOU
ATL
Excellent 10.0

Service

BOS
MKE
Excellent 10.0

Direct flight, on time, friendly crew, smooth flight

Wed, Jan 31
RDM
ORD
9h 42m
Sat, Feb 3
ORD
RDM
8h 36m
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Jul 26
RDM
ORD
6h 10m
Tue, Jul 31
ORD
RDM
7h 20m
Trip: 6 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 53681 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
SFO
IAH
Good 6.3

boarding was smooth and easy

Our 5:25am fight out of San Francisco was delayed by 33 minutes, which was fine. However after we boarded we drove around the tarmac for a good 40 minutes before actually taking off. We were given no reason by the pilot.

TPA
DEN
Excellent 10.0

my TV did not work while everyone elses did

SEA
ORD
Excellent 10.0

Everything was good .with kayak app we can find avery ways in every airport we had to find .thank you

ORD
ASE
Excellent 8.3

I liked that I knew in advance to download the United app so I could actually watch a movie!! This was the second leg of the trip, and I didn’t know this the first flight and couldn’t use the United entertainment.

An hour and half layover is fine, but add an3 hour delay on top of that, Kinda stunk. But hey, me and all my bags made it this trip!

LAX
SFO
Okay 4.0

Pilots were professional. Nice smooth landing.

In flight entertainment was good, except when the maps stopped working. The female flight attendant was very nice. . Both professional and courteous however not true for the male attendant. He was cold and not polite at all. I felt that he didn’t enjoy his job; he should leave United and find another profession.

Fri, Feb 2
RDM
ORD
5h 56m
Mon, Feb 5
ORD
RDM
7h 08m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15133 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
JFK
CMH
Excellent 9.6

Always nice to be on an American plane out of an American airport.....SO much more professional. :))

SJC
LAX
Good 7.6

Travel got delayed by an hour but we were satisfied by the crew and food

The delay of the flight. Not sure on the reason

HOU
ATL
Excellent 10.0

Service

LAX
ATL
Okay 4.0

Friendly crew.

Minimal leg room; seat didn’t decline, delayed by 40 minutes.

BOS
MKE
Excellent 10.0

Direct flight, on time, friendly crew, smooth flight

Mon, Feb 19
RDM
ORD
7h 28m
Fri, Feb 23
ORD
RDM
9h 10m
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Mon, Feb 12
RDM
ORD
8h 07m
Mon, Feb 19
ORD
RDM
7h 20m
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15133 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
CUN
TPA
Good 7.0

Movies

CUN
MSY
Good 7.0

The outbound crew was terrific. The flight itself was fine. We even arrived early.

Upon deplaning in Cancun, ALL passengers are put on a bus and driven far away from the terminals to an arrivals area. Those of us with connecting flights are royally f*cked at that point, especially if your connection is short, as mine was. The so-called shuttle to the departure terminals, which are entire kilometers away, was to arrive in like half an hour. HALF AN HOUR. Who has this time to spare?? The alternative to the shuttle is paying a taxi that charges a hefty fare--and God help you if you don't have cash. The departures terminal was swamped and only thru begging assistance and line cuts did I make my connection...and then only by the skin of my teeth. It was a complete nightmare.

HOU
ATL
Excellent 10.0

Service

BOS
MKE
Excellent 10.0

Direct flight, on time, friendly crew, smooth flight

MSP
AMS
Good 7.6

Everything went smoothly.

The row I chose for a seat was next to the bathrooms. Those seats don’t recline. Found it it’s very hard to sleep sitting upright. That made the flight and the first day of my international trip difficult. It would be nice for the sites seat selection feature to include such nfo on seats. I paid nearly $2000 for a shitty seat.

Tue, Jul 24
RDM
ORD
9h 03m
Mon, Jul 30
ORD
RDM
7h 20m
Trip: 7 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 53681 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
TPA
DEN
Excellent 10.0

my TV did not work while everyone elses did

ORD
LGA
Good 6.3

Easy boarding process, clear instructions and fast.

Crew members seem totally uninterested in their jobs- no personality/no interaction at all.

SEA
ORD
Excellent 10.0

Everything was good .with kayak app we can find avery ways in every airport we had to find .thank you

IAH
LIR
Mediocre 2.0

After being so delayed on our first flight from San Francisco, I was nervous about getting to our connecting flight in Houston. We were assured by the flight attendant that when a flight is delayed and has connections, they communicate that to the gates and we would be fine. It was the OPPOSITE of fine. We landed with 10 minutes until the flight to Costa Rica left and they let all of us who were connecting deplane first, only to run full speed to a gate who’s plane left 10 minutes EARLY and decided that it was not going to wait for the 12+ passenagers who had no control of the delayed flight. My fiancé and I were flying to our WEDDING. So now I’m sitting here in Houston for a full 24 hours waiting for the next flight to take me to my wedding. The only “accommodation” united airlines gave us was a hotel. No compensation for the night we paid for at our resort in Costa Rica that we are missing, no upgrades to a better class on our new flight and no reassurance on how terrible they feel for this giant and heartbreaking inconvenience. I am furious.

BRU
IAD
Good 7.3

indulged by the service and plenty of food

Tue, Mar 27
RDM
ORD
9h 19m
Tue, Apr 3
ORD
RDM
6h 32m
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Sun, Jan 28
RDM
MDW
10h 17m
Fri, Feb 2
MDW
RDM
12h 07m
Trip: 6 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15133 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
CMH
JFK
Excellent 10.0

Generally everything went smoothly on this leg of my trip.

HOU
ATL
Excellent 10.0

Service

CUN
TPA
Good 7.0

Movies

LGA
CLT
Okay 5.3

Flight attendant was nice. She changed my seat to the front cause the guy behind me was kicking my chair.

They cancelled my flight from the day before and when they rebooked my flight, they could of gave me a better seat.

LAX
ATL
Okay 4.0

Friendly crew.

Minimal leg room; seat didn’t decline, delayed by 40 minutes.

Wed, Jul 25
RDM
ORD
9h 20m
Sat, Jul 28
ORD
RDM
8h 20m
Trip: 4 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 53681 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
LAX
SFO
Okay 4.0

Pilots were professional. Nice smooth landing.

In flight entertainment was good, except when the maps stopped working. The female flight attendant was very nice. . Both professional and courteous however not true for the male attendant. He was cold and not polite at all. I felt that he didn’t enjoy his job; he should leave United and find another profession.

TPA
DEN
Excellent 10.0

my TV did not work while everyone elses did

ORD
ASE
Excellent 8.3

I liked that I knew in advance to download the United app so I could actually watch a movie!! This was the second leg of the trip, and I didn’t know this the first flight and couldn’t use the United entertainment.

An hour and half layover is fine, but add an3 hour delay on top of that, Kinda stunk. But hey, me and all my bags made it this trip!

SEA
ORD
Excellent 10.0

Everything was good .with kayak app we can find avery ways in every airport we had to find .thank you

ORD
LGA
Good 6.3

Easy boarding process, clear instructions and fast.

Crew members seem totally uninterested in their jobs- no personality/no interaction at all.

Sun, Jan 28
RDM
ORD
5h 47m
Fri, Feb 2
ORD
RDM
8h 25m
Trip: 6 days
Overall 0.0 Poor
Based on 0 reviews
Mon, Jul 23
RDM
ORD
9h 03m
Sun, Jul 29
ORD
RDM
6h 05m
Trip: 7 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 53681 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
LAX
SFO
Okay 4.0

Pilots were professional. Nice smooth landing.

In flight entertainment was good, except when the maps stopped working. The female flight attendant was very nice. . Both professional and courteous however not true for the male attendant. He was cold and not polite at all. I felt that he didn’t enjoy his job; he should leave United and find another profession.

IAD
BTV
Mediocre 2.0

Never got to dc

IAH
LIR
Mediocre 2.0

After being so delayed on our first flight from San Francisco, I was nervous about getting to our connecting flight in Houston. We were assured by the flight attendant that when a flight is delayed and has connections, they communicate that to the gates and we would be fine. It was the OPPOSITE of fine. We landed with 10 minutes until the flight to Costa Rica left and they let all of us who were connecting deplane first, only to run full speed to a gate who’s plane left 10 minutes EARLY and decided that it was not going to wait for the 12+ passenagers who had no control of the delayed flight. My fiancé and I were flying to our WEDDING. So now I’m sitting here in Houston for a full 24 hours waiting for the next flight to take me to my wedding. The only “accommodation” united airlines gave us was a hotel. No compensation for the night we paid for at our resort in Costa Rica that we are missing, no upgrades to a better class on our new flight and no reassurance on how terrible they feel for this giant and heartbreaking inconvenience. I am furious.

TPA
DEN
Excellent 10.0

my TV did not work while everyone elses did

SEA
ORD
Excellent 10.0

Everything was good .with kayak app we can find avery ways in every airport we had to find .thank you

Mon, Jan 29
RDM
ORD
6h 40m
Sun, Feb 4
ORD
RDM
8h 04m
Trip: 7 days
Overall 0.0 Poor
Based on 0 reviews
Fri, Feb 16
RDM
ORD
8h 09m
Mon, Feb 19
ORD
RDM
7h 20m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15133 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
CUN
MSY
Good 7.0

The outbound crew was terrific. The flight itself was fine. We even arrived early.

Upon deplaning in Cancun, ALL passengers are put on a bus and driven far away from the terminals to an arrivals area. Those of us with connecting flights are royally f*cked at that point, especially if your connection is short, as mine was. The so-called shuttle to the departure terminals, which are entire kilometers away, was to arrive in like half an hour. HALF AN HOUR. Who has this time to spare?? The alternative to the shuttle is paying a taxi that charges a hefty fare--and God help you if you don't have cash. The departures terminal was swamped and only thru begging assistance and line cuts did I make my connection...and then only by the skin of my teeth. It was a complete nightmare.

SEA
JFK
Excellent 9.0

Flight was perfect!

The passenger next to me was occupying 1.5 seats but the crew didn't help.

HOU
ATL
Excellent 10.0

Service

MSP
AMS
Good 7.6

Everything went smoothly.

The row I chose for a seat was next to the bathrooms. Those seats don’t recline. Found it it’s very hard to sleep sitting upright. That made the flight and the first day of my international trip difficult. It would be nice for the sites seat selection feature to include such nfo on seats. I paid nearly $2000 for a shitty seat.

SJC
LAX
Good 7.6

Travel got delayed by an hour but we were satisfied by the crew and food

The delay of the flight. Not sure on the reason

Thu, Jul 26
RDM
ORD
6h 10m
Sun, Jul 29
ORD
RDM
6h 05m
Trip: 4 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 53681 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
BRU
IAD
Good 7.3

indulged by the service and plenty of food

LAX
SFO
Okay 4.0

Pilots were professional. Nice smooth landing.

In flight entertainment was good, except when the maps stopped working. The female flight attendant was very nice. . Both professional and courteous however not true for the male attendant. He was cold and not polite at all. I felt that he didn’t enjoy his job; he should leave United and find another profession.

TPA
DEN
Excellent 10.0

my TV did not work while everyone elses did

STL
ORD
Excellent 9.3

the fact that the flight arrived on time without delay and the gates were easy to locate.

How on earth did my i arrived lagos and only one out of my two bags showed up, i have to extend my stay in lagos and hoping my bag will come the next day, i have to pay $100 extra just to extend my one night hotel booking to two nights.

IAH
LIR
Mediocre 2.0

After being so delayed on our first flight from San Francisco, I was nervous about getting to our connecting flight in Houston. We were assured by the flight attendant that when a flight is delayed and has connections, they communicate that to the gates and we would be fine. It was the OPPOSITE of fine. We landed with 10 minutes until the flight to Costa Rica left and they let all of us who were connecting deplane first, only to run full speed to a gate who’s plane left 10 minutes EARLY and decided that it was not going to wait for the 12+ passenagers who had no control of the delayed flight. My fiancé and I were flying to our WEDDING. So now I’m sitting here in Houston for a full 24 hours waiting for the next flight to take me to my wedding. The only “accommodation” united airlines gave us was a hotel. No compensation for the night we paid for at our resort in Costa Rica that we are missing, no upgrades to a better class on our new flight and no reassurance on how terrible they feel for this giant and heartbreaking inconvenience. I am furious.

Tue, Jan 30
RDM
ORD
5h 47m
Fri, Feb 2
ORD
RDM
8h 08m
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
*
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The fares displayed include all taxes and fees for economy class travel and were found by the provider in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.

Bend/Redmond to Chicago Flight Information

Flights Arrive in Chicago
Flights Depart from Bend/Redmond
Flight Price $348
Distance 1688 miles
Airlines Delta, United