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

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Bend/Redmond to Chicago Flight Information

Flights Arrive in Chicago
Flights Depart from Bend/Redmond
Flight Price $318
Distance 1,688 miles
Airlines Delta, Alaska Airlines

Good to Know

Average Price:
$341
(avg. price over the last 2 weeks)
Good Deal:
$318
or less (round trip)

When to Book Flights from Bend/Redmond to Chicago

Top Tips for Finding a Cheap Flight

Looking for a cheap flight? 25% of our users found flights on this route for $317 or less.
Book at least 1 week before departure in order to get a below-average price.
Morning departure is around 40% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for Booking Bend/Redmond to Chicago Flights

How long does a flight from Bend/Redmond to Chicago take?
There are no direct flights for this route listed on KAYAK, the shortest multi-flight duration is 5h 59m.
Which airlines provide the cheapest flights from Bend/Redmond to Chicago?
In the past 3 days, the cheapest round-trip tickets were found on Delta ($318) and Alaska Airlines ($364)
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, Tuesday is the cheapest day to fly on average and Saturday is the most expensive. Flying from Chicago back to Bend/Redmond, the best deals are generally found on Friday, with Monday being the most expensive.

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

Airports
Origin
Bend
$318
only
$318
Destination
Chicago
$318
only
$318
$326
only
$326
Tue, Nov 6
RDM
Bend/Redmond
ORD
Chicago O'Hare International
6h 43m
Tue, Nov 13
ORD
Chicago O'Hare International
RDM
Bend/Redmond
6h 25m
Trip: 8 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 20,295 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
ATL
MAD
Good 6.6

Crew was kind and responsive.

Older plane so seats were very crammed. My screen was not calibrated correctly so I couldn’t rewind or pause movies. No charging option for phone. WiFi was spotty.

ATL
LAX
Good 6.3

Seatback tv.

Stewardess berated a man for leaving his backpack on the floor in front of him rather than politely addressing the issue. She told him you know better than that and don’t ever do that again. It was totally uncalled for.

JFK
PRG
Good 7.6

Complimentary beverages.

Chicken and pasta for dinner

BWI
JFK
Excellent 10.0

Excellent

SFO
JFK
Good 7.0

Food was unexpectedly good.

The flight was delayed for 40 minutes. We could hardly catch connecting flight

Sat, Dec 15
RDM
Bend/Redmond
ORD
Chicago O'Hare International
9h 25m
Tue, Dec 18
ORD
Chicago O'Hare International
RDM
Bend/Redmond
6h 40m
Trip: 4 days
8.4ExcellentShow reviews
Overall 8.4 Excellent
Based on 23,394 reviews
Overall
8.6
Boarding
8.6
Comfort
8.3
Crew
8.9
Entertainment
7.9
Food
7.9
KOA
SEA
Excellent 10.0

Updates on flight

Everything was great!

LAX
SFO
Good 6.3

The plane was clean and enjoyable with a good selection of tv shows.

Issues with the two different airports. Both LAX and SFO have an aging infrastructure. We had difficulties boarding (jet bridge issues) and unboarding (another jet bridge issue).

SAN
HNL
Excellent 10.0

The staff was extremely friendly and accommodating. Quality of the flight was great! I loved how comfortable and clean it was. Great to have a flight that has jacks for your chargers as well as free WiFi! Will definitely be flying again!!

PDX
BOS
Excellent 10.0

Flight time just over 4 hours! Great service.

JFK
LAX
Excellent 10.0

Everything!!!! Especially The Flight Attendant Staff. And For The Price, From Departing From JFK-NYC To LAX-Los Angeles Is Fantastic!!!! I Would Definitely Recommend This Airline To Anyone Who Wants "Great Service" At A "Great Price";-D!!!!

Tue, Nov 6
RDM
Bend/Redmond
MDW
Chicago Midway
11h 13m
Tue, Nov 13
MDW
Chicago Midway
RDM
Bend/Redmond
11h 15m
Trip: 8 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 20,295 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
DEN
JFK
Good 7.6

The flight attendants were all helpful and pleasant. The seats were comfortable. We were provided with plenty of liquids.

The landing was pretty tough and we took off almost a half hour late.

CLT
LGA
Mediocre 3.3

We were deplained twice from two different plains going to LGA. We are now booked on a third plain going to JFK. Hope we can get home. I have a surgical appointment tomorrow.

We bought First Class tickets. But we were downgraded How do you think we should feel ? We have been in Charlotte since 9:30 AM It is now 6:45 PM Should we use the train to go home?

RDU
SLC
Excellent 10.0

The flight crew was so nice! Roomy seats and plenty of snacks!

JFK
MXP
Good 7.6

There were actual meals served on the flight. They were pretty good. Free movies available.

There was one cranky flight attendant. The seats don’t recline quite enough to be able to sleep.

SFO
JFK
Good 7.0

Food was unexpectedly good.

The flight was delayed for 40 minutes. We could hardly catch connecting flight

Thu, Oct 25
RDM
Bend/Redmond
ORD
Chicago O'Hare International
6h 16m
Mon, Oct 29
ORD
Chicago O'Hare International
RDM
Bend/Redmond
9h 30m
Trip: 5 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 20,295 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
JFK
PRG
Good 7.6

Complimentary beverages.

Chicken and pasta for dinner

ATL
LAX
Good 6.3

Seatback tv.

Stewardess berated a man for leaving his backpack on the floor in front of him rather than politely addressing the issue. She told him you know better than that and don’t ever do that again. It was totally uncalled for.

BWI
JFK
Excellent 10.0

Excellent

DEN
JFK
Good 7.6

The flight attendants were all helpful and pleasant. The seats were comfortable. We were provided with plenty of liquids.

The landing was pretty tough and we took off almost a half hour late.

RDU
SLC
Excellent 10.0

The flight crew was so nice! Roomy seats and plenty of snacks!

Fri, Nov 16
RDM
Bend/Redmond
ORD
Chicago O'Hare International
5h 59m
Fri, Nov 23
ORD
Chicago O'Hare International
RDM
Bend/Redmond
12h 14m
Trip: 8 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 20,295 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
ATL
MAD
Good 6.6

Crew was kind and responsive.

Older plane so seats were very crammed. My screen was not calibrated correctly so I couldn’t rewind or pause movies. No charging option for phone. WiFi was spotty.

JFK
MXP
Good 7.6

There were actual meals served on the flight. They were pretty good. Free movies available.

There was one cranky flight attendant. The seats don’t recline quite enough to be able to sleep.

ATL
LAX
Good 6.3

Seatback tv.

Stewardess berated a man for leaving his backpack on the floor in front of him rather than politely addressing the issue. She told him you know better than that and don’t ever do that again. It was totally uncalled for.

CLT
LGA
Mediocre 3.3

We were deplained twice from two different plains going to LGA. We are now booked on a third plain going to JFK. Hope we can get home. I have a surgical appointment tomorrow.

We bought First Class tickets. But we were downgraded How do you think we should feel ? We have been in Charlotte since 9:30 AM It is now 6:45 PM Should we use the train to go home?

BWI
JFK
Excellent 10.0

Excellent

Sat, Dec 15
RDM
Bend/Redmond
MDW
Chicago Midway
8h 50m
Tue, Dec 18
MDW
Chicago Midway
RDM
Bend/Redmond
11h 17m
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 20,295 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
ATL
LAX
Good 6.3

Seatback tv.

Stewardess berated a man for leaving his backpack on the floor in front of him rather than politely addressing the issue. She told him you know better than that and don’t ever do that again. It was totally uncalled for.

CLT
LGA
Mediocre 3.3

We were deplained twice from two different plains going to LGA. We are now booked on a third plain going to JFK. Hope we can get home. I have a surgical appointment tomorrow.

We bought First Class tickets. But we were downgraded How do you think we should feel ? We have been in Charlotte since 9:30 AM It is now 6:45 PM Should we use the train to go home?

RDU
SLC
Excellent 10.0

The flight crew was so nice! Roomy seats and plenty of snacks!

SEA
MSP
Okay 4.6

Hostess were professional and warm

Seats was too tight, no leg room and no room for stretching

DEN
JFK
Good 7.6

The flight attendants were all helpful and pleasant. The seats were comfortable. We were provided with plenty of liquids.

The landing was pretty tough and we took off almost a half hour late.

Mon, Oct 8
RDM
Bend/Redmond
MDW
Chicago Midway
10h 21m
Thu, Oct 11
MDW
Chicago Midway
RDM
Bend/Redmond
12h 04m
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 20,295 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
SFO
JFK
Good 7.0

Food was unexpectedly good.

The flight was delayed for 40 minutes. We could hardly catch connecting flight

JFK
MXP
Good 7.6

There were actual meals served on the flight. They were pretty good. Free movies available.

There was one cranky flight attendant. The seats don’t recline quite enough to be able to sleep.

LAX
OGG
Okay 4.3

Why use old planes for such a long flight? Toilet overflowed, poor quality tv, and only peanuts?

ATL
LAX
Good 6.3

Seatback tv.

Stewardess berated a man for leaving his backpack on the floor in front of him rather than politely addressing the issue. She told him you know better than that and don’t ever do that again. It was totally uncalled for.

JFK
PRG
Good 7.6

Complimentary beverages.

Chicken and pasta for dinner

Sat, Nov 17
RDM
Bend/Redmond
MDW
Chicago Midway
11h 09m
Sun, Nov 25
MDW
Chicago Midway
RDM
Bend/Redmond
10h 08m
Trip: 9 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 20,295 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
CLT
LGA
Mediocre 3.3

We were deplained twice from two different plains going to LGA. We are now booked on a third plain going to JFK. Hope we can get home. I have a surgical appointment tomorrow.

We bought First Class tickets. But we were downgraded How do you think we should feel ? We have been in Charlotte since 9:30 AM It is now 6:45 PM Should we use the train to go home?

SFO
JFK
Good 7.0

Food was unexpectedly good.

The flight was delayed for 40 minutes. We could hardly catch connecting flight

LAX
OGG
Okay 4.3

Why use old planes for such a long flight? Toilet overflowed, poor quality tv, and only peanuts?

SEA
MSP
Okay 4.6

Hostess were professional and warm

Seats was too tight, no leg room and no room for stretching

JFK
PRG
Good 7.6

Complimentary beverages.

Chicken and pasta for dinner

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*
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