
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | Expedia 3 stars |
Round-trip from | $279 (Alaska Airlines) |
One-way from | $187 (Delta) |
Popular in | March |
Cheapest in | January |
Average price | $324 |
Fly from
Fly to
Route
Depart
Return
Price
RedmondChicago
RDM - ORD
RDMORD
Bend/Redmond
Sat 1/24
1:34 pm-11:50 pm
1 stop8h 16m
Chicago O'Hare Intl
Tue 1/27
8:00 am-12:54 pm
1 stop6h 54m
RedmondChicago
RDM - ORD
RDMORD
Bend/Redmond
Sun 1/4
5:54 am-6:29 am
1 stop22h 35m
Chicago O'Hare Intl
Wed 1/7
3:44 pm-11:59 am
1 stop22h 15m
RedmondChicago
RDM - ORD
RDMORD
Bend/Redmond
Mon 12/29
7:15 pm-5:27 am
1 stop8h 12m
Chicago O'Hare Intl
Fri 1/2
3:42 pm-9:22 pm
1 stop7h 40m
RedmondChicago
RDM - ORD
RDMORD
Bend/Redmond
Thu 12/18
8:40 am-8:25 pm
1 stop9h 45m
Chicago O'Hare Intl
Fri 12/19
7:05 am-12:22 pm
1 stop7h 17m
RedmondChicago
RDM - MDW
RDMMDW
Bend/Redmond
Thu 3/19
6:35 am-5:55 pm
2 stops9h 20m
Chicago Midway
Tue 3/24
2:03 pm-10:51 pm
2 stops10h 48m
RedmondChicago
RDM - ORD
RDMORD
Bend/Redmond
Thu 12/18
5:00 am-1:19 pm
1 stop6h 19m
Chicago O'Hare Intl
Sat 12/20
1:00 pm-9:24 pm
1 stop10h 24m
RedmondChicago
RDM - MDW
RDMMDW
Bend/Redmond
Sun 1/4
6:05 am-5:19 pm
2 stops9h 14m
Chicago Midway
Wed 1/7
1:49 pm-10:50 pm
2 stops11h 01m
RedmondChicago
RDM - MDW
RDMMDW
Bend/Redmond
Mon 12/29
5:00 am-5:19 pm
2 stops10h 19m
Chicago Midway
Fri 1/2
12:45 pm-11:59 pm
2 stops13h 14m
RedmondChicago
RDM - MDW
RDMMDW
Bend/Redmond
Tue 12/30
5:00 am-5:19 pm
2 stops10h 19m
Chicago Midway
Sat 1/3
6:00 am-2:51 pm
2 stops10h 51m
RedmondChicago
RDM - ORD
RDMORD
Bend/Redmond
Thu 1/1
5:00 am-1:20 pm
1 stop6h 20m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*2 stars |
Currently, May is the cheapest month in which you can book a flight from Redmond to Chicago (average of $258). Flying from Redmond to Chicago in March is currently the most expensive (average of $685). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
One of the essential ways to save on airfare from Redmond to Chicago is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the evening could potentially save you up to 29% on airfare.
Comfort
Boarding
Food
Crew
Entertainment
Overall
Reviews
Art,Dec 2025
SAN - OGG
Comfort
Boarding
Food
Crew
Entertainment
Overall
Reviews
Art,Dec 2025
SAN - OGG
Comfort
Boarding
Food
Crew
Entertainment
Overall
Reviews
Art,Dec 2025
SAN - OGG
Comfort
Boarding
Food
Crew
Entertainment
Overall
Reviews
Art,Dec 2025
SAN - OGG
Comfort
Boarding
Food
Crew
Entertainment
Overall
Reviews
Art,Dec 2025
SAN - OGG
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$262 | Average$418 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$278 | Average$391 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$288 | Average$384 | FlexibilityNo cancel fee | On-timeN/A |