$204+ Cheap flights from Chicago (CHI) to Redmond (RDM)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/15. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — RDM
Sep 7 — Sep 141
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Redmond with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Chicago to RedmondExplore the most affordable flight options available from Chicago to Redmond. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 8, 2026.
Explore the most affordable flight options available from Chicago to Redmond. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 8, 2026.
This Alaska Airlines deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/158:00 am -
1 stop6h 40m
Sat 9/197:07 am -
1 stop10h 14m
Deal found 8/3![Alaska Airlines logo]()
$407
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/151:55 pm -
2 stops11h 13m
Wed 9/231:44 pm -
1 stop8h 13m
Deal found 8/3![Delta logo]()
$412
This Delta deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/157:07 am -
2 stops13h 37m
Sat 9/197:24 pm -
2 stops16h 20m
Deal found 8/4![Delta logo]()
$413
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/167:07 am -
2 stops18h 51m
Wed 9/231:44 pm -
1 stop8h 13m
Deal found 8/3![Delta logo]()
$415
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/192:00 pm -
2 stops10h 53m
Sat 9/265:10 am -
2 stops10h 49m
Deal found 8/3![Delta logo]()
$417
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/22:00 pm -
2 stops10h 58m
Wed 9/97:24 pm -
2 stops11h 06m
Deal found 8/3![Delta logo]()
$417
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/167:07 am -
2 stops18h 01m
Tue 9/227:24 pm -
2 stops11h 06m
Deal found 8/3![Delta logo]()
$421
This Delta deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/165:44 pm -
1 stop7h 24m
Sat 9/197:24 pm -
2 stops16h 20m
Deal found 8/4![Delta logo]()
$424
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/1412:50 pm -
1 stop7h 54m
Wed 9/231:44 pm -
1 stop8h 13m
Deal found 8/3![Delta logo]()
$427
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/185:10 pm -
2 stops8h 48m
Wed 9/231:44 pm -
1 stop8h 13m
Deal found 8/3![Delta logo]()
$432
This Alaska Airlines deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/162:18 pm -
1 stop9h 20m
Tue 9/227:07 am -
1 stop10h 14m
Deal found 8/4![Alaska Airlines logo]()
$435
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/232:00 pm -
2 stops11h 58m
Mon 9/287:24 pm -
2 stops11h 24m
Deal found 8/3![Delta logo]()
$437
Best flights from Chicago to RedmondDiscover carefully curated flight deals from Chicago to Redmond that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 8, 2026.
Discover carefully curated flight deals from Chicago to Redmond that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 8, 2026.
This United Airlines deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1912:51 pm -
1 stop7h 02m
Sat 9/267:20 am -
1 stop7h 45m
Deal found 8/3![United Airlines logo]()
$407
This Alaska Airlines deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/158:00 am -
1 stop6h 40m
Sat 9/197:07 am -
1 stop10h 14m
Deal found 8/3![Alaska Airlines logo]()
$407
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/151:55 pm -
2 stops12h 03m
Wed 9/236:15 am -
2 stops15h 16m
Deal found 8/3![Delta logo]()
$420
This Alaska Airlines deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/238:00 am -
1 stop6h 40m
Mon 9/287:07 am -
1 stop10h 14m
Deal found 8/3![Alaska Airlines logo]()
$427
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/232:00 pm -
2 stops11h 58m
Mon 9/287:24 pm -
2 stops11h 24m
Deal found 8/3![Delta logo]()
$437
This Alaska Airlines deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/146:00 am -
1 stop8h 40m
Sat 9/197:07 am -
1 stop10h 14m
Deal found 8/3![Alaska Airlines logo]()
$427
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/175:44 pm -
1 stop7h 24m
Mon 9/211:44 pm -
1 stop8h 13m
Deal found 8/3![Delta logo]()
$447
This Delta deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/11:51 pm -
2 stops10h 27m
Tue 9/87:24 pm -
2 stops11h 24m
Deal found 8/4![Delta logo]()
$469
This Delta deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/126:45 am -
1 stop7h 37m
Tue 11/176:00 am -
1 stop8h 47m
Deal found 8/7![Delta logo]()
$481
This Delta deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/205:55 pm -
1 stop7h 07m
Tue 11/247:26 pm -
2 stops11h 39m
Deal found 8/7![Delta logo]()
$486
This Delta deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1212:30 pm -
2 stops8h 16m
Tue 11/177:26 pm -
2 stops12h 16m
Deal found 8/7![Delta logo]()
$491
This Delta deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/232:05 pm -
2 stops11h 03m
Mon 9/287:24 pm -
2 stops11h 06m
Deal found 8/4![Delta logo]()
$491
This Delta deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/61:27 pm -
2 stops11h 40m
Sun 11/87:34 pm -
2 stops12h 08m
Deal found 8/7![Delta logo]()
$538
This Delta deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2612:46 pm -
2 stops13h 03m
Mon 8/317:36 pm -
2 stops11h 03m
Deal found 8/4![Delta logo]()
$550
This Delta deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/2112:30 pm -
2 stops13h 10m
Mon 1/256:20 am -
2 stops13h 50m
Deal found 8/6![Delta logo]()
$660
Last-minute flights from Chicago to RedmondDiscover last-minute flight deals from Chicago to Redmond. Data last updated August 8, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Redmond. Data last updated August 8, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/11:51 pm -
2 stops10h 27m
Tue 9/87:24 pm -
2 stops11h 24m
Deal found 8/4![Delta logo]()
$469
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/212:54 pm -
1 stop7h 51m
Wed 9/91:44 pm -
1 stop8h 13m
Deal found 8/3![Delta logo]()
$407
This Delta deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/157:07 am -
2 stops13h 37m
Sat 9/197:24 pm -
2 stops16h 20m
Deal found 8/4![Delta logo]()
$413
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/151:55 pm -
2 stops12h 03m
Wed 9/236:15 am -
2 stops15h 16m
Deal found 8/3![Delta logo]()
$420
This United Airlines deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1512:51 pm -
1 stop7h 22m
Mon 9/219:37 am -
1 stop7h 28m
Deal found 8/2![United Airlines logo]()
$427
This Delta deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/151:00 pm -
2 stops12h 58m
Mon 9/217:24 pm -
2 stops11h 24m
Deal found 8/2![Delta logo]()
$463
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/167:07 am -
2 stops18h 51m
Wed 9/231:44 pm -
1 stop8h 13m
Deal found 8/3![Delta logo]()
$415
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/167:07 am -
2 stops18h 01m
Tue 9/227:24 pm -
2 stops11h 06m
Deal found 8/3![Delta logo]()
$421
This Alaska Airlines deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/162:18 pm -
1 stop9h 20m
Tue 9/227:07 am -
1 stop10h 14m
Deal found 8/4![Alaska Airlines logo]()
$435
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/187:00 am -
1 stop8h 04m
Sat 9/197:24 pm -
2 stops11h 06m
Deal found 8/3![Delta logo]()
$432
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/192:00 pm -
2 stops10h 53m
Sat 9/265:10 am -
2 stops10h 49m
Deal found 8/3![Delta logo]()
$417
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/232:00 pm -
2 stops11h 58m
Mon 9/287:24 pm -
2 stops11h 24m
Deal found 8/3![Delta logo]()
$437
One-way flights from Chicago to RedmondSearch for one-way flight options from Chicago to Redmond. Find affordable one-way fares based on user searches. Data last updated August 8, 2026.
Search for one-way flight options from Chicago to Redmond. Find affordable one-way fares based on user searches. Data last updated August 8, 2026.
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/157:40 pm -
1 stop6h 18m
Deal found 8/3![Delta logo]()
$204
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/152:00 pm -
2 stops11h 58m
Deal found 8/3![Delta logo]()
$209
This Priceline deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/112:20 pm -
1 stop9h 49m
Deal found 8/5![Alaska Airlines logo]()
$256
This Delta deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/111:25 pm -
2 stops11h 33m
Deal found 8/5![Delta logo]()
$261
This Delta deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/112:00 pm -
2 stops10h 58m
Deal found 8/5![Delta logo]()
$261
This United Airlines deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/137:00 am -
1 stop7h 50m
Deal found 8/4![United Airlines logo]()
$306
This Delta deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/132:00 pm -
2 stops10h 58m
Deal found 8/4![Delta logo]()
$311
This Kiwi.com deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/245:30 pm -
3 stops41h 59m
Deal found 8/5![Multiple Airlines logo]()
$541
This Kiwi.com deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/177:35 am -
3 stops40h 34m
Deal found 8/5![Multiple Airlines logo]()
$544
This Kiwi.com deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/171:40 am -
3 stops22h 29m
Deal found 8/6![Multiple Airlines logo]()
$564
This Kiwi.com deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/119:57 pm -
3 stops51h 02m
Deal found 8/5![Multiple Airlines logo]()
$750
This Kiwi.com deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1111:06 am -
3 stops23h 58m
Deal found 8/5![Multiple Airlines logo]()
$1,131
Find flight deals from Chicago to Redmond
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Redmond (RDM). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 8, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $407 (Delta) |
One-way from | $204 (Delta) |
Popular in | November |
Cheapest in | February |
Average price | $468 |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Redmond that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 8, 2026.
Use the filters below to find and compare flights from Chicago to Redmond that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
ChicagoRedmond
ORD Chicago O'Hare Intl - RDM Bend/Redmond
ORDRDM
Chicago O'Hare Intl
Sat 9/19
12:51 pm-5:53 pm
1 stop7h 02m
Bend/Redmond
Sat 9/26
7:20 am-5:05 pm
1 stop7h 45m
$407
ChicagoRedmond
ORD Chicago O'Hare Intl - RDM Bend/Redmond
ORDRDM
Chicago O'Hare Intl
Tue 9/15
8:00 am-12:40 pm
1 stop6h 40m
Bend/Redmond
Sat 9/19
7:07 am-7:21 pm
1 stop10h 14m
$407
ChicagoRedmond
ORD Chicago O'Hare Intl - RDM Bend/Redmond
ORDRDM
Chicago O'Hare Intl
Tue 9/15
1:55 pm-11:58 pm
2 stops12h 03m
Bend/Redmond
Wed 9/23
6:15 am-11:31 pm
2 stops15h 16m
$420
ChicagoRedmond
ORD Chicago O'Hare Intl - RDM Bend/Redmond
ORDRDM
Chicago O'Hare Intl
Wed 9/23
8:00 am-12:40 pm
1 stop6h 40m
Bend/Redmond
Mon 9/28
7:07 am-7:21 pm
1 stop10h 14m
$427
ChicagoRedmond
ORD Chicago O'Hare Intl - RDM Bend/Redmond
ORDRDM
Chicago O'Hare Intl
Mon 9/14
6:00 am-12:40 pm
1 stop8h 40m
Bend/Redmond
Sat 9/19
7:07 am-7:21 pm
1 stop10h 14m
$427
ChicagoRedmond
MDW Chicago Midway - RDM Bend/Redmond
MDWRDM
Chicago Midway
Wed 9/23
2:00 pm-11:58 pm
2 stops11h 58m
Bend/Redmond
Mon 9/28
7:24 pm-8:48 am
2 stops11h 24m
$437
ChicagoRedmond
ORD Chicago O'Hare Intl - RDM Bend/Redmond
ORDRDM
Chicago O'Hare Intl
Thu 9/17
5:44 pm-11:08 pm
1 stop7h 24m
Bend/Redmond
Mon 9/21
1:44 pm-11:57 pm
1 stop8h 13m
$447
ChicagoRedmond
MDW Chicago Midway - RDM Bend/Redmond
MDWRDM
Chicago Midway
Tue 9/1
1:51 pm-10:18 pm
2 stops10h 27m
Bend/Redmond
Tue 9/8
7:24 pm-8:48 am
2 stops11h 24m
$469
ChicagoRedmond
ORD Chicago O'Hare Intl - RDM Bend/Redmond
ORDRDM
Chicago O'Hare Intl
Thu 11/12
6:45 am-12:22 pm
1 stop7h 37m
Bend/Redmond
Tue 11/17
6:00 am-4:47 pm
1 stop8h 47m
$481
ChicagoRedmond
ORD Chicago O'Hare Intl - RDM Bend/Redmond
ORDRDM
Chicago O'Hare Intl
Fri 11/20
5:55 pm-11:02 pm
1 stop7h 07m
Bend/Redmond
Tue 11/24
7:26 pm-9:05 am
2 stops11h 39m
$486
Showing 1-10 of 21 resultsSorted by cheapest first
Compare providers for flights from Chicago to Redmond
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Redmond in August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago-Redmond flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Redmond flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Redmond flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Redmond flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Redmond flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Chicago to Redmond
Have a flexible travel schedule? Discover the best time to fly to Redmond from Chicago with our price prediction graph.
CHI-RDM
ORD-RDM
MDW-RDM
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago to Redmond
CHI-RDM
ORD-RDM
MDW-RDM
What is the cheapest month to book a flight from Chicago to Redmond?
Currently, September is the cheapest month in which you can book a flight from Chicago to Redmond (average of $368). Flying from Chicago to Redmond in June is currently the most expensive (average of $628). 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.
How much does it cost to fly round-trip from Chicago to Redmond?
Airfare is below average for this route at the moment.
Chicago to Redmond flights typically cost between $415 and $538 in September.The cheapest round-trip price found within the last 5 days was $407 on Delta (Sep 15-Sep 22).
Reviews of airlines servicing Redmond
Get insights into the airlines that provide service to Redmond. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Redmond. Reviews last updated August 8, 2026.
Read reviews from past customers who have flown Alaska Airlines,Delta, andUnited Airlines from Chicago to Redmond. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.5
Comfort
7.8
Entertainment
7.0
Food
7.0
Boarding
8.1
Overall
7.9
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Crew
8.5
Comfort
7.8
Entertainment
7.0
Food
7.0
Boarding
8.1
Overall
7.9
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Crew
8.5
Comfort
7.8
Entertainment
7.0
Food
7.0
Boarding
8.1
Overall
7.9
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Crew
8.5
Comfort
7.8
Entertainment
7.0
Food
7.0
Boarding
8.1
Overall
7.9
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Related info for your journey
Find useful and relevant information for your journey from Chicago to Redmond. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Redmond?
Book flights to Redmond if you plan to visit one of these locationsBend
Madras
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Chicago and Redmond flights
Browse other Chicago and Redmond flight options. Last updated on August 8, 2026.
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Top 4 airlines flying from Chicago to Redmond
Discover the top 4 airlines that operate flights from Chicago to Redmond. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 8, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$278 | Average$388 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$318 | Average$847 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$329 | Average$558 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$412 | Average$572 | FlexibilityNo cancel fee | On-time75% |