$220+ Cheap flights from Chicago (CHI) to Redmond (RDM)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/14. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — RDM
Oct 15 — Oct 221
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chicago to Redmond
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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 September 15, 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 September 15, 2026.
This Alaska Airlines deal was found by Cheapflights users on 9/15. 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.
Sat 10/177:20 am -
2 stops12h 22m
Sat 10/245:10 pm -
1 stop18h 15m
Deal found 9/15![Alaska Airlines logo]()
$441
This American Airlines deal was found by Cheapflights users on 9/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/176:48 am -
1 stop9h 41m
Sat 10/243:00 pm -
1 stop6h 30m
Deal found 9/15![American Airlines logo]()
$453
This United Airlines deal was found by Cheapflights users on 9/13. 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 10/131:00 pm -
1 stop7h 39m
Sat 10/1712:53 pm -
1 stop6h 25m
Deal found 9/13![United Airlines logo]()
$455
This Delta deal was found by Cheapflights users on 9/11. 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 10/177:35 am -
2 stops13h 15m
Tue 10/201:26 pm -
1 stop8h 08m
Deal found 9/11![Delta logo]()
$460
This Delta deal was found by Cheapflights users on 9/10. 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 10/712:50 pm -
1 stop8h 00m
Mon 10/126:10 am -
1 stop8h 43m
Deal found 9/10![Delta logo]()
$463
This Delta deal was found by Cheapflights users on 9/12. 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 10/171:27 pm -
2 stops11h 39m
Wed 10/217:33 pm -
2 stops11h 59m
Deal found 9/12![Delta logo]()
$466
This Delta deal was found by Cheapflights users on 9/15. 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 10/177:35 am -
2 stops13h 15m
Sat 10/247:33 pm -
2 stops11h 20m
Deal found 9/15![Delta logo]()
$466
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Wed 10/148:01 pm -
2 stops41h 39m
Fri 10/3012:20 pm -
1 stop14h 53m
Deal found 9/11![Multiple Airlines logo]()
$476
This Delta deal was found by Cheapflights users on 9/14. 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 11/255:55 pm -
1 stop7h 02m
Sat 11/287:27 pm -
2 stops11h 37m
Deal found 9/14![Delta logo]()
$480
This United Airlines deal was found by Cheapflights users on 9/11. 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 10/178:40 am -
1 stop6h 10m
Sun 10/187:20 pm -
1 stop7h 41m
Deal found 9/11![United Airlines logo]()
$481
This Delta deal was found by Cheapflights users on 9/13. 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 11/251:31 pm -
2 stops11h 26m
Sat 11/287:27 pm -
2 stops11h 23m
Deal found 9/13![Delta logo]()
$485
This Alaska Airlines deal was found by Cheapflights users on 9/15. 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.
Thu 12/32:13 pm -
2 stops28h 48m
Sun 12/63:56 pm -
1 stop19h 14m
Deal found 9/15![Alaska Airlines logo]()
$487
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 September 15, 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 September 15, 2026.
This Alaska Airlines deal was found by Cheapflights users on 9/10. 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.
Thu 1/216:57 pm -
1 stop27h 58m
Mon 1/258:25 am -
1 stop13h 34m
Deal found 9/10![Alaska Airlines logo]()
$423
This Delta deal was found by Cheapflights users on 9/10. 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 10/712:50 pm -
1 stop8h 00m
Mon 10/126:10 am -
1 stop8h 43m
Deal found 9/10![Delta logo]()
$463
This Expedia deal was found by Cheapflights users on 9/10. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/228:00 am -
1 stop14h 55m
Wed 1/278:25 am -
2 stops11h 43m
Deal found 9/10![Alaska Airlines logo]()
$439
This Delta deal was found by Cheapflights users on 9/12. 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 10/171:27 pm -
2 stops11h 39m
Wed 10/217:33 pm -
2 stops11h 59m
Deal found 9/12![Delta logo]()
$466
This Alaska Airlines deal was found by Cheapflights users on 9/14. 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.
Sat 1/306:57 pm -
1 stop6h 56m
Tue 2/25:15 am -
1 stop5h 58m
Deal found 9/14![Alaska Airlines logo]()
$455
This Delta deal was found by Cheapflights users on 9/14. 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 10/211:27 pm -
2 stops11h 39m
Sat 10/246:10 am -
2 stops8h 37m
Deal found 9/14![Delta logo]()
$466
This Delta deal was found by Cheapflights users on 9/12. 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 10/1711:09 am -
2 stops13h 57m
Wed 10/215:05 am -
2 stops13h 33m
Deal found 9/12![Delta logo]()
$466
This Delta deal was found by Cheapflights users on 9/14. 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 11/255:55 pm -
1 stop7h 02m
Sat 11/287:27 pm -
2 stops11h 37m
Deal found 9/14![Delta logo]()
$480
This Delta deal was found by Cheapflights users on 9/14. 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 11/251:31 pm -
2 stops11h 26m
Sat 11/287:27 pm -
2 stops11h 23m
Deal found 9/14![Delta logo]()
$485
This Delta deal was found by Cheapflights users on 9/11. 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 10/179:29 am -
2 stops11h 21m
Mon 10/197:33 pm -
2 stops11h 11m
Deal found 9/11![Delta logo]()
$512
This Delta deal was found by Cheapflights users on 9/14. 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 11/266:40 am -
1 stop12h 43m
Sat 11/287:27 pm -
2 stops11h 37m
Deal found 9/14![Delta logo]()
$514
This Delta deal was found by Cheapflights users on 9/10. 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 10/712:49 pm -
2 stops13h 10m
Mon 10/127:33 pm -
2 stops11h 11m
Deal found 9/10![Delta logo]()
$529
This Delta deal was found by Cheapflights users on 9/11. 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 9/261:19 pm -
2 stops10h 38m
Wed 9/307:24 pm -
2 stops11h 24m
Deal found 9/11![Delta logo]()
$542
This Delta deal was found by Cheapflights users on 9/13. 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 1/211:00 pm -
2 stops11h 46m
Mon 1/255:55 am -
2 stops8h 55m
Deal found 9/13![Delta logo]()
$558
This Delta deal was found by Cheapflights users on 9/11. 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 10/149:29 am -
2 stops11h 21m
Fri 10/307:33 pm -
2 stops11h 11m
Deal found 9/11![Delta logo]()
$566
This Delta deal was found by Cheapflights users on 9/13. 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 11/251:31 pm -
2 stops11h 26m
Sun 11/297:27 pm -
2 stops11h 23m
Deal found 9/13![Delta logo]()
$677
Last-minute flights from Chicago to RedmondDiscover last-minute flight deals from Chicago to Redmond. Data last updated September 15, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Redmond. Data last updated September 15, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 9/15. 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 9/191:19 pm -
2 stops10h 38m
Sat 9/265:10 am -
2 stops10h 49m
Deal found 9/15![Delta logo]()
$542
This Delta deal was found by Cheapflights users on 9/10. 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 10/712:50 pm -
1 stop8h 00m
Mon 10/126:10 am -
1 stop8h 43m
Deal found 9/10![Delta logo]()
$463
This Delta deal was found by Cheapflights users on 9/10. 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 10/712:49 pm -
2 stops13h 10m
Mon 10/127:33 pm -
2 stops11h 11m
Deal found 9/10![Delta logo]()
$529
This United Airlines deal was found by Cheapflights users on 9/13. 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 10/131:00 pm -
1 stop7h 39m
Sat 10/1712:53 pm -
1 stop6h 25m
Deal found 9/13![United Airlines logo]()
$455
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Wed 10/148:01 pm -
2 stops41h 39m
Fri 10/3012:20 pm -
1 stop14h 53m
Deal found 9/11![Multiple Airlines logo]()
$476
This Delta deal was found by Cheapflights users on 9/10. 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 10/155:30 pm -
1 stop7h 36m
Sat 10/176:10 am -
1 stop8h 43m
Deal found 9/10![Delta logo]()
$423
This Booking.com deal was found by Cheapflights users on 9/10. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:49 pm -
2 stops18h 49m
Sat 10/1710:22 am -
1 stop17h 18m
Deal found 9/10![Alaska Airlines logo]()
$441
This Alaska Airlines deal was found by Cheapflights users on 9/10. 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.
Fri 10/167:16 pm -
1 stop6h 34m
Sun 10/181:35 pm -
1 stop25h 15m
Deal found 9/10![Alaska Airlines logo]()
$474
This Delta deal was found by Cheapflights users on 9/11. 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 10/177:35 am -
2 stops13h 15m
Tue 10/201:26 pm -
1 stop8h 08m
Deal found 9/11![Delta logo]()
$460
This Delta deal was found by Cheapflights users on 9/12. 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 10/171:27 pm -
2 stops11h 39m
Wed 10/217:33 pm -
2 stops11h 59m
Deal found 9/12![Delta logo]()
$466
This United Airlines deal was found by Cheapflights users on 9/11. 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 10/178:40 am -
1 stop6h 10m
Sun 10/187:20 pm -
1 stop7h 41m
Deal found 9/11![United Airlines logo]()
$481
This Delta deal was found by Cheapflights users on 9/11. 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 10/179:29 am -
2 stops11h 21m
Mon 10/197:33 pm -
2 stops11h 11m
Deal found 9/11![Delta logo]()
$512
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 September 15, 2026.
Search for one-way flight options from Chicago to Redmond. Find affordable one-way fares based on user searches. Data last updated September 15, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Wed 10/148:01 pm -
2 stops41h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Multiple Airlines logo]()
$220
This United Airlines deal was found by Cheapflights users on 9/14. 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.
Wed 10/1412:40 pm -
1 stop7h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![United Airlines logo]()
$228
This United Airlines deal was found by Cheapflights users on 9/12. 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.
Sun 10/46:00 am -
1 stop8h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![United Airlines logo]()
$295
This Delta deal was found by Cheapflights users on 9/12. 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.
Sun 10/45:10 pm -
2 stops8h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![Delta logo]()
$300
This Delta deal was found by Cheapflights users on 9/14. 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 10/141:27 pm -
2 stops11h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Delta logo]()
$308
This deal was found by Cheapflights users on 9/14. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/46:00 am -
1 stop8h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Alaska Airlines logo]()
$316
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Wed 10/143:30 pm -
3 stops46h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Multiple Airlines logo]()
$335
This Kiwi.com deal was found by Cheapflights users on 9/12. 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.
Sun 10/46:25 am -
2 stops31h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![Multiple Airlines logo]()
$413
This Kiwi.com deal was found by Cheapflights users on 9/12. 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.
Sun 10/45:30 pm -
3 stops18h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![Multiple Airlines logo]()
$458
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 September 15, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $423 (Alaska Airlines) |
One-way from | $220 (Kiwi.com) |
Popular in | November |
Cheapest in | February |
Average price | $480 |
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 7,457,451 searches. Data last updated September 15, 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
ChicagoRedmond
ORD Chicago O'Hare Intl - RDM Bend/Redmond
ORDRDM
Chicago O'Hare Intl
Wed 10/14
8:01 pm-11:40 am
2 stops41h 39m
Bend/Redmond
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$220
Quickest round-trip
ChicagoRedmond
ORD Chicago O'Hare Intl - RDM Bend/Redmond
ORDRDM
Chicago O'Hare Intl
Wed 10/14
12:40 pm-6:12 pm
1 stop7h 32m
Bend/Redmond
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$228
ChicagoRedmond
ORD Chicago O'Hare Intl - RDM Bend/Redmond
ORDRDM
Chicago O'Hare Intl
Sun 10/4
6:00 am-12:50 pm
1 stop8h 50m
Bend/Redmond
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$295
ChicagoRedmond
ORD Chicago O'Hare Intl - RDM Bend/Redmond
ORDRDM
Chicago O'Hare Intl
Sun 10/4
5:10 pm-11:58 pm
2 stops8h 48m
Bend/Redmond
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$300
ChicagoRedmond
MDW Chicago Midway - RDM Bend/Redmond
MDWRDM
Chicago Midway
Wed 10/14
1:27 pm-11:06 pm
2 stops11h 39m
Bend/Redmond
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$308
ChicagoRedmond
ORD Chicago O'Hare Intl - RDM Bend/Redmond
ORDRDM
Chicago O'Hare Intl
Sun 10/4
6:00 am-12:38 pm
1 stop8h 38m
Bend/Redmond
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$316
ChicagoRedmond
MDW Chicago Midway - RDM Bend/Redmond
MDWRDM
Chicago Midway
Wed 10/14
3:30 pm-11:40 am
3 stops46h 10m
Bend/Redmond
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$335
ChicagoRedmond
MDW Chicago Midway - RDM Bend/Redmond
MDWRDM
Chicago Midway
Sun 10/4
6:25 am-11:40 am
2 stops31h 15m
Bend/Redmond
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$413
ChicagoRedmond
ORD Chicago O'Hare Intl - RDM Bend/Redmond
ORDRDM
Chicago O'Hare Intl
Thu 1/21
6:57 pm-8:55 pm
1 stop27h 58m
Bend/Redmond
Mon 1/25
8:25 am-11:59 pm
1 stop13h 34m
$423
ChicagoRedmond
ORD Chicago O'Hare Intl - RDM Bend/Redmond
ORDRDM
Chicago O'Hare Intl
Fri 1/22
8:00 am-8:55 pm
1 stop14h 55m
Bend/Redmond
Wed 1/27
8:25 am-10:08 pm
2 stops11h 43m
$439
Showing 1-10 of 24 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 September.
| 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, November is the cheapest month in which you can book a flight from Chicago to Redmond (average of $398). Flying from Chicago to Redmond in June is currently the most expensive (average of $630). 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 $472 and $534 in January.The cheapest round-trip price found within the last 5 days was $423 on Alaska Airlines (Jan 21-Jan 25).
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 September 15, 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.
Boarding
8.1
Entertainment
7.0
Crew
8.5
Food
7.0
Overall
7.9
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Boarding
8.1
Entertainment
7.0
Crew
8.5
Food
7.0
Overall
7.9
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Boarding
8.1
Entertainment
7.0
Crew
8.5
Food
7.0
Overall
7.9
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Boarding
8.1
Entertainment
7.0
Crew
8.5
Food
7.0
Overall
7.9
Comfort
7.8
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
Sunriver
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Chicago and Redmond flights
Browse other Chicago and Redmond flight options. Last updated on September 15, 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 7,457,451 searches. Data last updated September 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$278 | Average$398 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$318 | Average$808 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$336 | Average$560 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$413 | Average$583 | FlexibilityNo cancel fee | On-time75% |