$200+ Cheap flights from Eugene (EUG) to Chicago (CHI)
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 10/22. Fares are subject to change and may not be available on all flights or dates of travel.
EUG — CHI
Nov 5 — Nov 121
Round-trip
1 adult, Economy
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Find cheap flights from Eugene to Chicago 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.Cheapflights Tip: The best prices from Eugene to Chicago are usually found in May or February, booked 31 days in advance, depart on a Saturday or Tuesday and return on a Wednesday
Cheap flight deals from Eugene to Chicago
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Cheapest flights from Eugene to ChicagoExplore the most affordable flight options available from Eugene to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 6, 2026.
Explore the most affordable flight options available from Eugene to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 6, 2026.
This Southwest deal was found by Cheapflights users on 10/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/1412:15 pm -
1 stop8h 40m
Mon 11/166:05 am -
1 stop6h 35m
Deal found 10/5![Southwest logo]()
$260
This Southwest deal was found by Cheapflights users on 10/4. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/55:55 am -
2 stops9h 10m
Mon 12/712:50 pm -
2 stops11h 30m
Deal found 10/4![Southwest logo]()
$340
This Southwest deal was found by Cheapflights users on 10/4. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/224:05 pm -
1 stop6h 55m
Mon 10/265:25 am -
1 stop10h 30m
Deal found 10/4![Southwest logo]()
$364
This Alaska Airlines deal was found by Cheapflights users on 10/6. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/27:12 am -
2 stops14h 47m
Sun 12/67:27 am -
1 stop16h 58m
Deal found 10/6![Alaska Airlines logo]()
$374
This United Airlines deal was found by Cheapflights users on 10/1. 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 11/52:27 pm -
Nonstop4h 13m
Mon 11/99:01 am -
Nonstop4h 56m
Deal found 10/1![United Airlines logo]()
$379
This United Airlines deal was found by Cheapflights users on 10/3. 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.
Tue 11/32:27 pm -
Nonstop4h 13m
Wed 11/118:40 am -
1 stop6h 45m
Deal found 10/3![United Airlines logo]()
$385
This United Airlines deal was found by Cheapflights users on 10/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2812:59 pm -
1 stop7h 47m
Mon 11/29:01 am -
Nonstop4h 56m
Deal found 10/5![United Airlines logo]()
$389
This Alaska Airlines deal was found by Cheapflights users on 10/6. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/64:00 pm -
1 stop19h 10m
Wed 12/92:13 pm -
1 stop23h 44m
Deal found 10/6![Alaska Airlines logo]()
$390
This Delta deal was found by Cheapflights users on 10/6. 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.
Tue 11/31:36 pm -
1 stop6h 29m
Wed 11/116:40 am -
1 stop8h 20m
Deal found 10/6![Delta logo]()
$399
This Southwest deal was found by Cheapflights users on 10/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/32:35 pm -
1 stop7h 35m
Wed 11/116:05 am -
1 stop6h 35m
Deal found 10/2![Southwest logo]()
$399
This United Airlines deal was found by Cheapflights users on 10/3. 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.
Tue 11/242:27 pm -
Nonstop4h 13m
Fri 11/279:01 am -
Nonstop4h 56m
Deal found 10/3![United Airlines logo]()
$400
This Southwest deal was found by Cheapflights users on 10/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/512:35 pm -
2 stops9h 35m
Mon 11/95:55 am -
1 stop6h 25m
Deal found 10/1![Southwest logo]()
$404
Best flights from Eugene to ChicagoDiscover carefully curated flight deals from Eugene to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 6, 2026.
Discover carefully curated flight deals from Eugene to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 6, 2026.
This Southwest deal was found by Cheapflights users on 10/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/1412:15 pm -
1 stop8h 40m
Mon 11/166:05 am -
1 stop6h 35m
Deal found 10/5![Southwest logo]()
$260
This United Airlines deal was found by Cheapflights users on 10/1. 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 11/52:27 pm -
Nonstop4h 13m
Mon 11/99:01 am -
Nonstop4h 56m
Deal found 10/1![United Airlines logo]()
$379
This Alaska Airlines deal was found by Cheapflights users on 10/1. 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 11/53:00 pm -
1 stop20h 17m
Mon 11/97:57 pm -
1 stop19h 48m
Deal found 10/1![Alaska Airlines logo]()
$399
This Delta deal was found by Cheapflights users on 10/5. 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 11/176:08 am -
1 stop8h 39m
Sat 11/2112:00 pm -
1 stop7h 03m
Deal found 10/5![Delta logo]()
$399
This Southwest deal was found by Cheapflights users on 10/4. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/512:15 pm -
1 stop8h 35m
Mon 12/76:05 am -
1 stop6h 35m
Deal found 10/4![Southwest logo]()
$260
This United Airlines deal was found by Cheapflights users on 10/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/142:27 pm -
Nonstop4h 13m
Mon 11/169:01 am -
Nonstop4h 56m
Deal found 10/5![United Airlines logo]()
$379
This Delta deal was found by Cheapflights users on 10/5. 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.
Thu 4/112:30 pm -
1 stop9h 16m
Sun 4/46:59 pm -
1 stop6h 54m
Deal found 10/5![Delta logo]()
$399
This United Airlines deal was found by Cheapflights users on 10/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/282:27 pm -
Nonstop4h 13m
Mon 11/29:01 am -
Nonstop4h 56m
Deal found 10/5![United Airlines logo]()
$379
This Southwest deal was found by Cheapflights users on 10/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/32:35 pm -
1 stop7h 35m
Wed 11/116:05 am -
1 stop6h 35m
Deal found 10/2![Southwest logo]()
$399
This Delta deal was found by Cheapflights users on 10/5. 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.
Wed 10/285:20 am -
2 stops9h 12m
Mon 11/26:35 am -
1 stop8h 21m
Deal found 10/5![Delta logo]()
$404
This United Airlines deal was found by Cheapflights users on 10/3. 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.
Fri 2/261:00 pm -
1 stop8h 53m
Sun 3/78:45 am -
Nonstop4h 48m
Deal found 10/3![United Airlines logo]()
$389
This Delta deal was found by Cheapflights users on 10/3. 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 2/266:15 am -
2 stops13h 38m
Sun 3/77:00 am -
1 stop6h 54m
Deal found 10/3![Delta logo]()
$404
This Southwest deal was found by Cheapflights users on 10/3. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/25:40 pm -
1 stop10h 00m
Mon 11/95:55 am -
1 stop6h 25m
Deal found 10/3![Southwest logo]()
$404
This United Airlines deal was found by Cheapflights users on 10/3. 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.
Tue 11/37:00 am -
1 stop9h 49m
Wed 11/118:40 am -
1 stop6h 45m
Deal found 10/3![United Airlines logo]()
$394
This Southwest deal was found by Cheapflights users on 10/4. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/75:55 am -
2 stops9h 30m
Wed 11/116:05 am -
1 stop6h 35m
Deal found 10/4![Southwest logo]()
$404
This Delta deal was found by Cheapflights users on 10/5. 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.
Mon 10/265:41 pm -
2 stops14h 22m
Mon 11/21:27 pm -
2 stops10h 50m
Deal found 10/5![Delta logo]()
$451
This Southwest deal was found by Cheapflights users on 10/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/55:40 pm -
1 stop10h 00m
Mon 11/95:55 am -
1 stop6h 25m
Deal found 10/1![Southwest logo]()
$428
This Southwest deal was found by Cheapflights users on 10/3. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/65:40 pm -
2 stops10h 05m
Sun 11/87:30 am -
2 stops11h 30m
Deal found 10/3![Southwest logo]()
$448
This Southwest deal was found by Cheapflights users on 10/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/132:25 pm -
1 stop7h 30m
Thu 12/315:50 am -
2 stops9h 10m
Deal found 10/2![Southwest logo]()
$451
Last-minute flights from Eugene to ChicagoDiscover last-minute flight deals from Eugene to Chicago. Data last updated October 6, 2026 and is based on user searches.
Discover last-minute flight deals from Eugene to Chicago. Data last updated October 6, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 10/4. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/224:05 pm -
1 stop6h 55m
Mon 10/265:25 am -
1 stop10h 30m
Deal found 10/4![Southwest logo]()
$364
This United Airlines deal was found by Cheapflights users on 10/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2812:59 pm -
1 stop7h 47m
Mon 11/29:01 am -
Nonstop4h 56m
Deal found 10/5![United Airlines logo]()
$389
This Alaska Airlines deal was found by Cheapflights users on 10/6. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/38:55 am -
1 stop26h 22m
Tue 11/107:20 am -
1 stop14h 15m
Deal found 10/6![Alaska Airlines logo]()
$369
This United Airlines deal was found by Cheapflights users on 10/3. 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.
Tue 11/32:27 pm -
Nonstop4h 13m
Wed 11/118:40 am -
1 stop6h 45m
Deal found 10/3![United Airlines logo]()
$385
This Delta deal was found by Cheapflights users on 10/6. 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.
Tue 11/31:36 pm -
1 stop6h 29m
Wed 11/116:40 am -
1 stop8h 20m
Deal found 10/6![Delta logo]()
$399
This Southwest deal was found by Cheapflights users on 10/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/32:35 pm -
1 stop7h 35m
Wed 11/116:05 am -
1 stop6h 35m
Deal found 10/2![Southwest logo]()
$399
This Delta deal was found by Cheapflights users on 10/6. 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.
Tue 11/31:36 pm -
1 stop6h 29m
Tue 11/105:05 pm -
2 stops8h 54m
Deal found 10/6![Delta logo]()
$404
This Delta deal was found by Cheapflights users on 10/6. 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.
Tue 11/35:20 am -
2 stops10h 40m
Wed 11/111:05 pm -
2 stops12h 54m
Deal found 10/6![Delta logo]()
$409
This United Airlines deal was found by Cheapflights users on 10/1. 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 11/52:27 pm -
Nonstop4h 13m
Mon 11/99:01 am -
Nonstop4h 56m
Deal found 10/1![United Airlines logo]()
$379
This Southwest deal was found by Cheapflights users on 10/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/512:35 pm -
2 stops9h 35m
Mon 11/95:55 am -
1 stop6h 25m
Deal found 10/1![Southwest logo]()
$404
This Southwest deal was found by Cheapflights users on 10/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/1412:15 pm -
1 stop8h 40m
Mon 11/166:05 am -
1 stop6h 35m
Deal found 10/5![Southwest logo]()
$260
This United Airlines deal was found by Cheapflights users on 10/3. 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.
Tue 11/242:27 pm -
Nonstop4h 13m
Fri 11/279:01 am -
Nonstop4h 56m
Deal found 10/3![United Airlines logo]()
$400
One-way flights from Eugene to ChicagoSearch for one-way flight options from Eugene to Chicago. Find affordable one-way fares based on user searches. Data last updated October 6, 2026.
Search for one-way flight options from Eugene to Chicago. Find affordable one-way fares based on user searches. Data last updated October 6, 2026.
This United Airlines deal was found by Cheapflights users on 10/1. 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 10/2212:52 pm -
1 stop7h 54m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/1![United Airlines logo]()
$200
This Southwest deal was found by Cheapflights users on 10/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1611:15 am -
1 stop8h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/1![Southwest logo]()
$200
This Expedia deal was found by Cheapflights users on 10/1. 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 11/207:03 am -
1 stop11h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/1![Alaska Airlines logo]()
$205
This Southwest deal was found by Cheapflights users on 10/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/306:10 am -
2 stops9h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/2![Southwest logo]()
$205
This Southwest deal was found by Cheapflights users on 10/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2211:00 am -
2 stops12h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/1![Southwest logo]()
$211
This Kiwi.com deal was found by Cheapflights users on 10/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/259:06 pm -
2 stops31h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/3![Multiple Airlines logo]()
$214
This United Airlines deal was found by Cheapflights users on 10/3. 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.
Mon 12/212:15 pm -
1 stop9h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/3![United Airlines logo]()
$224
This Southwest deal was found by Cheapflights users on 10/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/2110:15 am -
2 stops9h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/1![Southwest logo]()
$229
This Alaska Airlines deal was found by Cheapflights users on 10/2. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/27:12 am -
2 stops14h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/2![Alaska Airlines logo]()
$232
This American Airlines deal was found by Cheapflights users on 10/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/301:44 pm -
1 stop8h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/2![American Airlines logo]()
$234
This Southwest deal was found by Cheapflights users on 10/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/202:25 pm -
1 stop7h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/1![Southwest logo]()
$234
This Alaska Airlines deal was found by Cheapflights users on 10/3. 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 10/191:49 pm -
1 stop8h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/3![Alaska Airlines logo]()
$239
Find flight deals from Eugene to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Eugene (EUG) to Chicago (CHI). 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 October 6, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $260 (Southwest) |
One-way from | $200 (United Airlines) |
Popular in | March |
Cheapest in | May |
Average price | $418 |
Good round-trip deal | $379 or less |
Good one-way deal | $231 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Eugene to Chicago 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 October 6, 2026.
Use the filters below to find and compare flights from Eugene to Chicago that are best for you.
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Cheapest round-trip
EugeneChicago
EUG Eugene - ORD Chicago O'Hare Intl
EUGORD
Eugene
Thu 10/22
12:52 pm-10:46 pm
1 stop7h 54m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$200
Quickest round-trip
EugeneChicago
EUG Eugene - MDW Chicago Midway
EUGMDW
Eugene
Fri 12/25
2:35 pm-12:10 am
1 stop7h 35m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$200
EugeneChicago
EUG Eugene - MDW Chicago Midway
EUGMDW
Eugene
Wed 12/2
2:35 pm-12:15 am
1 stop7h 40m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$200
EugeneChicago
EUG Eugene - ORD Chicago O'Hare Intl
EUGORD
Eugene
Sat 11/21
7:03 am-11:49 pm
1 stop14h 46m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$205
EugeneChicago
EUG Eugene - MDW Chicago Midway
EUGMDW
Eugene
Sat 11/21
11:25 am-12:15 am
1 stop10h 50m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$205
EugeneChicago
EUG Eugene - MDW Chicago Midway
EUGMDW
Eugene
Sat 12/19
11:25 am-12:10 am
1 stop10h 45m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$205
EugeneChicago
EUG Eugene - MDW Chicago Midway
EUGMDW
Eugene
Thu 10/22
11:00 am-1:00 am
2 stops12h 00m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$211
EugeneChicago
EUG Eugene - ORD Chicago O'Hare Intl
EUGORD
Eugene
Mon 12/21
2:15 pm-1:16 am
1 stop9h 01m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$224
EugeneChicago
EUG Eugene - ORD Chicago O'Hare Intl
EUGORD
Eugene
Wed 12/2
7:12 am-11:59 pm
2 stops14h 47m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$232
EugeneChicago
EUG Eugene - ORD Chicago O'Hare Intl
EUGORD
Eugene
Mon 10/19
1:49 pm-11:59 pm
1 stop8h 10m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$239
Showing 1-10 of 38 resultsSorted by cheapest first
Compare providers for flights from Eugene to Chicago
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 Eugene to Chicago in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Eugene-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Eugene-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Eugene-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Eugene-Chicago 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 Eugene-Chicago 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 Eugene to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Eugene with our price prediction graph.
EUG-CHI
EUG-ORD
EUG-MDW
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 Eugene to Chicago
EUG-CHI
EUG-ORD
EUG-MDW
What is the cheapest month to book a flight from Eugene to Chicago?
Currently, May is the cheapest month in which you can book a flight from Eugene to Chicago (average of $319). Flying from Eugene to Chicago in December is currently the most expensive (average of $538). 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.
What is the cheapest time of day to fly from EUG to CHI?
Find hourly flight availability from Eugene to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 6, 2026.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Eugene to Chicago as you normally would.
Weekly flight availability from Eugene to Chicago
Explore weekly flight availability from Eugene to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated October 6, 2026.
The most flights from EUG to CHI are scheduled on a Monday (1 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 on average).
How much does it cost to fly round-trip from Eugene to Chicago?
Airfare is below average for this route at the moment.
Eugene to Chicago flights typically cost between $379 and $626 in November.The cheapest round-trip price found within the last 5 days was $260 on Southwest (Nov 14-Nov 16).
How far ahead should I book a flight from Eugene to Chicago?
The price you pay for your flight from Eugene to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 74 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated October 6, 2026.
Peruse reviews from past customers who have flown with Alaska Airlines,Southwest, andDelta from Eugene to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
7.9
Crew
8.5
Boarding
8.1
Entertainment
7.0
Food
7.0
Comfort
7.8
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Overall
7.9
Crew
8.5
Boarding
8.1
Entertainment
7.0
Food
7.0
Comfort
7.8
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Overall
7.9
Crew
8.5
Boarding
8.1
Entertainment
7.0
Food
7.0
Comfort
7.8
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Overall
7.9
Crew
8.5
Boarding
8.1
Entertainment
7.0
Food
7.0
Comfort
7.8
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Overall
7.9
Crew
8.5
Boarding
8.1
Entertainment
7.0
Food
7.0
Comfort
7.8
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Related info for your journey
Find useful and relevant information for your journey from Eugene to Chicago. 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 Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
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Other flights to Chicago
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 6, 2026.
Complete your trip
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Search flights from Eugene to Chicago by cabin class
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Eugene and Chicago flights
Browse other Eugene and Chicago flight options. Last updated on October 6, 2026.
Other flights from Eugene
Browse through other flights departing from Eugene. Flights are based on user searches made on Cheapflights and were last updated on October 6, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 3 airlines flying from Eugene to Chicago
Discover the top 3 airlines that operate flights from Eugene to Chicago. 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 October 6, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$378 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$198 | Average$476 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$289 | Average$437 | FlexibilityNo cancel fee | On-time69% |