$129+ Cheap flights from Eugene (EUG) to Chicago (CHI)
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 6/9. Fares are subject to change and may not be available on all flights or dates of travel.
EUG — CHI
May 10 — May 171
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
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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 April 10, 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 April 10, 2026.
This Delta deal was found by Cheapflights users on 4/9. 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 6/106:13 am
EUG
- ORD
1 stop8h 32m
Delta
Tue 6/167:37 pm
ORD
- EUG
1 stop6h 21m
Delta
Deal found 4/9![Delta logo]()
$257
This Southwest deal was found by Cheapflights users on 4/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2811:20 am
EUG
- MDW
1 stop7h 20m
Southwest
Sat 5/25:30 pm
MDW
- EUG
1 stop6h 10m
Southwest
Deal found 4/6![Southwest logo]()
$257
This Delta deal was found by Cheapflights users on 4/9. 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 6/105:44 pm
EUG
- ORD
2 stops12h 21m
Delta
Wed 9/97:00 am
ORD
- EUG
1 stop7h 01m
Delta
Deal found 4/9![Delta logo]()
$262
This Delta deal was found by Cheapflights users on 4/8. 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 4/296:30 am
EUG
- ORD
1 stop8h 09m
Delta
Thu 5/77:12 am
ORD
- EUG
1 stop7h 43m
Delta
Deal found 4/8![Delta logo]()
$277
This Southwest deal was found by Cheapflights users on 4/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/265:20 pm
EUG
- MDW
1 stop9h 40m
Southwest
Sun 5/316:00 am
MDW
- EUG
1 stop6h 15m
Southwest
Deal found 4/6![Southwest logo]()
$277
This Delta deal was found by Cheapflights users on 4/7. 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.
Wed 9/26:15 am
EUG
- ORD
2 stops9h 46m
Delta
Wed 9/97:00 am
ORD
- EUG
1 stop7h 01m
Delta
Deal found 4/7![Delta logo]()
$282
This Southwest deal was found by Cheapflights users on 4/8. 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 6/15:00 pm
EUG
- MDW
1 stop10h 00m
Southwest
Thu 6/410:05 am
MDW
- EUG
1 stop8h 10m
Southwest
Deal found 4/8![Southwest logo]()
$282
This Trip.com deal was found by Cheapflights users on 4/7. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/308:38 pm
EUG
- ORD
1 stop8h 02m
Alaska Airlines
Wed 5/63:52 pm
ORD
- EUG
1 stop9h 02m
Alaska Airlines
Deal found 4/7![Alaska Airlines logo]()
$286
This Delta deal was found by Cheapflights users on 4/8. 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 4/296:30 am
EUG
- ORD
2 stops9h 34m
Delta
Wed 5/61:36 pm
ORD
- EUG
2 stops12h 22m
Delta
Deal found 4/8![Delta logo]()
$288
This Delta deal was found by Cheapflights users on 4/8. 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 5/96:15 am
EUG
- MDW
2 stops9h 41m
Delta
Tue 5/121:59 pm
MDW
- EUG
2 stops11h 51m
Delta
Deal found 4/8![Delta logo]()
$288
This Southwest deal was found by Cheapflights users on 4/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/126:35 am
EUG
- MDW
2 stops8h 30m
Southwest
Thu 5/146:00 am
MDW
- EUG
1 stop6h 30m
Southwest
Deal found 4/6![Southwest logo]()
$293
This Delta deal was found by Cheapflights users on 4/9. 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 4/296:30 am
EUG
- ORD
1 stop8h 09m
Delta
Sat 5/27:35 am
ORD
- EUG
1 stop6h 13m
Delta
Deal found 4/9![Delta logo]()
$298
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 April 10, 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 April 10, 2026.
This Delta deal was found by Cheapflights users on 4/9. 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 4/296:30 am
EUG
- ORD
1 stop8h 09m
Delta
Wed 5/66:00 pm
ORD
- EUG
1 stop7h 58m
Delta
Deal found 4/9![Delta logo]()
$257
This Southwest deal was found by Cheapflights users on 4/5. 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 5/95:00 am
EUG
- MDW
1 stop7h 40m
Southwest
Tue 5/125:30 pm
MDW
- EUG
1 stop6h 30m
Southwest
Deal found 4/5![Southwest logo]()
$257
This Alaska Airlines deal was found by Cheapflights users on 4/6. 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 4/298:38 pm
EUG
- ORD
1 stop8h 02m
Alaska Airlines
Wed 5/63:52 pm
ORD
- EUG
1 stop9h 02m
Alaska Airlines
Deal found 4/6![Alaska Airlines logo]()
$267
This United Airlines deal was found by Cheapflights users on 4/5. 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.
Fri 8/1412:25 pm
EUG
- ORD
Nonstop3h 59m
United Airlines
Tue 8/188:45 am
ORD
- EUG
Nonstop4h 28m
United Airlines
Deal found 4/5![United Airlines logo]()
$329
This Delta deal was found by Cheapflights users on 4/8. 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 5/296:15 am
EUG
- ORD
1 stop8h 34m
Delta
Wed 6/37:12 am
ORD
- EUG
1 stop7h 43m
Delta
Deal found 4/8![Delta logo]()
$257
This Southwest deal was found by Cheapflights users on 4/9. 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 6/52:45 pm
EUG
- MDW
2 stops8h 15m
Southwest
Tue 6/95:30 am
MDW
- EUG
2 stops9h 30m
Southwest
Deal found 4/9![Southwest logo]()
$267
This Alaska Airlines deal was found by Cheapflights users on 4/5. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/57:39 am
EUG
- ORD
1 stop9h 24m
Alaska Airlines
Wed 5/63:52 pm
ORD
- EUG
1 stop9h 02m
Alaska Airlines
Deal found 4/5![Alaska Airlines logo]()
$277
This Southwest deal was found by Cheapflights users on 4/5. 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.
Wed 5/135:20 pm
EUG
- MDW
1 stop9h 40m
Southwest
Wed 6/104:40 pm
MDW
- EUG
1 stop8h 30m
Southwest
Deal found 4/5![Southwest logo]()
$288
This Delta deal was found by Cheapflights users on 4/9. 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 6/105:44 pm
EUG
- MDW
2 stops13h 30m
Delta
Tue 6/161:16 pm
MDW
- EUG
2 stops12h 42m
Delta
Deal found 4/9![Delta logo]()
$298
This United Airlines deal was found by Cheapflights users on 4/5. 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.
Fri 8/1412:25 pm
EUG
- ORD
Nonstop3h 59m
United Airlines
Mon 8/176:00 am
ORD
- EUG
1 stop7h 58m
United Airlines
Deal found 4/5![United Airlines logo]()
$339
This Southwest deal was found by Cheapflights users on 4/9. 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 4/2811:20 am
EUG
- MDW
2 stops10h 00m
Southwest
Sat 5/210:10 am
MDW
- EUG
2 stops8h 25m
Southwest
Deal found 4/9![Southwest logo]()
$308
This Delta deal was found by Cheapflights users on 4/7. 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 9/45:30 pm
EUG
- MDW
2 stops13h 12m
Delta
Tue 9/81:00 pm
MDW
- EUG
2 stops12h 54m
Delta
Deal found 4/7![Delta logo]()
$318
This United Airlines deal was found by Cheapflights users on 4/8. 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 5/2912:33 pm
EUG
- ORD
Nonstop4h 10m
United Airlines
Wed 6/39:07 am
ORD
- EUG
Nonstop4h 40m
United Airlines
Deal found 4/8![United Airlines logo]()
$382
This Delta deal was found by Cheapflights users on 4/7. 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 9/412:40 pm
EUG
- ORD
1 stop7h 18m
Delta
Mon 9/76:00 pm
ORD
- EUG
1 stop7h 54m
Delta
Deal found 4/7![Delta logo]()
$323
This Southwest deal was found by Cheapflights users on 4/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/155:00 pm
EUG
- MDW
1 stop10h 00m
Southwest
Sun 5/176:00 am
MDW
- EUG
1 stop6h 15m
Southwest
Deal found 4/6![Southwest logo]()
$333
This Delta deal was found by Cheapflights users on 4/9. 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 7/236:13 am
EUG
- ORD
2 stops13h 35m
Delta
Sun 7/267:40 pm
ORD
- EUG
1 stop6h 16m
Delta
Deal found 4/9![Delta logo]()
$343
This Southwest deal was found by Cheapflights users on 4/5. 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.
Wed 8/51:40 pm
EUG
- MDW
1 stop7h 10m
Southwest
Sun 8/96:30 am
MDW
- EUG
1 stop5h 55m
Southwest
Deal found 4/5![Southwest logo]()
$369
This Delta deal was found by Cheapflights users on 4/7. 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.
Tue 7/286:00 am
EUG
- ORD
2 stops10h 29m
Delta
Sun 8/26:55 am
ORD
- EUG
1 stop8h 05m
Delta
Deal found 4/7![Delta logo]()
$363
This Southwest deal was found by Cheapflights users on 4/5. 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.
Tue 4/215:20 pm
EUG
- MDW
1 stop9h 40m
Southwest
Sun 4/266:00 am
MDW
- EUG
1 stop6h 15m
Southwest
Deal found 4/5![Southwest logo]()
$373
This Delta deal was found by Cheapflights users on 4/6. 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.
Wed 4/295:15 am
EUG
- MDW
2 stops11h 21m
Delta
Wed 5/62:12 pm
MDW
- EUG
2 stops11h 35m
Delta
Deal found 4/6![Delta logo]()
$369
This Southwest deal was found by Cheapflights users on 4/8. 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 8/1111:15 am
EUG
- MDW
2 stops9h 40m
Southwest
Sat 8/156:50 am
MDW
- EUG
1 stop6h 00m
Southwest
Deal found 4/8![Southwest logo]()
$374
This Southwest deal was found by Cheapflights users on 4/8. 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 5/2912:10 pm
EUG
- ORD
2 stops9h 45m
Southwest
Wed 6/311:55 am
ORD
- EUG
2 stops12h 05m
Southwest
Deal found 4/8![Southwest logo]()
$378
This Southwest deal was found by Cheapflights users on 4/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/266:35 am
EUG
- ORD
2 stops15h 20m
Southwest
Sun 5/318:00 am
ORD
- EUG
2 stops16h 45m
Southwest
Deal found 4/6![Southwest logo]()
$390
Last-minute flights from Eugene to ChicagoDiscover last-minute flight deals from Eugene to Chicago. Data last updated April 10, 2026 and is based on user searches.
Discover last-minute flight deals from Eugene to Chicago. Data last updated April 10, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 4/4. 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 4/186:00 am
EUG
- ORD
2 stops14h 20m
Southwest
Sat 4/253:05 pm
ORD
- EUG
1 stop8h 35m
Southwest
Deal found 4/4![Southwest logo]()
$303
This Southwest deal was found by Cheapflights users on 4/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2811:20 am
EUG
- MDW
1 stop7h 20m
Southwest
Sat 5/25:30 pm
MDW
- EUG
1 stop6h 10m
Southwest
Deal found 4/6![Southwest logo]()
$257
This Delta deal was found by Cheapflights users on 4/9. 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 4/296:30 am
EUG
- ORD
1 stop8h 09m
Delta
Wed 5/66:25 am
ORD
- EUG
2 stops12h 39m
Delta
Deal found 4/9![Delta logo]()
$262
This Alaska Airlines deal was found by Cheapflights users on 4/6. 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 4/298:38 pm
EUG
- ORD
1 stop8h 02m
Alaska Airlines
Wed 5/68:50 am
ORD
- EUG
1 stop16h 04m
Alaska Airlines
Deal found 4/6![Alaska Airlines logo]()
$267
This Delta deal was found by Cheapflights users on 4/8. 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 4/296:30 am
EUG
- ORD
1 stop8h 09m
Delta
Thu 5/77:12 am
ORD
- EUG
1 stop7h 43m
Delta
Deal found 4/8![Delta logo]()
$277
This Trip.com deal was found by Cheapflights users on 4/7. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/308:38 pm
EUG
- ORD
1 stop8h 02m
Alaska Airlines
Wed 5/63:52 pm
ORD
- EUG
1 stop9h 02m
Alaska Airlines
Deal found 4/7![Alaska Airlines logo]()
$286
This Delta deal was found by Cheapflights users on 4/8. 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 4/306:30 am
EUG
- ORD
1 stop8h 09m
Delta
Mon 5/46:00 pm
ORD
- EUG
1 stop7h 58m
Delta
Deal found 4/8![Delta logo]()
$308
This Delta deal was found by Cheapflights users on 4/7. 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 4/306:30 am
EUG
- ORD
1 stop8h 09m
Delta
Wed 5/62:09 pm
ORD
- EUG
2 stops11h 49m
Delta
Deal found 4/7![Delta logo]()
$313
This Alaska Airlines deal was found by Cheapflights users on 4/6. 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.
Sat 5/98:00 am
EUG
- ORD
1 stop9h 52m
Alaska Airlines
Tue 5/122:13 pm
ORD
- EUG
1 stop10h 32m
Alaska Airlines
Deal found 4/6![Alaska Airlines logo]()
$257
This Delta deal was found by Cheapflights users on 4/8. 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 5/96:15 am
EUG
- MDW
2 stops9h 41m
Delta
Tue 5/121:59 pm
MDW
- EUG
2 stops11h 51m
Delta
Deal found 4/8![Delta logo]()
$288
This Southwest deal was found by Cheapflights users on 4/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/126:35 am
EUG
- MDW
2 stops8h 30m
Southwest
Thu 5/146:00 am
MDW
- EUG
1 stop6h 30m
Southwest
Deal found 4/6![Southwest logo]()
$293
This Southwest deal was found by Cheapflights users on 4/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/265:20 pm
EUG
- MDW
1 stop9h 40m
Southwest
Sun 5/316:00 am
MDW
- EUG
1 stop6h 15m
Southwest
Deal found 4/6![Southwest logo]()
$277
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 April 10, 2026.
Search for one-way flight options from Eugene to Chicago. Find affordable one-way fares based on user searches. Data last updated April 10, 2026.
This Delta deal was found by Cheapflights users on 4/6. 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 6/96:13 am
EUG
- ORD
1 stop8h 32m
Delta
Deal found 4/6![Delta logo]()
$129
This Southwest deal was found by Cheapflights users on 4/9. 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 6/44:55 pm
EUG
- MDW
1 stop10h 30m
Southwest
Deal found 4/9![Southwest logo]()
$134
This Southwest deal was found by Cheapflights users on 4/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/265:20 pm
EUG
- MDW
1 stop9h 40m
Southwest
Deal found 4/6![Southwest logo]()
$139
This Delta deal was found by Cheapflights users on 4/6. 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 5/265:10 am
EUG
- MDW
2 stops11h 23m
Delta
Deal found 4/6![Delta logo]()
$144
This deal was found by Cheapflights users on 4/6. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/38:38 pm
EUG
- ORD
1 stop8h 02m
Alaska Airlines
Deal found 4/6![Alaska Airlines logo]()
$160
This Delta deal was found by Cheapflights users on 4/9. 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 6/305:30 am
EUG
- ORD
2 stops8h 56m
Delta
Deal found 4/9![Delta logo]()
$165
This CheapOair deal was found by Cheapflights users on 4/6. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/258:38 pm
EUG
- ORD
1 stop8h 02m
Alaska Airlines
Deal found 4/6![Alaska Airlines logo]()
$170
This Delta deal was found by Cheapflights users on 4/8. 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 5/205:10 am
EUG
- ORD
2 stops12h 10m
Delta
Deal found 4/8![Delta logo]()
$175
This Southwest deal was found by Cheapflights users on 4/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/275:00 pm
EUG
- MDW
1 stop10h 00m
Southwest
Deal found 4/6![Southwest logo]()
$175
This Delta deal was found by Cheapflights users on 4/7. 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.
Sat 4/256:30 am
EUG
- ORD
2 stops12h 48m
Delta
Deal found 4/7![Delta logo]()
$185
This United Airlines deal was found by Cheapflights users on 4/9. 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 6/412:33 pm
EUG
- ORD
Nonstop4h 10m
United Airlines
Deal found 4/9![United Airlines logo]()
$199
This CheapOair deal was found by Cheapflights users on 4/6. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/54:00 pm
EUG
- ORD
1 stop11h 00m
Alaska Airlines
Deal found 4/6![Alaska Airlines logo]()
$205
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 April 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $257 (Delta) |
One-way from | $129 (Delta) |
Popular in | October |
Cheapest in | February |
Average price | $358 |
Good round-trip deal | $304 or less |
Good one-way deal | $178 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 2,558,603 searches. Data last updated April 10, 2026.
Use the filters below to find and compare flights from Eugene to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
EugeneChicago
EUG - ORD
EUGORD
Eugene
Wed 4/29
6:30 am-4:39 pm
1 stop8h 09m
Chicago O'Hare Intl
Wed 5/6
6:00 pm-11:58 pm
1 stop7h 58m
$257
EugeneChicago
EUG - MDW
EUGMDW
Eugene
Sat 5/9
5:00 am-2:40 pm
1 stop7h 40m
Chicago Midway
Tue 5/12
5:30 pm-10:00 pm
1 stop6h 30m
$257
EugeneChicago
EUG - ORD
EUGORD
Eugene
Fri 5/29
6:15 am-4:49 pm
1 stop8h 34m
Chicago O'Hare Intl
Wed 6/3
7:12 am-12:55 pm
1 stop7h 43m
$257
EugeneChicago
EUG - ORD
EUGORD
Eugene
Wed 4/29
8:38 pm-6:40 am
1 stop8h 02m
Chicago O'Hare Intl
Wed 5/6
3:52 pm-10:54 pm
1 stop9h 02m
$267
EugeneChicago
EUG - MDW
EUGMDW
Eugene
Fri 6/5
2:45 pm-1:00 am
2 stops8h 15m
Chicago Midway
Tue 6/9
5:30 am-1:00 pm
2 stops9h 30m
$267
EugeneChicago
EUG - ORD
EUGORD
Eugene
Tue 5/5
7:39 am-7:03 pm
1 stop9h 24m
Chicago O'Hare Intl
Wed 5/6
3:52 pm-10:54 pm
1 stop9h 02m
$277
EugeneChicago
EUG - MDW
EUGMDW
Eugene
Wed 5/13
5:20 pm-5:00 am
1 stop9h 40m
Chicago Midway
Wed 6/10
4:40 pm-11:10 pm
1 stop8h 30m
$288
EugeneChicago
EUG - MDW
EUGMDW
Eugene
Wed 6/10
5:44 pm-9:14 am
2 stops13h 30m
Chicago Midway
Tue 6/16
1:16 pm-11:58 pm
2 stops12h 42m
$298
EugeneChicago
EUG - MDW
EUGMDW
Eugene
Tue 4/28
11:20 am-11:20 pm
2 stops10h 00m
Chicago Midway
Sat 5/2
10:10 am-4:35 pm
2 stops8h 25m
$308
EugeneChicago
EUG - MDW
EUGMDW
Eugene
Fri 9/4
5:30 pm-8:42 am
2 stops13h 12m
Chicago Midway
Tue 9/8
1:00 pm-11:54 pm
2 stops12h 54m
$318
Showing 1-10 of 35 resultsSorted by cheapest first
- 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, December is the cheapest month in which you can book a flight from Eugene to Chicago (average of $120). Flying from Eugene to Chicago in November is currently the most expensive (average of $285). 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 Eugene to Chicago?
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 April 10, 2026.
Peruse reviews from past customers who have flown with Southwest,Alaska Airlines, 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.
Comfort
8.0
Boarding
8.1
Food
7.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Boarding
8.1
Food
7.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Boarding
8.1
Food
7.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Boarding
8.1
Food
7.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Boarding
8.1
Food
7.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Boarding
8.1
Food
7.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
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 locationsLansing
Merrillville
Hammond
Porter
Benton Harbor
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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 April 10, 2026.
Complete your trip
Complete your trip to Chicago by adding a car rental and/or hotel reservation to your travel itinerary.
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 April 10, 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 April 10, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 4 airlines flying from Eugene to Chicago
Discover the top 4 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 2,558,603 searches. Data last updated April 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$315 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$269 | Average$411 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$282 | Average$398 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$388 | Average$497 | FlexibilityNo cancel fee | On-time63% |