$165+ 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 6/30. Fares are subject to change and may not be available on all flights or dates of travel.
EUG — CHI
Jun 26 — Jul 31
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 February or September, booked 52 days in advance, depart on a Tuesday or Saturday and return on a Wednesday
Cheap flight deals from Eugene to Chicago
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Best
Last-minute
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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 May 27, 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 May 27, 2026.
This United Airlines deal was found by Cheapflights users on 5/25. 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 7/12:10 pm
EUG
- ORD
Nonstop4h 10m
United Airlines
Wed 7/156:10 am
ORD
- EUG
1 stop7h 51m
United Airlines
Deal found 5/25![United Airlines logo]()
$324
This United Airlines deal was found by Cheapflights users on 5/25. 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 8/122:00 pm
EUG
- ORD
Nonstop4h 11m
United Airlines
Mon 8/179:05 am
ORD
- EUG
Nonstop4h 45m
United Airlines
Deal found 5/25![United Airlines logo]()
$329
This Alaska Airlines deal was found by Cheapflights users on 5/27. 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 7/712:34 pm
EUG
- ORD
1 stop14h 26m
Alaska Airlines
Thu 7/96:00 am
ORD
- EUG
1 stop9h 01m
Alaska Airlines
Deal found 5/27![Alaska Airlines logo]()
$334
This United Airlines deal was found by Cheapflights users on 5/24. 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 8/71:59 pm
EUG
- ORD
1 stop9h 00m
United Airlines
Wed 8/129:05 am
ORD
- EUG
Nonstop4h 45m
United Airlines
Deal found 5/24![United Airlines logo]()
$339
This Alaska Airlines deal was found by Cheapflights users on 5/27. 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 7/294:00 pm
EUG
- ORD
1 stop11h 00m
Alaska Airlines
Tue 8/48:20 pm
ORD
- EUG
1 stop14h 47m
Alaska Airlines
Deal found 5/27![Alaska Airlines logo]()
$349
This Southwest deal was found by Cheapflights users on 5/24. 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 8/1412:20 pm
EUG
- MDW
1 stop5h 55m
Southwest
Wed 8/193:50 pm
MDW
- EUG
1 stop8h 40m
Southwest
Deal found 5/24![Southwest logo]()
$349
This Delta deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/124:43 pm
EUG
- ORD
2 stops14h 01m
Delta
Mon 8/175:59 pm
ORD
- EUG
1 stop8h 00m
Delta
Deal found 5/25![Delta logo]()
$354
This Delta deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/126:10 am
EUG
- MDW
2 stops10h 23m
Delta
Mon 8/179:24 am
MDW
- EUG
2 stops9h 39m
Delta
Deal found 5/24![Delta logo]()
$359
This Southwest deal was found by Cheapflights users on 5/24. 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 9/143:55 pm
EUG
- MDW
1 stop11h 05m
Southwest
Mon 9/216:15 am
MDW
- EUG
1 stop10h 55m
Southwest
Deal found 5/24![Southwest logo]()
$360
This Expedia deal was found by Cheapflights users on 5/25. 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.
Thu 6/254:00 pm
EUG
- ORD
1 stop11h 00m
Alaska Airlines
Sat 7/47:20 am
ORD
- EUG
1 stop9h 58m
Alaska Airlines
Deal found 5/25![Alaska Airlines logo]()
$364
This Alaska Airlines deal was found by Cheapflights users on 5/24. 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 6/264:00 pm
EUG
- ORD
1 stop11h 00m
Alaska Airlines
Wed 7/88:02 am
ORD
- EUG
1 stop6h 59m
Alaska Airlines
Deal found 5/24![Alaska Airlines logo]()
$365
This United Airlines deal was found by Cheapflights users on 5/27. 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 7/72:10 pm
EUG
- ORD
Nonstop4h 10m
United Airlines
Tue 7/218:53 am
ORD
- EUG
Nonstop4h 44m
United Airlines
Deal found 5/27![United Airlines logo]()
$369
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 May 27, 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 May 27, 2026.
This United Airlines deal was found by Cheapflights users on 5/24. 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 10/92:15 pm
EUG
- ORD
Nonstop4h 09m
United Airlines
Sun 10/118:45 am
ORD
- EUG
Nonstop4h 28m
United Airlines
Deal found 5/24![United Airlines logo]()
$329
This Alaska Airlines deal was found by Cheapflights users on 5/27. 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 7/294:00 pm
EUG
- ORD
1 stop11h 00m
Alaska Airlines
Tue 8/48:20 pm
ORD
- EUG
1 stop14h 47m
Alaska Airlines
Deal found 5/27![Alaska Airlines logo]()
$349
This Delta deal was found by Cheapflights users on 5/23. 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 9/2012:31 pm
EUG
- ORD
1 stop9h 16m
Delta
Thu 10/12:00 pm
ORD
- EUG
2 stops11h 54m
Delta
Deal found 5/23![Delta logo]()
$354
This Southwest deal was found by Cheapflights users on 5/23. 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 9/1712:20 pm
EUG
- MDW
1 stop7h 40m
Southwest
Sun 9/206:10 am
MDW
- EUG
1 stop13h 00m
Southwest
Deal found 5/23![Southwest logo]()
$388
This Alaska Airlines deal was found by Cheapflights users on 5/24. 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 7/2312:34 pm
EUG
- ORD
1 stop14h 26m
Alaska Airlines
Sun 7/266:00 am
ORD
- EUG
1 stop9h 01m
Alaska Airlines
Deal found 5/24![Alaska Airlines logo]()
$383
This Southwest deal was found by Cheapflights users on 5/26. 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 7/26:10 am
EUG
- MDW
2 stops8h 30m
Southwest
Sat 7/115:25 am
MDW
- EUG
1 stop6h 15m
Southwest
Deal found 5/26![Southwest logo]()
$397
This United Airlines deal was found by Cheapflights users on 5/27. 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 6/126:49 pm
EUG
- ORD
1 stop8h 09m
United Airlines
Tue 6/168:53 am
ORD
- EUG
Nonstop4h 44m
United Airlines
Deal found 5/27![United Airlines logo]()
$409
This Alaska Airlines deal was found by Cheapflights users on 5/22. 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 8/147:50 am
EUG
- ORD
1 stop9h 07m
Alaska Airlines
Mon 8/172:20 pm
ORD
- EUG
1 stop9h 26m
Alaska Airlines
Deal found 5/22![Alaska Airlines logo]()
$393
This Delta deal was found by Cheapflights users on 5/25. 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 7/146:15 am
EUG
- MDW
2 stops10h 10m
Delta
Tue 7/211:18 pm
MDW
- EUG
2 stops12h 37m
Delta
Deal found 5/25![Delta logo]()
$444
This Southwest deal was found by Cheapflights users on 5/26. 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 7/151:40 pm
EUG
- MDW
1 stop8h 05m
Southwest
Sun 7/196:10 am
MDW
- EUG
1 stop9h 35m
Southwest
Deal found 5/26![Southwest logo]()
$409
This Alaska Airlines deal was found by Cheapflights users on 5/22. 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 8/187:50 am
EUG
- ORD
1 stop9h 07m
Alaska Airlines
Wed 8/196:01 am
ORD
- EUG
1 stop8h 40m
Alaska Airlines
Deal found 5/22![Alaska Airlines logo]()
$393
This Delta deal was found by Cheapflights users on 5/25. 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 6/2512:32 pm
EUG
- ORD
1 stop9h 07m
Delta
Sat 7/47:45 am
ORD
- EUG
2 stops13h 10m
Delta
Deal found 5/25![Delta logo]()
$464
This Southwest deal was found by Cheapflights users on 5/25. 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 7/252:45 pm
EUG
- MDW
2 stops11h 55m
Southwest
Sat 8/15:25 am
MDW
- EUG
1 stop6h 15m
Southwest
Deal found 5/25![Southwest logo]()
$422
This United Airlines deal was found by Cheapflights users on 5/25. 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 7/21:07 pm
EUG
- ORD
1 stop8h 12m
United Airlines
Sun 7/58:53 am
ORD
- EUG
Nonstop4h 44m
United Airlines
Deal found 5/25![United Airlines logo]()
$481
This Southwest deal was found by Cheapflights users on 5/24. 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 6/2610:15 am
EUG
- MDW
1 stop11h 10m
Southwest
Tue 7/77:00 am
MDW
- EUG
2 stops8h 00m
Southwest
Deal found 5/24![Southwest logo]()
$425
This Southwest deal was found by Cheapflights users on 5/24. 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 8/126:40 am
EUG
- MDW
1 stop5h 40m
Southwest
Wed 8/126:00 pm
MDW
- EUG
1 stop6h 30m
Southwest
Deal found 5/24![Southwest logo]()
$428
This Southwest deal was found by Cheapflights users on 5/23. 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 7/11:40 pm
EUG
- MDW
2 stops8h 25m
Southwest
Wed 7/152:35 pm
MDW
- EUG
2 stops10h 40m
Southwest
Deal found 5/23![Southwest logo]()
$438
This Southwest deal was found by Cheapflights users on 5/26. 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 7/162:45 pm
EUG
- MDW
1 stop7h 30m
Southwest
Sun 7/196:10 am
MDW
- EUG
1 stop9h 35m
Southwest
Deal found 5/26![Southwest logo]()
$443
Last-minute flights from Eugene to ChicagoDiscover last-minute flight deals from Eugene to Chicago. Data last updated May 27, 2026 and is based on user searches.
Discover last-minute flight deals from Eugene to Chicago. Data last updated May 27, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 5/25. 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 6/16:49 pm
EUG
- ORD
1 stop8h 09m
United Airlines
Mon 6/88:53 am
ORD
- EUG
Nonstop4h 44m
United Airlines
Deal found 5/25![United Airlines logo]()
$470
This United Airlines deal was found by Cheapflights users on 5/27. 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 6/112:38 pm
EUG
- ORD
Nonstop4h 10m
United Airlines
Sun 6/146:00 am
ORD
- EUG
1 stop8h 57m
United Airlines
Deal found 5/27![United Airlines logo]()
$549
This Travelocity deal was found by Cheapflights users on 5/24. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/37:59 pm
EUG
- ORD
1 stop8h 21m
Alaska Airlines
Thu 6/47:40 am
ORD
- EUG
1 stop9h 43m
Alaska Airlines
Deal found 5/24![Alaska Airlines logo]()
$483
This United Airlines deal was found by Cheapflights users on 5/23. 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 6/412:38 pm
EUG
- ORD
Nonstop4h 10m
United Airlines
Tue 6/98:53 am
ORD
- EUG
Nonstop4h 44m
United Airlines
Deal found 5/23![United Airlines logo]()
$535
This Delta deal was found by Cheapflights users on 5/25. 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 6/512:35 pm
EUG
- ORD
1 stop9h 20m
Delta
Mon 6/85:55 pm
ORD
- EUG
1 stop7h 56m
Delta
Deal found 5/25![Delta logo]()
$454
This Southwest deal was found by Cheapflights users on 5/23. 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
1 stop7h 25m
Southwest
Mon 6/85:15 am
MDW
- EUG
1 stop6h 20m
Southwest
Deal found 5/23![Southwest logo]()
$498
This Delta deal was found by Cheapflights users on 5/23. 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 6/56:15 am
EUG
- ORD
2 stops9h 50m
Delta
Tue 6/97:37 pm
ORD
- EUG
1 stop6h 21m
Delta
Deal found 5/23![Delta logo]()
$534
This United Airlines deal was found by Cheapflights users on 5/23. 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 6/512:57 pm
EUG
- ORD
1 stop7h 52m
United Airlines
Tue 6/98:53 am
ORD
- EUG
Nonstop4h 44m
United Airlines
Deal found 5/23![United Airlines logo]()
$545
This Southwest deal was found by Cheapflights users on 5/25. 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 6/112:45 pm
EUG
- MDW
1 stop7h 25m
Southwest
Tue 6/166:00 am
MDW
- EUG
1 stop10h 05m
Southwest
Deal found 5/25![Southwest logo]()
$521
This Southwest deal was found by Cheapflights users on 5/23. 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 6/194:55 pm
EUG
- MDW
1 stop6h 30m
Southwest
Tue 6/236:00 am
MDW
- EUG
1 stop10h 05m
Southwest
Deal found 5/23![Southwest logo]()
$383
This Southwest deal was found by Cheapflights users on 5/25. 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 6/235:55 pm
EUG
- MDW
1 stop9h 05m
Southwest
Sat 6/2710:15 am
MDW
- EUG
2 stops8h 30m
Southwest
Deal found 5/25![Southwest logo]()
$502
This Southwest deal was found by Cheapflights users on 5/24. 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 6/2610:15 am
EUG
- MDW
1 stop11h 10m
Southwest
Tue 7/76:10 am
MDW
- EUG
1 stop9h 55m
Southwest
Deal found 5/24![Southwest logo]()
$419
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 May 27, 2026.
Search for one-way flight options from Eugene to Chicago. Find affordable one-way fares based on user searches. Data last updated May 27, 2026.
This Alaska Airlines deal was found by Cheapflights users on 5/27. 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 6/3012:34 pm
EUG
- ORD
1 stop14h 26m
Alaska Airlines
Deal found 5/27![Alaska Airlines logo]()
$165
This Alaska Airlines deal was found by Cheapflights users on 5/27. 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 8/272:29 pm
EUG
- ORD
1 stop7h 30m
Alaska Airlines
Deal found 5/27![Alaska Airlines logo]()
$175
This Southwest deal was found by Cheapflights users on 5/24. 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 8/121:40 pm
EUG
- MDW
1 stop7h 10m
Southwest
Deal found 5/24![Southwest logo]()
$175
This Alaska Airlines deal was found by Cheapflights users on 5/26. 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 7/194:00 pm
EUG
- ORD
1 stop11h 00m
Alaska Airlines
Deal found 5/26![Alaska Airlines logo]()
$180
This American Airlines deal was found by Cheapflights users on 5/23. 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 6/192:00 pm
EUG
- ORD
1 stop8h 28m
American Airlines
Deal found 5/23![American Airlines logo]()
$191
This Alaska Airlines deal was found by Cheapflights users on 5/24. 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 6/297:20 pm
EUG
- ORD
1 stop9h 00m
Alaska Airlines
Deal found 5/24![Alaska Airlines logo]()
$205
This American Airlines deal was found by Cheapflights users on 5/24. 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.
Wed 8/122:07 pm
EUG
- ORD
1 stop7h 23m
American Airlines
Deal found 5/24![American Airlines logo]()
$209
This Southwest deal was found by Cheapflights users on 5/26. 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 7/162:45 pm
EUG
- MDW
1 stop7h 30m
Southwest
Deal found 5/26![Southwest logo]()
$209
This CheapOair deal was found by Cheapflights users on 5/27. 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.
Tue 6/95:25 am
EUG
- ORD
1 stop5h 57m
Alaska Airlines
Deal found 5/27![Alaska Airlines logo]()
$210
This CheapOair deal was found by Cheapflights users on 5/25. 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.
Wed 6/105:37 pm
EUG
- ORD
1 stop10h 43m
Alaska Airlines
Deal found 5/25![Alaska Airlines logo]()
$215
This Southwest deal was found by Cheapflights users on 5/24. 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 6/101:40 pm
EUG
- MDW
2 stops8h 25m
Southwest
Deal found 5/24![Southwest logo]()
$215
This Southwest deal was found by Cheapflights users on 5/23. 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 6/1910:15 am
EUG
- MDW
2 stops12h 20m
Southwest
Deal found 5/23![Southwest logo]()
$220
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 May 27, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $324 (United Airlines) |
One-way from | $165 (Alaska Airlines) |
Popular in | October |
Cheapest in | February |
Average price | $329 |
Good round-trip deal | $454 or less |
Good one-way deal | $259 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 May 27, 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
Quickest round-trip
EugeneChicago
EUG - ORD
EUGORD
Eugene
Fri 10/9
2:15 pm-8:24 pm
Nonstop4h 09m
Chicago O'Hare Intl
Sun 10/11
8:45 am-11:13 am
Nonstop4h 28m
$329
EugeneChicago
EUG - ORD
EUGORD
Eugene
Wed 7/29
4:00 pm-5:00 am
1 stop11h 00m
Chicago O'Hare Intl
Tue 8/4
8:20 pm-9:07 am
1 stop14h 47m
$349
EugeneChicago
EUG - ORD
EUGORD
Eugene
Sun 9/20
12:31 pm-11:47 pm
1 stop9h 16m
Chicago O'Hare Intl
Thu 10/1
2:00 pm-11:54 pm
2 stops11h 54m
$354
EugeneChicago
EUG - ORD
EUGORD
Eugene
Thu 7/23
12:34 pm-5:00 am
1 stop14h 26m
Chicago O'Hare Intl
Sun 7/26
6:00 am-1:01 pm
1 stop9h 01m
$383
EugeneChicago
EUG - MDW
EUGMDW
Eugene
Thu 9/17
12:20 pm-10:00 pm
1 stop7h 40m
Chicago Midway
Sun 9/20
6:10 am-5:10 pm
1 stop13h 00m
$388
EugeneChicago
EUG - ORD
EUGORD
Eugene
Fri 8/14
7:50 am-6:57 pm
1 stop9h 07m
Chicago O'Hare Intl
Mon 8/17
2:20 pm-9:46 pm
1 stop9h 26m
$393
EugeneChicago
EUG - ORD
EUGORD
Eugene
Tue 8/18
7:50 am-6:57 pm
1 stop9h 07m
Chicago O'Hare Intl
Wed 8/19
6:01 am-12:41 pm
1 stop8h 40m
$393
EugeneChicago
EUG - MDW
EUGMDW
Eugene
Thu 7/2
6:10 am-4:40 pm
2 stops8h 30m
Chicago Midway
Sat 7/11
5:25 am-9:40 am
1 stop6h 15m
$397
EugeneChicago
EUG - ORD
EUGORD
Eugene
Fri 6/12
6:49 pm-4:58 am
1 stop8h 09m
Chicago O'Hare Intl
Tue 6/16
8:53 am-11:37 am
Nonstop4h 44m
$409
EugeneChicago
EUG - MDW
EUGMDW
Eugene
Wed 7/15
1:40 pm-11:45 pm
1 stop8h 05m
Chicago Midway
Sun 7/19
6:10 am-1:45 pm
1 stop9h 35m
$409
Showing 1-10 of 33 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 May.
| 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, November is the cheapest month in which you can book a flight from Eugene to Chicago (average of $104). Flying from Eugene to Chicago in August is currently the most expensive (average of $268). 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 May 27, 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.
How much does it cost to fly round-trip from Eugene to Chicago?
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 20 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 May 27, 2026.
Peruse reviews from past customers who have flown with Alaska Airlines,Delta, andHawaiian Airlines 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
7.8
Food
7.1
Overall
7.9
Boarding
8.1
Entertainment
7.0
Crew
8.5
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Comfort
7.8
Food
7.1
Overall
7.9
Boarding
8.1
Entertainment
7.0
Crew
8.5
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Comfort
7.8
Food
7.1
Overall
7.9
Boarding
8.1
Entertainment
7.0
Crew
8.5
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Comfort
7.8
Food
7.1
Overall
7.9
Boarding
8.1
Entertainment
7.0
Crew
8.5
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Comfort
7.8
Food
7.1
Overall
7.9
Boarding
8.1
Entertainment
7.0
Crew
8.5
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
Hammond
Porter
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Eugene and Chicago flights
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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 May 27, 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 May 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$306 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$179 | Average$416 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$198 | Average$396 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$269 | Average$394 | FlexibilityNo cancel fee | On-time69% |