$91+ 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 5/15. Fares are subject to change and may not be available on all flights or dates of travel.
EUG — CHI
Mar 28 — Apr 41
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 February 26, 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 February 26, 2026.
This Delta deal was found by Cheapflights users on 2/24. 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 4/226:30 am
EUG
- ORD
1 stop8h 09m
Delta
Mon 4/276:00 pm
ORD
- EUG
1 stop7h 58m
Delta
Deal found 2/24![Delta logo]()
$177
This Delta deal was found by Cheapflights users on 2/24. 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.
Tue 4/216:30 am
EUG
- ORD
1 stop8h 09m
Delta
Sat 4/252:09 pm
ORD
- EUG
2 stops11h 49m
Delta
Deal found 2/24![Delta logo]()
$182
This Delta deal was found by Cheapflights users on 2/23. 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.
Tue 4/146:30 am
EUG
- ORD
1 stop8h 09m
Delta
Fri 4/177:35 am
ORD
- EUG
2 stops11h 29m
Delta
Deal found 2/23![Delta logo]()
$184
This Delta deal was found by Cheapflights users on 2/25. 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 5/136:15 am
EUG
- ORD
2 stops8h 36m
Delta
Wed 5/206:20 pm
ORD
- EUG
1 stop7h 30m
Delta
Deal found 2/25![Delta logo]()
$186
This Delta deal was found by Cheapflights users on 2/23. 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.
Tue 4/216:30 am
EUG
- ORD
1 stop8h 09m
Delta
Mon 4/276:00 pm
ORD
- EUG
1 stop7h 58m
Delta
Deal found 2/23![Delta logo]()
$197
This Delta deal was found by Cheapflights users on 2/25. 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 4/216:30 am
EUG
- ORD
1 stop8h 09m
Delta
Fri 4/246:00 pm
ORD
- EUG
1 stop7h 58m
Delta
Deal found 2/25![Delta logo]()
$233
This Delta deal was found by Cheapflights users on 2/25. 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 5/146:15 am
EUG
- ORD
1 stop8h 34m
Delta
Wed 5/206:20 pm
ORD
- EUG
1 stop7h 30m
Delta
Deal found 2/25![Delta logo]()
$235
This Delta deal was found by Cheapflights users on 2/23. 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.
Mon 3/165:50 pm
EUG
- ORD
1 stop17h 35m
Delta
Wed 3/187:20 am
ORD
- EUG
2 stops11h 50m
Delta
Deal found 2/23![Delta logo]()
$236
This Southwest deal was found by Cheapflights users on 2/24. 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.
Tue 4/215:20 pm
EUG
- MDW
1 stop9h 40m
Southwest
Sat 4/256:15 am
MDW
- EUG
1 stop10h 40m
Southwest
Deal found 2/24![Southwest logo]()
$263
This Southwest deal was found by Cheapflights users on 2/25. 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.
Wed 5/1311:20 am
EUG
- MDW
1 stop8h 40m
Southwest
Wed 5/206:10 am
MDW
- EUG
2 stops8h 50m
Southwest
Deal found 2/25![Southwest logo]()
$273
This Southwest deal was found by Cheapflights users on 2/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/62:45 pm
EUG
- MDW
1 stop12h 40m
Southwest
Wed 6/105:45 pm
MDW
- EUG
1 stop6h 30m
Southwest
Deal found 2/22![Southwest logo]()
$304
This Southwest deal was found by Cheapflights users on 2/23. 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.
Mon 3/910:50 am
EUG
- MDW
1 stop9h 45m
Southwest
Thu 3/125:40 am
MDW
- EUG
1 stop6h 30m
Southwest
Deal found 2/23![Southwest logo]()
$319
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 February 26, 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 February 26, 2026.
This Delta deal was found by Cheapflights users on 2/24. 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.
Tue 4/216:30 am
EUG
- ORD
2 stops12h 48m
Delta
Sat 4/252:09 pm
ORD
- EUG
2 stops11h 49m
Delta
Deal found 2/24![Delta logo]()
$187
This United Airlines deal was found by Cheapflights users on 2/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/91:02 pm
EUG
- ORD
Nonstop3h 52m
United Airlines
Tue 5/129:15 am
ORD
- EUG
Nonstop4h 45m
United Airlines
Deal found 2/22![United Airlines logo]()
$259
This Southwest deal was found by Cheapflights users on 2/24. 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.
Tue 4/216:35 am
EUG
- MDW
2 stops8h 00m
Southwest
Sat 4/256:15 am
MDW
- EUG
1 stop10h 40m
Southwest
Deal found 2/24![Southwest logo]()
$268
This Alaska Airlines deal was found by Cheapflights users on 2/23. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/46:00 am
EUG
- ORD
1 stop8h 43m
Alaska Airlines
Tue 8/46:39 pm
ORD
- EUG
1 stop7h 20m
Alaska Airlines
Deal found 2/23![Alaska Airlines logo]()
$353
This Delta deal was found by Cheapflights users on 2/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/96:15 am
EUG
- ORD
2 stops8h 36m
Delta
Tue 5/126:20 pm
ORD
- EUG
1 stop7h 30m
Delta
Deal found 2/22![Delta logo]()
$202
This Delta deal was found by Cheapflights users on 2/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/84:40 pm
EUG
- ORD
2 stops13h 54m
Delta
Tue 8/111:35 pm
ORD
- EUG
2 stops12h 19m
Delta
Deal found 2/22![Delta logo]()
$278
This Southwest deal was found by Cheapflights users on 2/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/62:45 pm
EUG
- MDW
1 stop12h 40m
Southwest
Wed 6/105:30 am
MDW
- EUG
2 stops9h 30m
Southwest
Deal found 2/22![Southwest logo]()
$310
This Southwest deal was found by Cheapflights users on 2/23. 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.
Mon 3/910:50 am
EUG
- MDW
1 stop9h 45m
Southwest
Thu 3/125:40 am
MDW
- EUG
1 stop6h 30m
Southwest
Deal found 2/23![Southwest logo]()
$319
This United Airlines deal was found by Cheapflights users on 2/24. 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.
Thu 3/261:17 pm
EUG
- ORD
1 stop8h 35m
United Airlines
Thu 4/22:05 pm
ORD
- EUG
1 stop9h 02m
United Airlines
Deal found 2/24![United Airlines logo]()
$351
This Alaska Airlines deal was found by Cheapflights users on 2/24. 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.
Tue 3/101:29 pm
EUG
- ORD
1 stop8h 27m
Alaska Airlines
Wed 3/115:29 pm
ORD
- EUG
1 stop8h 29m
Alaska Airlines
Deal found 2/24![Alaska Airlines logo]()
$359
This Alaska Airlines deal was found by Cheapflights users on 2/22. 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.
Wed 6/104:00 pm
EUG
- ORD
1 stop11h 02m
Alaska Airlines
Sun 6/147:20 am
ORD
- EUG
1 stop17h 08m
Alaska Airlines
Deal found 2/22![Alaska Airlines logo]()
$371
This Southwest deal was found by Cheapflights users on 2/22. 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 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 stop6h 00m
Southwest
Mon 6/85:15 am
MDW
- EUG
1 stop6h 20m
Southwest
Deal found 2/22![Southwest logo]()
$351
This United Airlines deal was found by Cheapflights users on 2/22. 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 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
Mon 6/84:30 pm
ORD
- EUG
1 stop8h 29m
United Airlines
Deal found 2/22![United Airlines logo]()
$389
This Delta deal was found by Cheapflights users on 2/23. 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.
Mon 3/96:10 am
EUG
- MDW
2 stops9h 44m
Delta
Thu 3/126:00 am
MDW
- EUG
2 stops13h 09m
Delta
Deal found 2/23![Delta logo]()
$361
This Southwest deal was found by Cheapflights users on 2/24. 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.
Thu 3/266:10 am
EUG
- MDW
2 stops7h 10m
Southwest
Thu 4/25:40 am
MDW
- EUG
1 stop6h 30m
Southwest
Deal found 2/24![Southwest logo]()
$356
This Southwest deal was found by Cheapflights users on 2/24. 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.
Tue 3/1010:45 am
EUG
- MDW
1 stop9h 30m
Southwest
Fri 3/135:40 am
MDW
- EUG
1 stop6h 30m
Southwest
Deal found 2/24![Southwest logo]()
$359
This Delta deal was found by Cheapflights users on 2/25. 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 5/145:43 pm
EUG
- MDW
2 stops13h 00m
Delta
Wed 5/209:22 am
MDW
- EUG
2 stops9h 41m
Delta
Deal found 2/25![Delta logo]()
$429
This Southwest deal was found by Cheapflights users on 2/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/210:15 am
EUG
- MDW
1 stop11h 10m
Southwest
Thu 7/95:15 am
MDW
- EUG
1 stop6h 20m
Southwest
Deal found 2/22![Southwest logo]()
$364
This Southwest deal was found by Cheapflights users on 2/25. 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 4/216:35 am
EUG
- MDW
2 stops8h 00m
Southwest
Fri 4/244:05 pm
MDW
- EUG
2 stops8h 40m
Southwest
Deal found 2/25![Southwest logo]()
$379
This Southwest deal was found by Cheapflights users on 2/23. 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 6/186:10 am
EUG
- ORD
2 stops13h 45m
Southwest
Sun 6/217:40 pm
ORD
- EUG
2 stops15h 55m
Southwest
Deal found 2/23![Southwest logo]()
$449
Last-minute flights from Eugene to ChicagoDiscover last-minute flight deals from Eugene to Chicago. Data last updated February 26, 2026 and is based on user searches.
Discover last-minute flight deals from Eugene to Chicago. Data last updated February 26, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 2/23. 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.
Mon 3/910:50 am
EUG
- MDW
1 stop9h 45m
Southwest
Thu 3/125:40 am
MDW
- EUG
1 stop6h 30m
Southwest
Deal found 2/23![Southwest logo]()
$319
This Delta deal was found by Cheapflights users on 2/24. 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.
Tue 3/1012:40 pm
EUG
- ORD
1 stop6h 54m
Delta
Wed 3/187:20 am
ORD
- EUG
2 stops11h 50m
Delta
Deal found 2/24![Delta logo]()
$263
This Delta deal was found by Cheapflights users on 2/24. 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.
Tue 3/1012:40 pm
EUG
- ORD
1 stop6h 54m
Delta
Tue 3/177:25 am
ORD
- EUG
1 stop18h 25m
Delta
Deal found 2/24![Delta logo]()
$292
This Southwest deal was found by Cheapflights users on 2/23. 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.
Tue 3/106:10 am
EUG
- MDW
2 stops8h 30m
Southwest
Sat 3/146:20 pm
MDW
- EUG
1 stop6h 55m
Southwest
Deal found 2/23![Southwest logo]()
$324
This Southwest deal was found by Cheapflights users on 2/24. 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.
Tue 3/1010:45 am
EUG
- MDW
1 stop9h 30m
Southwest
Fri 3/135:40 am
MDW
- EUG
1 stop6h 30m
Southwest
Deal found 2/24![Southwest logo]()
$359
This Delta deal was found by Cheapflights users on 2/24. 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 3/116:10 am
EUG
- ORD
1 stop15h 41m
Delta
Wed 3/187:20 am
ORD
- EUG
2 stops11h 50m
Delta
Deal found 2/24![Delta logo]()
$295
This Delta deal was found by Cheapflights users on 2/25. 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.
Sat 3/1412:40 pm
EUG
- ORD
1 stop6h 54m
Delta
Wed 3/187:20 am
ORD
- EUG
1 stop6h 40m
Delta
Deal found 2/25![Delta logo]()
$258
This Delta deal was found by Cheapflights users on 2/23. 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 3/155:50 pm
EUG
- ORD
1 stop17h 35m
Delta
Wed 3/187:20 am
ORD
- EUG
2 stops11h 50m
Delta
Deal found 2/23![Delta logo]()
$275
This Delta deal was found by Cheapflights users on 2/23. 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.
Mon 3/165:50 pm
EUG
- ORD
1 stop17h 35m
Delta
Wed 3/187:20 am
ORD
- EUG
2 stops11h 50m
Delta
Deal found 2/23![Delta logo]()
$236
This Delta deal was found by Cheapflights users on 2/23. 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.
Mon 3/166:08 am
EUG
- ORD
2 stops13h 18m
Delta
Tue 3/171:19 pm
ORD
- EUG
2 stops12h 31m
Delta
Deal found 2/23![Delta logo]()
$276
This Delta deal was found by Cheapflights users on 2/23. 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 3/225:50 pm
EUG
- ORD
1 stop17h 35m
Delta
Wed 3/257:10 pm
ORD
- EUG
2 stops17h 50m
Delta
Deal found 2/23![Delta logo]()
$270
This Southwest deal was found by Cheapflights users on 2/24. 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.
Thu 3/266:10 am
EUG
- MDW
2 stops7h 10m
Southwest
Thu 4/25:40 am
MDW
- EUG
1 stop6h 30m
Southwest
Deal found 2/24![Southwest logo]()
$356
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 February 26, 2026.
Search for one-way flight options from Eugene to Chicago. Find affordable one-way fares based on user searches. Data last updated February 26, 2026.
This Delta deal was found by Cheapflights users on 2/25. 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 5/1512:35 pm
EUG
- ORD
1 stop9h 22m
Delta
Deal found 2/25![Delta logo]()
$91
This Alaska Airlines deal was found by Cheapflights users on 2/24. 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.
Tue 7/144:00 pm
EUG
- ORD
1 stop11h 02m
Alaska Airlines
Deal found 2/24![Alaska Airlines logo]()
$144
This CheapOair deal was found by Cheapflights users on 2/23. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2812:34 pm
EUG
- ORD
1 stop14h 28m
Alaska Airlines
Deal found 2/23![Alaska Airlines logo]()
$145
This Southwest deal was found by Cheapflights users on 2/25. 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.
Fri 5/152:50 pm
EUG
- MDW
1 stop6h 50m
Southwest
Deal found 2/25![Southwest logo]()
$146
This Alaska Airlines deal was found by Cheapflights users on 2/25. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/57:20 pm
EUG
- ORD
1 stop9h 00m
Alaska Airlines
Deal found 2/25![Alaska Airlines logo]()
$155
This Southwest deal was found by Cheapflights users on 2/24. 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.
Tue 7/145:55 pm
EUG
- MDW
1 stop9h 05m
Southwest
Deal found 2/24![Southwest logo]()
$160
This Expedia deal was found by Cheapflights users on 2/22. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/263:59 pm
EUG
- ORD
1 stop11h 01m
Alaska Airlines
Deal found 2/22![Alaska Airlines logo]()
$165
This Delta deal was found by Cheapflights users on 2/25. 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 5/155:43 pm
EUG
- MDW
2 stops13h 00m
Delta
Deal found 2/25![Delta logo]()
$165
This Southwest deal was found by Cheapflights users on 2/23. 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.
Tue 7/286:40 am
EUG
- ORD
2 stops9h 10m
Southwest
Deal found 2/23![Southwest logo]()
$170
This Southwest deal was found by Cheapflights users on 2/24. 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.
Tue 7/146:40 am
EUG
- ORD
2 stops14h 15m
Southwest
Deal found 2/24![Southwest logo]()
$171
This Southwest deal was found by Cheapflights users on 2/26. 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.
Mon 3/910:50 am
EUG
- MDW
1 stop9h 45m
Southwest
Deal found 2/26![Southwest logo]()
$187
This Southwest deal was found by Cheapflights users on 2/23. 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 3/133:45 pm
EUG
- MDW
1 stop11h 15m
Southwest
Deal found 2/23![Southwest logo]()
$192
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 February 26, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $177 (Delta) |
One-way from | $91 (Delta) |
Popular in | October |
Cheapest in | February |
Average price | $289 |
Good round-trip deal | $377 or less |
Good one-way deal | $337 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 February 26, 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
EugeneChicago
EUG - ORD
EUGORD
Eugene
Tue 4/21
6:30 am-9:18 pm
2 stops12h 48m
Chicago O'Hare Intl
Sat 4/25
2:09 pm-11:58 pm
2 stops11h 49m
$187
EugeneChicago
EUG - ORD
EUGORD
Eugene
Sat 5/9
6:15 am-4:51 pm
2 stops8h 36m
Chicago O'Hare Intl
Tue 5/12
6:20 pm-11:50 pm
1 stop7h 30m
$202
EugeneChicago
EUG - ORD
EUGORD
Eugene
Sat 5/9
1:02 pm-6:54 pm
Nonstop3h 52m
Chicago O'Hare Intl
Tue 5/12
9:15 am-12:00 pm
Nonstop4h 45m
$259
EugeneChicago
EUG - MDW
EUGMDW
Eugene
Tue 4/21
6:35 am-4:35 pm
2 stops8h 00m
Chicago Midway
Sat 4/25
6:15 am-2:55 pm
1 stop10h 40m
$268
EugeneChicago
EUG - ORD
EUGORD
Eugene
Sat 8/8
4:40 pm-8:34 am
2 stops13h 54m
Chicago O'Hare Intl
Tue 8/11
1:35 pm-11:54 pm
2 stops12h 19m
$278
EugeneChicago
EUG - MDW
EUGMDW
Eugene
Sat 6/6
2:45 pm-5:25 am
1 stop12h 40m
Chicago Midway
Wed 6/10
5:30 am-1:00 pm
2 stops9h 30m
$310
EugeneChicago
EUG - MDW
EUGMDW
Eugene
Mon 3/9
10:50 am-10:35 pm
1 stop9h 45m
Chicago Midway
Thu 3/12
5:40 am-10:10 am
1 stop6h 30m
$319
EugeneChicago
EUG - ORD
EUGORD
Eugene
Thu 3/26
1:17 pm-11:52 pm
1 stop8h 35m
Chicago O'Hare Intl
Thu 4/2
2:05 pm-9:07 pm
1 stop9h 02m
$351
EugeneChicago
EUG - MDW
EUGMDW
Eugene
Fri 6/5
2:45 pm-10:45 pm
1 stop6h 00m
Chicago Midway
Mon 6/8
5:15 am-9:35 am
1 stop6h 20m
$351
EugeneChicago
EUG - ORD
EUGORD
Eugene
Tue 8/4
6:00 am-4:43 pm
1 stop8h 43m
Chicago O'Hare Intl
Tue 8/4
6:39 pm-11:59 pm
1 stop7h 20m
$353
Showing 1-10 of 41 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 April is currently the most expensive (average of $333). 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.
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 February 26, 2026.
Peruse reviews from past customers who have flown with Alaska Airlines, Southwest, and Delta 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.
Crew
8.5
Food
7.1
Comfort
7.8
Entertainment
7.0
Boarding
8.1
Overall
8.0
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Crew
8.5
Food
7.1
Comfort
7.8
Entertainment
7.0
Boarding
8.1
Overall
8.0
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Crew
8.5
Food
7.1
Comfort
7.8
Entertainment
7.0
Boarding
8.1
Overall
8.0
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Crew
8.5
Food
7.1
Comfort
7.8
Entertainment
7.0
Boarding
8.1
Overall
8.0
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Crew
8.5
Food
7.1
Comfort
7.8
Entertainment
7.0
Boarding
8.1
Overall
8.0
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Crew
8.5
Food
7.1
Comfort
7.8
Entertainment
7.0
Boarding
8.1
Overall
8.0
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
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 February 26, 2026.
Complete your trip
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Eugene and Chicago flights
Browse other Eugene and Chicago flight options. Last updated on February 26, 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 February 26, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 5 airlines flying from Eugene to Chicago
Discover the top 5 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 February 26, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$169 | Average$353 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$179 | Average$433 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$274 | Average$429 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$282 | Average$438 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$328 | Average$635 | FlexibilityNo cancel fee | On-time71% |