$140+ Cheap flights from Evansville (EVV) 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 4/27. Fares are subject to change and may not be available on all flights or dates of travel.
EVV — CHI
May 23 — May 301
Round-trip
1 adult, Economy
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Find cheap flights from Evansville 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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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Evansville to Chicago
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Cheapest flights from Evansville to ChicagoExplore the most affordable flight options available from Evansville to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 23, 2026.
Explore the most affordable flight options available from Evansville to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 23, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/47:46 pm
EVV
- ORD
1 stop27h 27m
Multiple Airlines
Fri 5/81:59 pm
ORD
- EVV
2 stops25h 50m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$326
This Kiwi.com deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/117:53 am
EVV
- ORD
1 stop28h 30m
Multiple Airlines
Wed 5/133:55 pm
ORD
- EVV
1 stop22h 37m
Multiple Airlines
Deal found 4/20![Multiple Airlines logo]()
$345
This American Airlines deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 6/36:50 am
EVV
- ORD
Nonstop1h 49m
American Airlines
Sat 6/64:49 pm
ORD
- EVV
Nonstop1h 26m
American Airlines
Deal found 4/20![American Airlines logo]()
$385
This American Airlines deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/236:50 am
EVV
- ORD
Nonstop1h 49m
American Airlines
Tue 5/2610:40 pm
ORD
- EVV
Nonstop1h 19m
American Airlines
Deal found 4/21![American Airlines logo]()
$407
This American Airlines deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” 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.
Thu 6/116:32 pm
EVV
- ORD
Nonstop2h 01m
American Airlines
Sat 6/134:49 pm
ORD
- EVV
Nonstop1h 26m
American Airlines
Deal found 4/18![American Airlines logo]()
$422
This American Airlines deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/237:26 pm
EVV
- ORD
Nonstop2h 02m
American Airlines
Sun 5/244:35 pm
ORD
- EVV
Nonstop1h 27m
American Airlines
Deal found 4/18![American Airlines logo]()
$423
This American Airlines deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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.
Tue 8/46:39 pm
EVV
- ORD
Nonstop2h 01m
American Airlines
Wed 8/53:31 pm
ORD
- EVV
Nonstop1h 12m
American Airlines
Deal found 4/20![American Airlines logo]()
$427
This American Airlines deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/96:23 pm
EVV
- ORD
Nonstop1h 50m
American Airlines
Tue 5/124:29 pm
ORD
- EVV
Nonstop1h 24m
American Airlines
Deal found 4/18![American Airlines logo]()
$429
This Kiwi.com deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/258:29 am
EVV
- MDW
1 stop12h 11m
Allegiant Air
Fri 6/266:38 pm
MDW
- EVV
2 stops38h 42m
Allegiant Air
Deal found 4/20![Allegiant Air logo]()
$504
This Kiwi.com deal was found by Cheapflights users on 4/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/247:46 pm
EVV
- MDW
1 stop20h 27m
Multiple Airlines
Sun 4/264:11 pm
MDW
- EVV
2 stops26h 55m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$651
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 5/1110:10 am
EVV
- MDW
2 stops8h 23m
Delta
Fri 5/151:22 pm
MDW
- EVV
2 stops8h 22m
Delta
Deal found 4/20![Delta logo]()
$1,495
This Delta deal was found by Cheapflights users on 4/22. 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.
Tue 6/910:08 am
EVV
- MDW
2 stops8h 23m
Delta
Wed 6/109:17 am
MDW
- EVV
2 stops8h 04m
Delta
Deal found 4/22![Delta logo]()
$1,515
Best flights from Evansville to ChicagoDiscover carefully curated flight deals from Evansville to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 23, 2026.
Discover carefully curated flight deals from Evansville to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 23, 2026.
This American Airlines deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/235:30 pm
EVV
- ORD
1 stop6h 07m
American Airlines
Sun 5/244:44 pm
ORD
- EVV
1 stop6h 47m
American Airlines
Deal found 4/18![American Airlines logo]()
$443
This Kiwi.com deal was found by Cheapflights users on 4/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/238:13 am
EVV
- ORD
1 stop11h 26m
Multiple Airlines
Sat 7/2512:44 am
ORD
- EVV
2 stops18h 42m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$764
This American Airlines deal was found by Cheapflights users on 4/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/237:00 am
EVV
- ORD
Nonstop1h 57m
American Airlines
Sun 7/267:00 am
ORD
- EVV
1 stop5h 20m
American Airlines
Deal found 4/22![American Airlines logo]()
$469
This Delta deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 5/236:18 am
EVV
- ORD
2 stops10h 11m
Delta
Tue 5/2611:09 am
ORD
- EVV
2 stops10h 35m
Delta
Deal found 4/21![Delta logo]()
$1,495
This Delta deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” 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 6/31:42 pm
EVV
- ORD
2 stops6h 32m
Delta
Sat 6/67:00 am
ORD
- EVV
2 stops6h 56m
Delta
Deal found 4/18![Delta logo]()
$1,495
This Delta deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” 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 5/236:18 am
EVV
- ORD
2 stops10h 11m
Delta
Sun 5/241:44 pm
ORD
- EVV
2 stops8h 00m
Delta
Deal found 4/18![Delta logo]()
$1,495
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 6/810:08 am
EVV
- MDW
2 stops8h 23m
Delta
Wed 6/109:17 am
MDW
- EVV
2 stops8h 04m
Delta
Deal found 4/20![Delta logo]()
$1,495
This Delta deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 5/2310:10 am
EVV
- MDW
2 stops8h 23m
Delta
Tue 5/261:22 pm
MDW
- EVV
2 stops8h 22m
Delta
Deal found 4/21![Delta logo]()
$1,495
This Delta deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” 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 5/2310:10 am
EVV
- MDW
2 stops8h 23m
Delta
Sun 5/241:22 pm
MDW
- EVV
2 stops8h 22m
Delta
Deal found 4/18![Delta logo]()
$1,495
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 5/1110:10 am
EVV
- MDW
2 stops8h 23m
Delta
Fri 5/151:22 pm
MDW
- EVV
2 stops8h 22m
Delta
Deal found 4/20![Delta logo]()
$1,495
This Delta deal was found by Cheapflights users on 4/22. 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.
Tue 6/910:08 am
EVV
- ORD
2 stops8h 21m
Delta
Wed 6/1011:30 am
ORD
- EVV
2 stops10h 23m
Delta
Deal found 4/22![Delta logo]()
$1,515
This Delta deal was found by Cheapflights users on 4/22. 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.
Wed 5/1310:10 am
EVV
- ORD
2 stops10h 04m
Delta
Fri 5/157:00 am
ORD
- EVV
2 stops10h 15m
Delta
Deal found 4/22![Delta logo]()
$1,515
This Delta deal was found by Cheapflights users on 4/22. 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.
Tue 6/910:08 am
EVV
- MDW
2 stops8h 23m
Delta
Wed 6/109:17 am
MDW
- EVV
2 stops8h 04m
Delta
Deal found 4/22![Delta logo]()
$1,515
This Delta deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” 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 5/256:18 am
EVV
- MDW
1 stop5h 38m
Delta
Wed 5/271:22 pm
MDW
- EVV
2 stops8h 22m
Delta
Deal found 4/18![Delta logo]()
$1,548
This Delta deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 5/1910:10 am
EVV
- MDW
1 stop6h 02m
Delta
Tue 5/261:22 pm
MDW
- EVV
2 stops8h 22m
Delta
Deal found 4/21![Delta logo]()
$1,548
This Delta deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” 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 5/910:10 am
EVV
- MDW
1 stop6h 22m
Delta
Tue 5/129:22 am
MDW
- EVV
2 stops7h 53m
Delta
Deal found 4/18![Delta logo]()
$1,548
This Delta deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” 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 5/1810:10 am
EVV
- MDW
2 stops8h 23m
Delta
Mon 5/251:22 pm
MDW
- EVV
2 stops8h 22m
Delta
Deal found 4/18![Delta logo]()
$1,563
This Delta deal was found by Cheapflights users on 4/22. 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.
Fri 5/151:42 pm
EVV
- MDW
1 stop7h 27m
Delta
Sat 5/161:22 pm
MDW
- EVV
2 stops8h 22m
Delta
Deal found 4/22![Delta logo]()
$1,568
Last-minute flights from Evansville to ChicagoDiscover last-minute flight deals from Evansville to Chicago. Data last updated April 23, 2026 and is based on user searches.
Discover last-minute flight deals from Evansville to Chicago. Data last updated April 23, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 4/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/247:46 pm
EVV
- MDW
1 stop20h 27m
Multiple Airlines
Sun 4/264:11 pm
MDW
- EVV
2 stops26h 55m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$651
This Kiwi.com deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/47:46 pm
EVV
- ORD
1 stop27h 27m
Multiple Airlines
Fri 5/81:59 pm
ORD
- EVV
2 stops25h 50m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$326
This Delta deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” 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 5/710:10 am
EVV
- MDW
2 stops8h 23m
Delta
Fri 5/81:22 pm
MDW
- EVV
2 stops8h 22m
Delta
Deal found 4/18![Delta logo]()
$1,555
This American Airlines deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/96:23 pm
EVV
- ORD
Nonstop1h 50m
American Airlines
Tue 5/124:29 pm
ORD
- EVV
Nonstop1h 24m
American Airlines
Deal found 4/18![American Airlines logo]()
$429
This Kiwi.com deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/117:53 am
EVV
- ORD
1 stop28h 30m
Multiple Airlines
Wed 5/133:55 pm
ORD
- EVV
1 stop22h 37m
Multiple Airlines
Deal found 4/20![Multiple Airlines logo]()
$345
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 5/1110:10 am
EVV
- MDW
2 stops8h 23m
Delta
Fri 5/151:22 pm
MDW
- EVV
2 stops8h 22m
Delta
Deal found 4/20![Delta logo]()
$1,495
This Delta deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” 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 5/186:18 am
EVV
- MDW
1 stop5h 38m
Delta
Mon 5/259:22 am
MDW
- EVV
2 stops7h 53m
Delta
Deal found 4/19![Delta logo]()
$1,558
This American Airlines deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/234:34 pm
EVV
- ORD
1 stop5h 03m
American Airlines
Tue 5/2610:40 pm
ORD
- EVV
Nonstop1h 19m
American Airlines
Deal found 4/21![American Airlines logo]()
$395
This American Airlines deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/237:26 pm
EVV
- ORD
Nonstop2h 02m
American Airlines
Sun 5/244:35 pm
ORD
- EVV
Nonstop1h 27m
American Airlines
Deal found 4/18![American Airlines logo]()
$423
This Delta deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 5/2310:10 am
EVV
- MDW
2 stops8h 23m
Delta
Tue 5/266:23 am
MDW
- EVV
1 stop6h 39m
Delta
Deal found 4/21![Delta logo]()
$1,548
This Kiwi.com deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/258:29 am
EVV
- MDW
1 stop12h 11m
Allegiant Air
Fri 6/266:38 pm
MDW
- EVV
2 stops38h 42m
Allegiant Air
Deal found 4/20![Allegiant Air logo]()
$504
This Delta deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” 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 5/2510:10 am
EVV
- MDW
2 stops8h 23m
Delta
Wed 5/271:22 pm
MDW
- EVV
2 stops8h 22m
Delta
Deal found 4/18![Delta logo]()
$1,553
One-way flights from Evansville to ChicagoSearch for one-way flight options from Evansville to Chicago. Find affordable one-way fares based on user searches. Data last updated April 23, 2026.
Search for one-way flight options from Evansville to Chicago. Find affordable one-way fares based on user searches. Data last updated April 23, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/277:53 am
EVV
- ORD
1 stop16h 05m
Multiple Airlines
Deal found 4/20![Multiple Airlines logo]()
$140
This Kiwi.com deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/164:29 pm
EVV
- ORD
1 stop30h 44m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$168
This Kiwi.com deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/224:29 pm
EVV
- ORD
1 stop30h 49m
Multiple Airlines
Deal found 4/21![Multiple Airlines logo]()
$173
This Kiwi.com deal was found by Cheapflights users on 4/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/244:29 pm
EVV
- ORD
1 stop30h 50m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$184
This Kiwi.com deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1011:41 am
EVV
- MDW
1 stop8h 50m
Allegiant Air
Deal found 4/21![Allegiant Air logo]()
$187
This Kiwi.com deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/158:40 pm
EVV
- ORD
3 stops40h 03m
Multiple Airlines
Deal found 4/18![Multiple Airlines logo]()
$200
This Kiwi.com deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/277:53 am
EVV
- MDW
2 stops14h 26m
Multiple Airlines
Deal found 4/20![Multiple Airlines logo]()
$210
This Kiwi.com deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/143:22 pm
EVV
- MDW
3 stops43h 42m
Multiple Airlines
Deal found 4/20![Multiple Airlines logo]()
$281
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 5/1410:10 am
EVV
- MDW
2 stops8h 23m
Delta
Deal found 4/20![Delta logo]()
$748
This Delta deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 7/1010:06 am
EVV
- MDW
2 stops8h 19m
Delta
Deal found 4/21![Delta logo]()
$768
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 4/286:00 am
EVV
- MDW
1 stop6h 07m
Delta
Deal found 4/20![Delta logo]()
$801
Find flight deals from Evansville to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Evansville (EVV) 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 23, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $326 (Kiwi.com) |
One-way from | $140 (Kiwi.com) |
Popular in | November |
Cheapest in | June |
Average price | $467 |
Good round-trip deal | $533 or less |
Good one-way deal | $404 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Evansville 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 23, 2026.
Use the filters below to find and compare flights from Evansville to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
EvansvilleChicago
EVV - ORD
EVVORD
Evansville Dress Regional
Sat 5/23
5:30 pm-11:37 pm
1 stop6h 07m
Chicago O'Hare Intl
Sun 5/24
4:44 pm-11:31 pm
1 stop6h 47m
$443
Quickest round-trip
EvansvilleChicago
EVV - ORD
EVVORD
Evansville Dress Regional
Thu 7/23
7:00 am-8:57 am
Nonstop1h 57m
Chicago O'Hare Intl
Sun 7/26
7:00 am-12:20 pm
1 stop5h 20m
$469
EvansvilleChicago
EVV - ORD
EVVORD
Evansville Dress Regional
Thu 7/23
8:13 am-7:39 pm
1 stop11h 26m
Chicago O'Hare Intl
Sat 7/25
12:44 am-7:26 pm
2 stops18h 42m
$764
EvansvilleChicago
EVV - ORD
EVVORD
Evansville Dress Regional
Sat 5/23
6:18 am-4:29 pm
2 stops10h 11m
Chicago O'Hare Intl
Tue 5/26
11:09 am-9:44 pm
2 stops10h 35m
$1,495
EvansvilleChicago
EVV - ORD
EVVORD
Evansville Dress Regional
Wed 6/3
1:42 pm-8:14 pm
2 stops6h 32m
Chicago O'Hare Intl
Sat 6/6
7:00 am-1:56 pm
2 stops6h 56m
$1,495
EvansvilleChicago
EVV - ORD
EVVORD
Evansville Dress Regional
Sat 5/23
6:18 am-4:29 pm
2 stops10h 11m
Chicago O'Hare Intl
Sun 5/24
1:44 pm-9:44 pm
2 stops8h 00m
$1,495
EvansvilleChicago
EVV - MDW
EVVMDW
Evansville Dress Regional
Mon 6/8
10:08 am-6:31 pm
2 stops8h 23m
Chicago Midway
Wed 6/10
9:17 am-5:21 pm
2 stops8h 04m
$1,495
EvansvilleChicago
EVV - MDW
EVVMDW
Evansville Dress Regional
Sat 5/23
10:10 am-6:33 pm
2 stops8h 23m
Chicago Midway
Tue 5/26
1:22 pm-9:44 pm
2 stops8h 22m
$1,495
EvansvilleChicago
EVV - MDW
EVVMDW
Evansville Dress Regional
Sat 5/23
10:10 am-6:33 pm
2 stops8h 23m
Chicago Midway
Sun 5/24
1:22 pm-9:44 pm
2 stops8h 22m
$1,495
EvansvilleChicago
EVV - MDW
EVVMDW
Evansville Dress Regional
Mon 5/11
10:10 am-6:33 pm
2 stops8h 23m
Chicago Midway
Fri 5/15
1:22 pm-9:44 pm
2 stops8h 22m
$1,495
Showing 1-10 of 31 resultsSorted by cheapest first
Compare providers for flights from Evansville 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 Evansville to Chicago in April.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Evansville-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Evansville-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Evansville-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Evansville-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 Evansville-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 Evansville to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Evansville with our price prediction graph.
EVV-CHI
EVV-MDW
EVV-ORD
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 Evansville to Chicago
EVV-CHI
EVV-MDW
EVV-ORD
What is the cheapest time of day to fly from EVV to CHI?
Find hourly flight availability from Evansville 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 April 23, 2026.
One of the essential ways to save on airfare from Evansville to Chicago is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the morning could potentially save you up to 57% on airfare.
Weekly flight availability from Evansville to Chicago
Explore weekly flight availability from Evansville to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated April 23, 2026.
The most flights from EVV to CHI are scheduled on a Monday (4 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (3 on average).
How much does it cost to fly round-trip from Evansville 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 23, 2026.
Read through reviews of airlines operating flights from Evansville to Chicago, such as American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Overall
7.1
Crew
7.9
Entertainment
6.9
Food
6.4
Boarding
7.5
Comfort
7.2
Reviews
1 / 20
2.0
MediocreAnonymous,Aug 2025
BNA - ORD
Overall
7.1
Crew
7.9
Entertainment
6.9
Food
6.4
Boarding
7.5
Comfort
7.2
Reviews
1 / 20
2.0
MediocreAnonymous,Aug 2025
BNA - ORD
Related info for your journey
Find useful and relevant information for your journey from Evansville 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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Other flights to Chicago
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Evansville and Chicago flights
Browse other Evansville and Chicago flight options. Last updated on April 23, 2026.
Other flights from Evansville
Browse through other flights departing from Evansville. Flights are based on user searches made on Cheapflights and were last updated on April 23, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Evansville to Chicago
Discover the top airline that operate flights from Evansville 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 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$331 | Average$444 | FlexibilityNo cancel fee | On-time71% |