$151+ 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 11/11. Fares are subject to change and may not be available on all flights or dates of travel.
EVV — CHI
Sep 15 — Sep 221
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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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 August 16, 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 August 16, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” 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 8/294:29 pm -
2 stops39h 24m
Wed 9/93:50 pm -
1 stop16h 29m
Deal found 8/12![Multiple Airlines logo]()
$273
This Kiwi.com deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 9/39:09 am -
1 stop28h 11m
Sat 9/57:44 pm -
1 stop12h 35m
Deal found 8/11![Multiple Airlines logo]()
$403
This American Airlines deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” 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 9/128:48 am -
Nonstop1h 55m
Sat 9/193:00 pm -
Nonstop1h 23m
Deal found 8/15![American Airlines logo]()
$415
This American Airlines deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” 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 8/296:05 pm -
Nonstop2h 05m
Wed 9/92:59 pm -
Nonstop1h 23m
Deal found 8/12![American Airlines logo]()
$459
This American Airlines deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” 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 9/104:53 pm -
Nonstop1h 59m
Thu 9/173:00 pm -
Nonstop1h 23m
Deal found 8/15![American Airlines logo]()
$462
This American Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 8/156:05 pm -
Nonstop2h 05m
Thu 8/2010:35 pm -
Nonstop1h 24m
Deal found 8/14![American Airlines logo]()
$506
This American Airlines deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 9/174:53 pm -
Nonstop1h 59m
Thu 9/2410:37 pm -
Nonstop1h 21m
Deal found 8/11![American Airlines logo]()
$509
This American Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/97:01 am -
Nonstop1h 50m
Fri 10/912:05 pm -
1 stop28h 07m
Deal found 8/13![American Airlines logo]()
$512
This American Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 8/156:00 am -
Nonstop2h 01m
Wed 8/1910:35 pm -
Nonstop1h 24m
Deal found 8/14![American Airlines logo]()
$529
This Kiwi.com deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 8/178:46 am -
1 stop11h 49m
Fri 8/2111:50 am -
2 stops27h 59m
Deal found 8/14![Multiple Airlines logo]()
$537
This Kiwi.com deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 8/178:46 am -
1 stop11h 49m
Thu 8/209:26 pm -
2 stops42h 23m
Deal found 8/14![Multiple Airlines logo]()
$705
This Delta deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/246:11 am -
2 stops6h 24m
Thu 11/266:00 am -
1 stop5h 01m
Deal found 8/14![Delta logo]()
$1,091
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 August 16, 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 August 16, 2026.
This American Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 8/296:00 am -
Nonstop2h 01m
Wed 9/26:49 am -
1 stop6h 36m
Deal found 8/13![American Airlines logo]()
$504
This American Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 9/114:53 pm -
Nonstop1h 59m
Sun 9/133:00 pm -
Nonstop1h 23m
Deal found 8/10![American Airlines logo]()
$509
This Delta deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/246:11 am -
2 stops6h 24m
Thu 11/266:00 am -
1 stop5h 01m
Deal found 8/14![Delta logo]()
$1,091
This American Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/97:01 am -
Nonstop1h 50m
Mon 10/1210:45 pm -
Nonstop1h 24m
Deal found 8/13![American Airlines logo]()
$509
This American Airlines deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/97:01 am -
Nonstop1h 50m
Sun 10/115:00 am -
1 stop7h 20m
Deal found 8/12![American Airlines logo]()
$619
This American Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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.
Sun 8/235:15 am -
1 stop5h 36m
Fri 9/1110:37 pm -
Nonstop1h 21m
Deal found 8/14![American Airlines logo]()
$641
This American Airlines deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 8/186:00 am -
Nonstop2h 01m
Wed 8/1910:35 pm -
Nonstop1h 24m
Deal found 8/11![American Airlines logo]()
$769
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” 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 9/1710:00 am -
2 stops10h 30m
Thu 9/241:55 pm -
2 stops7h 54m
Deal found 8/12![Delta logo]()
$1,365
This American Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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.
Sun 10/187:01 am -
Nonstop1h 50m
Wed 10/219:02 am -
1 stop7h 10m
Deal found 8/13![American Airlines logo]()
$896
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” 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 10/96:08 am -
2 stops6h 39m
Sun 10/111:27 pm -
2 stops8h 40m
Deal found 8/12![Delta logo]()
$1,365
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:08 am -
2 stops6h 39m
Thu 10/291:27 pm -
2 stops8h 40m
Deal found 8/13![Delta logo]()
$1,365
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 10/96:08 am -
2 stops6h 39m
Mon 10/121:27 pm -
2 stops8h 40m
Deal found 8/13![Delta logo]()
$1,365
This Delta deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” 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 9/126:16 am -
2 stops9h 58m
Sat 9/198:55 am -
2 stops12h 02m
Deal found 8/15![Delta logo]()
$1,385
This Delta deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” 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 9/126:16 am -
2 stops10h 41m
Sat 9/199:29 am -
2 stops11h 28m
Deal found 8/15![Delta logo]()
$1,385
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:08 am -
2 stops6h 51m
Thu 10/296:30 am -
1 stop6h 40m
Deal found 8/13![Delta logo]()
$1,399
This Delta deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/103:46 pm -
1 stop5h 10m
Thu 9/177:05 am -
2 stops10h 12m
Deal found 8/14![Delta logo]()
$1,399
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 9/141:43 pm -
2 stops6h 47m
Sun 9/278:05 am -
1 stop4h 58m
Deal found 8/13![Delta logo]()
$1,399
This Delta deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” 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 9/145:57 pm -
1 stop4h 47m
Mon 9/211:19 pm -
2 stops8h 30m
Deal found 8/15![Delta logo]()
$1,399
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 10/186:08 am -
1 stop5h 42m
Wed 10/211:27 pm -
2 stops8h 40m
Deal found 8/13![Delta logo]()
$1,399
This Delta deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 9/1710:00 am -
2 stops8h 33m
Thu 9/241:19 pm -
2 stops8h 30m
Deal found 8/11![Delta logo]()
$1,406
Last-minute flights from Evansville to ChicagoDiscover last-minute flight deals from Evansville to Chicago. Data last updated August 16, 2026 and is based on user searches.
Discover last-minute flight deals from Evansville to Chicago. Data last updated August 16, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 8/156:05 pm -
Nonstop2h 05m
Thu 8/2010:35 pm -
Nonstop1h 24m
Deal found 8/14![American Airlines logo]()
$506
This American Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 8/156:00 am -
Nonstop2h 01m
Wed 8/1910:35 pm -
Nonstop1h 24m
Deal found 8/14![American Airlines logo]()
$529
This Delta deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 8/2010:04 am -
2 stops8h 29m
Sun 8/231:25 pm -
2 stops8h 36m
Deal found 8/14![Delta logo]()
$1,535
This Delta deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 8/2310:04 am -
2 stops8h 29m
Fri 9/119:29 am -
2 stops11h 28m
Deal found 8/14![Delta logo]()
$1,470
This Kiwi.com deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” 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 8/294:29 pm -
2 stops39h 24m
Wed 9/93:50 pm -
1 stop16h 29m
Deal found 8/12![Multiple Airlines logo]()
$273
This American Airlines deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” 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 8/296:05 pm -
Nonstop2h 05m
Wed 9/92:59 pm -
Nonstop1h 23m
Deal found 8/12![American Airlines logo]()
$459
This Kiwi.com deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 9/39:09 am -
1 stop28h 11m
Sat 9/57:44 pm -
1 stop12h 35m
Deal found 8/11![Multiple Airlines logo]()
$403
This American Airlines deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” 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 9/104:53 pm -
Nonstop1h 59m
Thu 9/173:00 pm -
Nonstop1h 23m
Deal found 8/15![American Airlines logo]()
$462
This American Airlines deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” 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 9/128:48 am -
Nonstop1h 55m
Sat 9/193:00 pm -
Nonstop1h 23m
Deal found 8/15![American Airlines logo]()
$415
This American Airlines deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 9/174:53 pm -
Nonstop1h 59m
Thu 9/2410:37 pm -
Nonstop1h 21m
Deal found 8/11![American Airlines logo]()
$509
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 August 16, 2026.
Search for one-way flight options from Evansville to Chicago. Find affordable one-way fares based on user searches. Data last updated August 16, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 11/114:42 pm -
2 stops27h 02m
Deal found 8/14![Multiple Airlines logo]()
$151
This Kiwi.com deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” 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 10/144:42 pm -
1 stop14h 49m
Deal found 8/15![Multiple Airlines logo]()
$159
This Kiwi.com deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 10/74:42 pm -
2 stops27h 46m
Deal found 8/11![Multiple Airlines logo]()
$163
This Kiwi.com deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” 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 9/124:42 pm -
2 stops40h 38m
Deal found 8/12![Multiple Airlines logo]()
$168
This Kiwi.com deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 8/2710:05 am -
3 stops48h 45m
Deal found 8/11![Multiple Airlines logo]()
$399
This Delta deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 8/275:59 pm -
1 stop4h 37m
Deal found 8/11![Delta logo]()
$797
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 August 16, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $273 (Kiwi.com) |
One-way from | $151 (Kiwi.com) |
Popular in | June |
Cheapest in | September |
Average price | $506 |
Good round-trip deal | $495 or less |
Good one-way deal | $310 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 August 16, 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 Evansville Dress Regional - ORD Chicago O'Hare Intl
EVVORD
Evansville Dress Regional
Sat 8/29
6:00 am-8:01 am
Nonstop2h 01m
Chicago O'Hare Intl
Wed 9/2
6:49 am-1:25 pm
1 stop6h 36m
$504
EvansvilleChicago
EVV Evansville Dress Regional - ORD Chicago O'Hare Intl
EVVORD
Evansville Dress Regional
Fri 9/11
4:53 pm-6:52 pm
Nonstop1h 59m
Chicago O'Hare Intl
Sun 9/13
3:00 pm-4:23 pm
Nonstop1h 23m
$509
Quickest round-trip
EvansvilleChicago
EVV Evansville Dress Regional - ORD Chicago O'Hare Intl
EVVORD
Evansville Dress Regional
Fri 10/9
7:01 am-8:51 am
Nonstop1h 50m
Chicago O'Hare Intl
Mon 10/12
10:45 pm-12:09 am
Nonstop1h 24m
$509
EvansvilleChicago
EVV Evansville Dress Regional - ORD Chicago O'Hare Intl
EVVORD
Evansville Dress Regional
Fri 10/9
7:01 am-8:51 am
Nonstop1h 50m
Chicago O'Hare Intl
Sun 10/11
5:00 am-12:20 pm
1 stop7h 20m
$619
EvansvilleChicago
EVV Evansville Dress Regional - ORD Chicago O'Hare Intl
EVVORD
Evansville Dress Regional
Sun 8/23
5:15 am-10:51 am
1 stop5h 36m
Chicago O'Hare Intl
Fri 9/11
10:37 pm-11:58 pm
Nonstop1h 21m
$641
EvansvilleChicago
EVV Evansville Dress Regional - ORD Chicago O'Hare Intl
EVVORD
Evansville Dress Regional
Tue 8/18
6:00 am-8:01 am
Nonstop2h 01m
Chicago O'Hare Intl
Wed 8/19
10:35 pm-11:59 pm
Nonstop1h 24m
$769
EvansvilleChicago
EVV Evansville Dress Regional - ORD Chicago O'Hare Intl
EVVORD
Evansville Dress Regional
Sun 10/18
7:01 am-8:51 am
Nonstop1h 50m
Chicago O'Hare Intl
Wed 10/21
9:02 am-4:12 pm
1 stop7h 10m
$896
EvansvilleChicago
EVV Evansville Dress Regional - MDW Chicago Midway
EVVMDW
Evansville Dress Regional
Tue 11/24
6:11 am-12:35 pm
2 stops6h 24m
Chicago Midway
Thu 11/26
6:00 am-11:01 am
1 stop5h 01m
$1,091
EvansvilleChicago
EVV Evansville Dress Regional - ORD Chicago O'Hare Intl
EVVORD
Evansville Dress Regional
Thu 9/17
10:00 am-8:30 pm
2 stops10h 30m
Chicago O'Hare Intl
Thu 9/24
1:55 pm-9:49 pm
2 stops7h 54m
$1,365
EvansvilleChicago
EVV Evansville Dress Regional - MDW Chicago Midway
EVVMDW
Evansville Dress Regional
Fri 10/9
6:08 am-12:47 pm
2 stops6h 39m
Chicago Midway
Sun 10/11
1:27 pm-10:07 pm
2 stops8h 40m
$1,365
Showing 1-10 of 28 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 August.
| 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-ORD
EVV-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 Evansville to Chicago
EVV-CHI
EVV-ORD
EVV-MDW
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 August 16, 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 evening could potentially save you up to 56% 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 August 16, 2026.
The most flights from EVV to CHI are scheduled on a Monday (4 on average). You will have fewer flight options on Saturday, 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?
Airfare is below average for this route at the moment.
Evansville to Chicago flights typically cost between $459 and $506 in August.The cheapest round-trip price found within the last 5 days was $273 on Multiple Airlines (Aug 29-Sep 9).
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 August 16, 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.
Crew
7.9
Food
6.4
Boarding
7.5
Entertainment
6.8
Comfort
7.2
Overall
7.1
Reviews
1 / 20
2.0
MediocreAnonymous,Aug 2025
BNA - ORD
Crew
7.9
Food
6.4
Boarding
7.5
Entertainment
6.8
Comfort
7.2
Overall
7.1
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
Valparaiso
Hammond
Saint Joseph
Porter
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Evansville and Chicago flights
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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 August 16, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$331 | Average$464 | FlexibilityNo cancel fee | On-time71% |