$169+ Cheap flights from Evansville (EVV) to Chicago (CHI)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/4. Fares are subject to change and may not be available on all flights or dates of travel.
EVV — CHI
Oct 7 — Oct 141
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 September 7, 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 September 7, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/174:18 pm -
1 stop15h 13m
Wed 10/216:00 am -
2 stops10h 02m
Deal found 9/4![Multiple Airlines logo]()
$414
This American Airlines deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/177:01 am -
Nonstop1h 50m
Wed 10/214:59 pm -
Nonstop1h 32m
Deal found 9/2![American Airlines logo]()
$435
This American Airlines deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/38:48 am -
Nonstop1h 55m
Sat 10/104:59 pm -
Nonstop1h 32m
Deal found 9/5![American Airlines logo]()
$457
This American Airlines deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 9/164:53 pm -
Nonstop1h 59m
Sat 9/1910:37 pm -
Nonstop1h 21m
Deal found 9/2![American Airlines logo]()
$479
This American Airlines deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 11/64:15 pm -
Nonstop1h 49m
Tue 11/1010:37 pm -
Nonstop1h 22m
Deal found 9/2![American Airlines logo]()
$482
This Delta deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 10/1610:07 am -
2 stops7h 53m
Sun 10/181:27 pm -
2 stops8h 40m
Deal found 9/3![Delta logo]()
$1,375
This Delta deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 -
2 stops6h 39m
Wed 10/219:29 am -
2 stops7h 56m
Deal found 9/2![Delta logo]()
$1,385
This Delta deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1610:07 am -
2 stops7h 53m
Mon 10/191:27 pm -
2 stops8h 40m
Deal found 9/6![Delta logo]()
$1,395
This Delta deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/106:08 am -
2 stops6h 39m
Sun 10/111:27 pm -
2 stops8h 40m
Deal found 9/4![Delta logo]()
$1,405
This Delta deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/1710:34 am -
2 stops7h 26m
Wed 10/2112:49 pm -
1 stop4h 36m
Deal found 9/2![Delta logo]()
$1,424
This Delta deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1810:00 am -
1 stop6h 15m
Sat 9/199:29 am -
2 stops11h 28m
Deal found 9/2![Delta logo]()
$1,479
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 September 7, 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 September 7, 2026.
This American Airlines deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 11/2512:40 pm -
1 stop47h 46m
Fri 11/272:15 pm -
Nonstop1h 33m
Deal found 9/2![American Airlines logo]()
$509
This Delta deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 11/2410:11 am -
2 stops10h 06m
Thu 11/266:00 am -
1 stop5h 00m
Deal found 9/2![Delta logo]()
$1,105
This American Airlines deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 9/5![American Airlines logo]()
$866
This American Airlines deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/204:36 pm -
1 stop7h 23m
Thu 9/249:01 pm -
1 stop39h 58m
Deal found 9/5![American Airlines logo]()
$924
This Delta deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 11/256:20 am -
2 stops9h 58m
Fri 11/2711:18 am -
2 stops11h 04m
Deal found 9/2![Delta logo]()
$1,288
This Delta deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 10/176:08 am -
2 stops10h 31m
Wed 10/2111:19 am -
2 stops10h 48m
Deal found 9/1![Delta logo]()
$1,375
This Delta deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 11/710:34 am -
2 stops9h 56m
Sun 11/81:55 pm -
2 stops8h 12m
Deal found 9/2![Delta logo]()
$1,375
This Delta deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 -
2 stops6h 39m
Wed 10/219:29 am -
2 stops7h 56m
Deal found 9/2![Delta logo]()
$1,385
This Delta deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1610:07 am -
2 stops8h 22m
Mon 10/1911:19 am -
2 stops10h 48m
Deal found 9/5![Delta logo]()
$1,395
This Delta deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/310:00 am -
2 stops10h 30m
Sat 10/1011:09 am -
2 stops10h 58m
Deal found 9/5![Delta logo]()
$1,395
This Delta deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1610:07 am -
2 stops7h 53m
Mon 10/191:27 pm -
2 stops8h 40m
Deal found 9/6![Delta logo]()
$1,395
This Delta deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2810:07 am -
2 stops7h 53m
Sat 10/311:27 pm -
2 stops8h 40m
Deal found 9/6![Delta logo]()
$1,395
This Delta deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/310:00 am -
2 stops8h 22m
Sat 10/101:27 pm -
2 stops8h 40m
Deal found 9/5![Delta logo]()
$1,395
This Delta deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/510:00 am -
1 stop6h 11m
Thu 10/81:27 pm -
2 stops8h 40m
Deal found 9/2![Delta logo]()
$1,414
This Delta deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 10/1710:34 am -
2 stops7h 26m
Wed 10/2112:49 pm -
1 stop4h 36m
Deal found 9/3![Delta logo]()
$1,414
This Delta deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1010:34 am -
2 stops7h 26m
Sun 10/116:04 am -
1 stop7h 06m
Deal found 9/4![Delta logo]()
$1,444
This Delta deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/306:16 am -
1 stop5h 38m
Sat 10/34:30 pm -
1 stop4h 27m
Deal found 9/3![Delta logo]()
$1,453
This Delta deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1810:00 am -
1 stop6h 15m
Sat 9/199:29 am -
2 stops11h 28m
Deal found 9/2![Delta logo]()
$1,479
Last-minute flights from Evansville to ChicagoDiscover last-minute flight deals from Evansville to Chicago. Data last updated September 7, 2026 and is based on user searches.
Discover last-minute flight deals from Evansville to Chicago. Data last updated September 7, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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
Tue 9/1510:37 pm -
Nonstop1h 21m
Deal found 9/2![American Airlines logo]()
$457
This American Airlines deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 9/164:53 pm -
Nonstop1h 59m
Sat 9/1910:37 pm -
Nonstop1h 21m
Deal found 9/2![American Airlines logo]()
$479
This Delta deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1810:00 am -
1 stop6h 15m
Sat 9/199:29 am -
2 stops11h 28m
Deal found 9/2![Delta logo]()
$1,479
This Delta deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/106:08 am -
2 stops6h 39m
Sun 10/111:27 pm -
2 stops8h 40m
Deal found 9/4![Delta logo]()
$1,405
This Delta deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 10/1610:07 am -
2 stops7h 53m
Mon 10/191:27 pm -
2 stops8h 40m
Deal found 9/3![Delta logo]()
$1,375
This Kiwi.com deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/174:18 pm -
1 stop15h 13m
Wed 10/216:00 am -
2 stops10h 02m
Deal found 9/4![Multiple Airlines logo]()
$414
This American Airlines deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/177:01 am -
Nonstop1h 50m
Wed 10/214:59 pm -
Nonstop1h 32m
Deal found 9/2![American Airlines logo]()
$435
This American Airlines deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 10/177:27 pm -
Nonstop1h 53m
Sat 10/2410:45 pm -
Nonstop1h 24m
Deal found 9/1![American Airlines logo]()
$437
This Delta deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/1710:34 am -
2 stops7h 26m
Wed 10/2112:49 pm -
1 stop4h 36m
Deal found 9/2![Delta logo]()
$1,424
This Delta deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 -
2 stops6h 39m
Wed 10/219:29 am -
2 stops7h 56m
Deal found 9/2![Delta logo]()
$1,385
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 September 7, 2026.
Search for one-way flight options from Evansville to Chicago. Find affordable one-way fares based on user searches. Data last updated September 7, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 11/44:42 pm -
2 stops26h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Multiple Airlines logo]()
$169
This Kiwi.com deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 12/24:42 pm -
1 stop20h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/1![Multiple Airlines logo]()
$193
This Kiwi.com deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/74:42 pm -
2 stops25h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Multiple Airlines logo]()
$196
This Kiwi.com deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/94:42 pm -
1 stop20h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Multiple Airlines logo]()
$197
This Kiwi.com deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/512:46 pm -
2 stops33h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Multiple Airlines logo]()
$201
This Kiwi.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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.
Sun 9/271:41 pm -
3 stops34h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Multiple Airlines logo]()
$285
This Kiwi.com deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 10/18:11 am -
3 stops33h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Multiple Airlines logo]()
$339
This Delta deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 10/110:00 am -
2 stops8h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Delta logo]()
$688
This Delta deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2110:08 am -
2 stops7h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Delta logo]()
$698
This Delta deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/275:57 pm -
1 stop4h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Delta logo]()
$747
This Delta deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1610:00 am -
1 stop6h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Delta logo]()
$962
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 September 7, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $414 (Kiwi.com) |
One-way from | $169 (Kiwi.com) |
Good round-trip deal | $528 or less |
Good one-way deal | $322 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 7,457,451 searches. Data last updated September 7, 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
Fri 10/2
5:57 pm-8:38 am
2 stops14h 41m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$273
EvansvilleChicago
EVV Evansville Dress Regional - MDW Chicago Midway
EVVMDW
Evansville Dress Regional
Sun 9/27
1:41 pm-11:44 pm
3 stops34h 03m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$285
EvansvilleChicago
EVV Evansville Dress Regional - ORD Chicago O'Hare Intl
EVVORD
Evansville Dress Regional
Mon 3/1
6:00 am-6:32 pm
1 stop12h 32m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$327
EvansvilleChicago
EVV Evansville Dress Regional - ORD Chicago O'Hare Intl
EVVORD
Evansville Dress Regional
Sat 10/3
3:46 pm-8:36 am
1 stop16h 50m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$333
EvansvilleChicago
EVV Evansville Dress Regional - ORD Chicago O'Hare Intl
EVVORD
Evansville Dress Regional
Tue 11/3
6:08 am-8:30 pm
2 stops14h 22m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$343
EvansvilleChicago
EVV Evansville Dress Regional - ORD Chicago O'Hare Intl
EVVORD
Evansville Dress Regional
Wed 3/3
10:05 am-6:32 pm
1 stop8h 27m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$361
EvansvilleChicago
EVV Evansville Dress Regional - ORD Chicago O'Hare Intl
EVVORD
Evansville Dress Regional
Tue 3/2
6:00 am-4:37 pm
1 stop10h 37m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$361
EvansvilleChicago
EVV Evansville Dress Regional - ORD Chicago O'Hare Intl
EVVORD
Evansville Dress Regional
Tue 9/29
6:16 am-6:45 pm
1 stop12h 29m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$367
EvansvilleChicago
EVV Evansville Dress Regional - ORD Chicago O'Hare Intl
EVVORD
Evansville Dress Regional
Mon 11/2
6:08 am-2:28 pm
1 stop8h 20m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$371
EvansvilleChicago
EVV Evansville Dress Regional - ORD Chicago O'Hare Intl
EVVORD
Evansville Dress Regional
Wed 11/25
12:40 pm-12:26 pm
1 stop47h 46m
Chicago O'Hare Intl
Fri 11/27
2:15 pm-3:48 pm
Nonstop1h 33m
$509
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 September.
| 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 September 7, 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.
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 September 7, 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.
Entertainment
6.8
Food
6.4
Comfort
7.2
Overall
7.1
Boarding
7.5
Crew
7.9
Reviews
1 / 20
2.0
MediocreAnonymous,Aug 2025
BNA - ORD
Entertainment
6.8
Food
6.4
Comfort
7.2
Overall
7.1
Boarding
7.5
Crew
7.9
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 7,457,451 searches. Data last updated September 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$331 | Average$499 | FlexibilityNo cancel fee | On-time71% |