$132+ Cheap flights from Chicago (CHI) to Evansville (EVV)
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 10/27. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — EVV
Nov 3 — Nov 101
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Evansville with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chicago to Evansville
Cheapest
Best
Last-minute
One-way
Cheapest flights from Chicago to EvansvilleExplore the most affordable flight options available from Chicago to Evansville. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 4, 2026.
Explore the most affordable flight options available from Chicago to Evansville. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 4, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/1. 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 10/148:46 am -
1 stop7h 16m
Sat 10/174:42 pm -
2 stops18h 39m
Deal found 10/1![Multiple Airlines logo]()
$458
This American Airlines deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” 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 10/144:59 pm -
Nonstop1h 32m
Sat 10/177:27 pm -
Nonstop1h 53m
Deal found 9/30![American Airlines logo]()
$499
This American Airlines deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” 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 10/314:59 pm -
Nonstop1h 32m
Sun 11/16:40 am -
Nonstop2h 04m
Deal found 9/30![American Airlines logo]()
$502
This American Airlines deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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 9/2910:37 pm -
Nonstop1h 21m
Wed 9/308:48 am -
Nonstop1h 55m
Deal found 9/29![American Airlines logo]()
$531
This American Airlines deal was found by Cheapflights users on 10/1. 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.
Mon 12/282:55 pm -
Nonstop1h 27m
Sat 1/23:33 pm -
Nonstop1h 56m
Deal found 10/1![American Airlines logo]()
$542
This American Airlines deal was found by Cheapflights users on 10/1. 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.
Thu 11/1210:37 pm -
Nonstop1h 22m
Mon 11/166:40 am -
Nonstop2h 04m
Deal found 10/1![American Airlines logo]()
$549
This American Airlines deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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 9/298:05 am -
1 stop4h 54m
Tue 10/65:45 am -
1 stop5h 20m
Deal found 9/29![American Airlines logo]()
$589
Best flights from Chicago to EvansvilleDiscover carefully curated flight deals from Chicago to Evansville that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 4, 2026.
Discover carefully curated flight deals from Chicago to Evansville that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 4, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/1. 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 10/148:46 am -
1 stop7h 16m
Sat 10/174:42 pm -
1 stop14h 49m
Deal found 10/1![Multiple Airlines logo]()
$474
This American Airlines deal was found by Cheapflights users on 10/1. 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.
Thu 10/2910:45 pm -
Nonstop1h 24m
Thu 11/55:10 am -
1 stop5h 52m
Deal found 10/1![American Airlines logo]()
$646
This Delta deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” 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 11/410:55 am -
2 stops11h 12m
Fri 11/66:08 am -
2 stops6h 51m
Deal found 9/30![Delta logo]()
$1,396
This American Airlines deal was found by Cheapflights users on 10/1. 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.
Mon 12/2812:05 pm -
1 stop5h 24m
Sat 1/25:10 am -
1 stop5h 50m
Deal found 10/1![American Airlines logo]()
$735
This American Airlines deal was found by Cheapflights users on 10/1. 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.
Sun 12/274:34 pm -
1 stop4h 45m
Thu 12/3112:49 pm -
1 stop4h 56m
Deal found 10/1![American Airlines logo]()
$749
This American Airlines deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” 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 11/410:37 pm -
Nonstop1h 22m
Fri 11/64:39 pm -
1 stop16h 21m
Deal found 9/30![American Airlines logo]()
$881
This Delta deal was found by Cheapflights users on 10/1. 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.
Thu 11/127:05 am -
2 stops9h 13m
Mon 11/166:20 am -
1 stop6h 00m
Deal found 10/1![Delta logo]()
$1,424
This Delta deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” 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 10/3110:55 am -
2 stops11h 12m
Sun 11/15:00 pm -
1 stop6h 57m
Deal found 9/30![Delta logo]()
$1,424
This Delta deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” 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 10/2911:19 am -
2 stops10h 48m
Sun 11/15:00 pm -
1 stop6h 57m
Deal found 9/30![Delta logo]()
$1,424
This Delta deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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 11/57:00 am -
2 stops7h 56m
Fri 11/66:08 am -
1 stop6h 05m
Deal found 9/29![Delta logo]()
$1,474
Last-minute flights from Chicago to EvansvilleDiscover last-minute flight deals from Chicago to Evansville. Data last updated October 4, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Evansville. Data last updated October 4, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 10/1. 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 10/104:59 pm -
Nonstop1h 32m
Sun 10/187:27 pm -
Nonstop1h 53m
Deal found 10/1![American Airlines logo]()
$591
This Kiwi.com deal was found by Cheapflights users on 10/1. 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 10/148:46 am -
1 stop7h 16m
Sat 10/174:42 pm -
2 stops18h 39m
Deal found 10/1![Multiple Airlines logo]()
$458
This American Airlines deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” 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 10/144:59 pm -
Nonstop1h 32m
Sat 10/177:27 pm -
Nonstop1h 53m
Deal found 9/30![American Airlines logo]()
$499
This American Airlines deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” 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 10/2910:45 pm -
Nonstop1h 24m
Sun 11/14:13 pm -
Nonstop1h 49m
Deal found 9/30![American Airlines logo]()
$593
This American Airlines deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” 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 10/314:59 pm -
Nonstop1h 32m
Sun 11/16:40 am -
Nonstop2h 04m
Deal found 9/30![American Airlines logo]()
$502
This American Airlines deal was found by Cheapflights users on 10/1. 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.
Thu 11/1210:37 pm -
Nonstop1h 22m
Mon 11/166:40 am -
Nonstop2h 04m
Deal found 10/1![American Airlines logo]()
$549
This American Airlines deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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 11/2510:45 pm -
Nonstop1h 27m
Mon 11/304:18 pm -
Nonstop1h 52m
Deal found 9/29![American Airlines logo]()
$592
One-way flights from Chicago to EvansvilleSearch for one-way flight options from Chicago to Evansville. Find affordable one-way fares based on user searches. Data last updated October 4, 2026.
Search for one-way flight options from Chicago to Evansville. Find affordable one-way fares based on user searches. Data last updated October 4, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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.
Tue 10/277:15 am -
2 stops32h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Multiple Airlines logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 10/2. 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.
Tue 12/18:15 am -
2 stops31h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/2![Multiple Airlines logo]()
$160
This Kiwi.com deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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 10/308:00 am -
3 stops32h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Multiple Airlines logo]()
$173
This Kiwi.com deal was found by Cheapflights users on 10/3. 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.
Tue 1/56:00 am -
2 stops34h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/3![Multiple Airlines logo]()
$174
Find flight deals from Chicago to Evansville
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Evansville (EVV). 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 October 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $458 (Kiwi.com) |
One-way from | $132 (Kiwi.com) |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Evansville 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 October 4, 2026.
Use the filters below to find and compare flights from Chicago to Evansville that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoEvansville
ORD Chicago O'Hare Intl - EVV Evansville Dress Regional
ORDEVV
Chicago O'Hare Intl
Fri 12/4
7:00 am-4:02 pm
2 stops33h 02m
Evansville Dress Regional
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$237
ChicagoEvansville
ORD Chicago O'Hare Intl - EVV Evansville Dress Regional
ORDEVV
Chicago O'Hare Intl
Thu 12/31
7:25 am-9:27 am
1 stop26h 02m
Evansville Dress Regional
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$296
ChicagoEvansville
ORD Chicago O'Hare Intl - EVV Evansville Dress Regional
ORDEVV
Chicago O'Hare Intl
Fri 3/26
7:55 pm-9:25 am
1 stop13h 30m
Evansville Dress Regional
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$310
ChicagoEvansville
ORD Chicago O'Hare Intl - EVV Evansville Dress Regional
ORDEVV
Chicago O'Hare Intl
Sun 12/6
3:30 pm-7:36 pm
3 stops28h 06m
Evansville Dress Regional
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$311
ChicagoEvansville
ORD Chicago O'Hare Intl - EVV Evansville Dress Regional
ORDEVV
Chicago O'Hare Intl
Tue 3/30
7:10 am-10:03 pm
1 stop14h 53m
Evansville Dress Regional
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$364
ChicagoEvansville
ORD Chicago O'Hare Intl - EVV Evansville Dress Regional
ORDEVV
Chicago O'Hare Intl
Wed 3/31
7:00 am-10:03 pm
2 stops15h 03m
Evansville Dress Regional
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$370
ChicagoEvansville
ORD Chicago O'Hare Intl - EVV Evansville Dress Regional
ORDEVV
Chicago O'Hare Intl
Mon 10/26
6:30 am-10:07 pm
1 stop15h 37m
Evansville Dress Regional
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$377
ChicagoEvansville
ORD Chicago O'Hare Intl - EVV Evansville Dress Regional
ORDEVV
Chicago O'Hare Intl
Thu 4/1
7:10 am-4:54 pm
1 stop9h 44m
Evansville Dress Regional
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$379
ChicagoEvansville
ORD Chicago O'Hare Intl - EVV Evansville Dress Regional
ORDEVV
Chicago O'Hare Intl
Wed 10/14
8:46 am-4:02 pm
1 stop7h 16m
Evansville Dress Regional
Sat 10/17
4:42 pm-7:31 am
1 stop14h 49m
$474
Quickest round-trip
ChicagoEvansville
ORD Chicago O'Hare Intl - EVV Evansville Dress Regional
ORDEVV
Chicago O'Hare Intl
Thu 10/29
10:45 pm-12:09 am
Nonstop1h 24m
Evansville Dress Regional
Thu 11/5
5:10 am-11:02 am
1 stop5h 52m
$646
Showing 1-10 of 18 resultsSorted by cheapest first
Compare providers for flights from Chicago to Evansville
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 Chicago to Evansville in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago-Evansville flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Evansville flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Evansville flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Evansville 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 Chicago-Evansville 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 Chicago to Evansville
Have a flexible travel schedule? Discover the best time to fly to Evansville from Chicago with our price prediction graph.
CHI-EVV
ORD-EVV
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 Chicago to Evansville
CHI-EVV
ORD-EVV
What is the cheapest month to book a flight from Chicago to Evansville?
Currently, August is the cheapest month in which you can book a flight from Chicago to Evansville (average of $415). Flying from Chicago to Evansville in September is currently the most expensive (average of $855). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from CHI to EVV?
Find hourly flight availability from Chicago to Evansville. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 4, 2026.
Unlike in the afternoon, when flights are generally more expensive, you can save up to 44% on flights from Chicago to Evansville by exploring options for tickets in the morning.
Reviews of airlines servicing Evansville
Get insights into the airlines that provide service to Evansville. 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 Evansville. Reviews last updated October 4, 2026.
Read through reviews of airlines operating flights from Chicago to Evansville, such as American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Food
6.4
Entertainment
6.8
Comfort
7.2
Overall
7.0
Boarding
7.4
Crew
7.9
Reviews
1 / 20
4.0
OkayElizabeth,Mar 2026
ORD - MIA
Food
6.4
Entertainment
6.8
Comfort
7.2
Overall
7.0
Boarding
7.4
Crew
7.9
Reviews
1 / 20
4.0
OkayElizabeth,Mar 2026
ORD - MIA
Related info for your journey
Find useful and relevant information for your journey from Chicago to Evansville. 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 Evansville?
Book flights to Evansville if you plan to visit one of these locationsJasper
Vincennes
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Other flights to Evansville
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Chicago and Evansville flights
Browse other Chicago and Evansville flight options. Last updated on October 4, 2026.
Other flights from Chicago
Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on October 4, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Chicago to Evansville
Discover the top airline that operate flights from Chicago to Evansville. 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 October 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$422 | Average$771 | FlexibilityNo cancel fee | On-time71% |