HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Evansville

$115+ Cheap flights from Chicago (CHI) to Evansville (EVV)

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 4/15. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — EVV
Apr 9 — Apr 161
Thu 4/9
Thu 4/16
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

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 flights from Chicago to Evansville
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 March 10, 2026.

This Kiwi.com deal was found by Cheapflights users on 3/8. 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 4/156:08 pm
ORD
-
EVV
2 stops36h 55m
Multiple Airlines
Wed 5/134:29 pm
EVV
-
ORD
1 stop16h 46m
Multiple Airlines
Deal found 3/8$217
This Kiwi.com deal was found by Cheapflights users on 3/5. 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.
Mon 4/139:06 am
ORD
-
EVV
1 stop10h 00m
Multiple Airlines
Thu 4/163:22 pm
EVV
-
ORD
1 stop17h 43m
Multiple Airlines
Deal found 3/5$336
This Kiwi.com deal was found by Cheapflights users on 3/5. 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.
Thu 5/148:24 pm
ORD
-
EVV
1 stop10h 39m
Multiple Airlines
Sun 5/173:22 pm
EVV
-
ORD
1 stop17h 43m
Multiple Airlines
Deal found 3/5$342
This Kiwi.com deal was found by Cheapflights users on 3/9. 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 4/611:48 am
ORD
-
EVV
1 stop7h 18m
Multiple Airlines
Fri 4/107:53 am
EVV
-
ORD
1 stop10h 33m
Multiple Airlines
Deal found 3/9$359
This American Airlines deal was found by Cheapflights users on 3/8. 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 4/1510:34 pm
ORD
-
EVV
Nonstop1h 20m
American Airlines
Wed 5/136:18 am
EVV
-
ORD
Nonstop1h 57m
American Airlines
Deal found 3/8$365
This Kiwi.com deal was found by Cheapflights users on 3/5. 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.
Fri 4/39:12 am
ORD
-
EVV
1 stop9h 54m
Multiple Airlines
Mon 4/67:46 pm
EVV
-
ORD
2 stops38h 58m
Multiple Airlines
Deal found 3/5$373

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 March 10, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$217
(Kiwi.com)

One-way from

$115
(Kiwi.com)

Good one-way deal

$210 or less
Provider with most accurate pricing for Chicago (CHI)-Evansville Dress Regional flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Evansville Dress Regional flights.
Search Deals
From Chicago (CHI) to Evansville Dress Regional
Search Deals
One-way flight from Chicago (CHI) to Evansville Dress Regional
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to Evansville Dress Regional.
Search Deals

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 2,558,603 searches. Data last updated March 10, 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

Price

Cheapest round-trip

ChicagoEvansville

ORD - EVV

ORDEVV

Chicago O'Hare Intl

Wed 4/15

10:31 am-2:32 pm

1 stop28h 01m

Evansville Dress Regional

Wed 5/13

4:29 pm-9:15 am

1 stop16h 46m

$273

ChicagoEvansville

ORD - EVV

ORDEVV

Chicago O'Hare Intl

Mon 4/6

9:06 am-7:06 pm

1 stop10h 00m

Evansville Dress Regional

Fri 4/10

7:46 pm-2:16 pm

2 stops18h 30m

$377

ChicagoEvansville

ORD - EVV

ORDEVV

Chicago O'Hare Intl

Fri 7/24

4:22 pm-5:47 pm

Nonstop1h 25m

Evansville Dress Regional

Sun 7/26

5:35 am-10:50 am

1 stop5h 15m

$469
Quickest round-trip

ChicagoEvansville

ORD - EVV

ORDEVV

Chicago O'Hare Intl

Thu 3/26

10:29 pm-11:46 pm

Nonstop1h 17m

Evansville Dress Regional

Sun 3/29

6:57 pm-12:16 am

1 stop5h 19m

$493

ChicagoEvansville

ORD - EVV

ORDEVV

Chicago O'Hare Intl

Mon 4/6

1:57 pm-10:23 pm

2 stops8h 26m

Evansville Dress Regional

Fri 4/10

11:20 am-8:23 pm

2 stops9h 03m

$1,315

ChicagoEvansville

ORD - EVV

ORDEVV

Chicago O'Hare Intl

Wed 4/15

8:52 am-5:18 pm

2 stops8h 26m

Evansville Dress Regional

Wed 5/13

1:42 pm-8:14 pm

2 stops6h 32m

$1,315

ChicagoEvansville

ORD - EVV

ORDEVV

Chicago O'Hare Intl

Sun 4/5

7:10 am-5:18 pm

2 stops10h 08m

Evansville Dress Regional

Sun 4/12

6:00 am-1:17 pm

2 stops7h 17m

$1,315
Cheapest one-way

ChicagoEvansville

ORD - EVV

ORDEVV

Chicago O'Hare Intl

Mon 5/4

7:21 pm-3:49 pm

2 stops44h 28m

$182

ChicagoEvansville

ORD - EVV

ORDEVV

Chicago O'Hare Intl

Fri 5/8

7:45 pm-9:30 am

1 stop13h 45m

$258

ChicagoEvansville

ORD - EVV

ORDEVV

Chicago O'Hare Intl

Sat 9/5

7:10 am-10:03 pm

1 stop14h 53m

$294

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/5

Showing 1-10 of 15 resultsSorted by cheapest first
1
2

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 March.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • 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.
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

What is the cheapest month to book a flight from Chicago to Evansville?

Currently, July is the cheapest month in which you can book a flight from Chicago to Evansville (average of $82). Flying from Chicago to Evansville in May is currently the most expensive (average of $148). 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 March 10, 2026.

Unlike in the evening, when flights are generally more expensive, you can save up to 67% on flights from Chicago to Evansville by exploring options for tickets at noon.

Weekly flight availability from Chicago to Evansville

Explore weekly flight availability from Chicago to Evansville. 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 March 10, 2026.

The most flights from CHI to EVV are scheduled on a Monday (6 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (6 on average).

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 March 10, 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.
American Airlines
7.1
Good
11,414 reviews

Entertainment

6.9

Overall

7.1

Crew

7.9

Comfort

7.2

Food

6.4

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Anonymous,Mar 2026

MIA - SFO

Horrible. When they power flights for other airlines there is nothing they can do to change or accommodate any changes
American Airlines
7.1
Good
11,414 reviews
American Airlines
7.1
Good
11,414 reviews

Entertainment

6.9

Overall

7.1

Crew

7.9

Comfort

7.2

Food

6.4

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Anonymous,Mar 2026

MIA - SFO

Horrible. When they power flights for other airlines there is nothing they can do to change or accommodate any changes

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.

  • What airport do you fly into for flights to Evansville from Chicago?

    If you book a flight to Evansville from Chicago, you will be flying to Dress Regional, which is the city’s only airport. Evansville Dress Regional (EVV) is located 4.4 mi from the center of Evansville. There are 6 flights from Chicago to Dress Regional per day from 1 airline.

  • How long is the flight from Chicago to Evansville?

    Airlines like American Airlines fly from Chicago to Evansville in about 1h 25m. The time it takes to get you to your destination is usually consistent. The distance from Chicago to Evansville is about 273 mi. All flights are typically nonstop.

  • What is the cheapest airline to fly from Chicago to Evansville round-trip?

    Currently priced at $191, American Airlines will fly you from Chicago to Evansville and back. In addition to American Airlines, many other airlines offer competitively priced options for your trip.

  • What are the most reliable airlines from Chicago to Evansville?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Chicago to Evansville on time: SkyWest Airlines (100%), PSA Airlines (78%), American Airlines (77%).

  • What are the cheapest flights from Chicago to Evansville?

    Looking at all options, your cheapest flight can be booked for $210. While the most popular route (Chicago O'Hare Intl - Evansville Dress Regional) can be booked for $217 on average, our data indicates $210 when flying from Chicago to Evansville.

  • Can I find deals for flights from Chicago to Evansville that include hotel bookings?

    Yes. In addition to deals on Chicago to Evansville flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Evansville?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Evansville.

  • Can I find deals for business class flights from Chicago to Evansville?

    Yes. Cheapflights offers flight deals from Chicago to Evansville by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Evansville?

    Currently, July is the cheapest month in which you can book a flight from Chicago to Evansville (average of $82). Flying from Chicago to Evansville in May is currently the most expensive (average of $148). 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.

See more FAQs

Traveling to a place near Evansville?

Book flights to Evansville if you plan to visit one of these locations
Vincennes
Jasper

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Evansville

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Cincinnati flights
O'Hare Intl to Louisville flights
St. Louis to O'Hare Intl flights
O'Hare Intl to Indianapolis flights
Midway to Cincinnati flights
O'Hare Intl to Dayton flights
St. Louis to Midway flights
Moline to O'Hare Intl flights
Midway to Louisville flights
O'Hare Intl to Fort Wayne flights
St. Louis to Cincinnati flights
Midway to Indianapolis flights
St. Louis to Dayton flights
Decatur to O'Hare Intl flights
Midway to Dayton flights
Peoria to O'Hare Intl flights
Evansville to O'Hare Intl flights
Champaign to O'Hare Intl flights
St. Louis to Indianapolis flights
Springfield to O'Hare Intl flights
O'Hare Intl to Evansville flights
St. Louis to Louisville flights
Burlington to O'Hare Intl flights
Paducah to O'Hare Intl flights
Evansville to Midway flights
O'Hare Intl to South Bend flights
O'Hare Intl to Owensboro flights
Quincy to O'Hare Intl flights
O'Hare Intl to Kalamazoo flights
Moline to Dayton flights
Bloomington to O'Hare Intl flights
Moline to Cincinnati flights
Moline to Louisville flights
St. Louis to Kalamazoo flights
Midway to Fort Wayne flights
Moline to Midway flights
Midway to South Bend flights
Peoria to Midway flights
Midway to Kalamazoo flights
Dubuque to O'Hare Intl flights
Evansville to Cincinnati flights
Evansville to South Bend flights
Evansville to Dayton flights
Dubuque to Cincinnati flights
Champaign to Dayton flights
St. Louis to Owensboro flights

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 2,558,603 searches. Data last updated March 10, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$191Average$446FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.