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Cheap flights from Chicago to Evansville from $158

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Evansville departing on 5/15. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Chicago to Evansville

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
10:40 pm - 11:59 pm
ORD
-
EVV
1h 19mnonstop
American Airlines Logo
6:32 pm - 8:33 pm
EVV
-
ORD
2h 01mnonstop
$386American Airlines
Wed, Jun 3 - Wed, Jun 10
American Airlines Logo
10:40 pm - 11:59 pm
ORD
-
EVV
1h 19mnonstop
American Airlines Logo
5:24 am - 12:18 pm
EVV
-
ORD
6h 54m
1 stop
$395American Airlines
Thu, May 28 - Sat, May 30
American Airlines Logo
10:40 pm - 11:59 pm
ORD
-
EVV
1h 19mnonstop
American Airlines Logo
4:34 pm - 9:33 pm
EVV
-
ORD
4h 59m
1 stop
$396American Airlines
Wed, Jun 3 - Wed, Jun 10
American Airlines Logo
8:48 am - 4:08 pm
ORD
-
EVV
7h 20m
1 stop
American Airlines Logo
4:34 pm - 11:59 pm
EVV
-
ORD
7h 25m
1 stop
$405American Airlines
Thu, May 28 - Sat, May 30
American Airlines Logo
5:10 am - 12:21 pm
ORD
-
EVV
7h 11m
1 stop
American Airlines Logo
4:34 pm - 11:58 pm
EVV
-
ORD
7h 24m
1 stop
$406American Airlines
Wed, Jun 3 - Wed, Jun 10
American Airlines Logo
10:38 pm - 11:58 pm
ORD
-
EVV
1h 20mnonstop
American Airlines Logo
5:24 am - 12:18 pm
EVV
-
ORD
6h 54m
1 stop
$417American Airlines
Wed, May 20 - Sat, May 23
American Airlines Logo
4:38 pm - 6:09 pm
ORD
-
EVV
1h 31mnonstop
American Airlines Logo
6:58 am - 9:00 am
EVV
-
ORD
2h 02mnonstop
$422American Airlines
Fri, Jul 3 - Sun, Jul 5
American Airlines Logo
3:26 pm - 11:28 pm
ORD
-
EVV
8h 02m
1 stop
American Airlines Logo
4:34 pm - 9:37 pm
EVV
-
ORD
5h 03m
1 stop
$427American Airlines
Wed, May 20 - Sat, May 23
American Airlines Logo
10:34 pm - 11:54 pm
ORD
-
EVV
1h 20mnonstop
American Airlines Logo
6:33 am - 8:30 am
EVV
-
ORD
1h 57mnonstop
$429American Airlines
Sat, May 2 - Wed, May 6
American Airlines Logo
7:00 am - 12:20 pm
ORD
-
EVV
5h 20m
1 stop
American Airlines Logo
6:58 am - 9:00 am
EVV
-
ORD
2h 02mnonstop
$432American Airlines
Fri, Jul 3 - Sun, Jul 5

American Airlines flights from Chicago to Evansville

Our best American Airlines deals on Chicago to Evansville flight tickets
American Airlines
Jun 3
ORD10:40 pmChicago O'Hare Intl
1h 19m
EVV11:59 pmEvansville Dress Regional
Jun 10
EVV6:32 pmEvansville Dress Regional
2h 01m
ORD8:33 pmChicago O'Hare Intl
$386
American Airlines
May 28
ORD10:40 pmChicago O'Hare Intl
1h 19m
EVV11:59 pmEvansville Dress Regional
May 30
EVV5:24 amEvansville Dress Regional
6h 54m
1 stop
ORD12:18 pmChicago O'Hare Intl
$395
American Airlines
Jun 3
ORD10:40 pmChicago O'Hare Intl
1h 19m
EVV11:59 pmEvansville Dress Regional
Jun 10
EVV4:34 pmEvansville Dress Regional
4h 59m
1 stop
ORD9:33 pmChicago O'Hare Intl
$396

Delta flights from Chicago to Evansville

Our best Delta deals on Chicago to Evansville flight tickets
Delta
Jul 3
ORD6:40 amChicago O'Hare Intl
6h 26m
1 stop
EVV1:06 pmEvansville Dress Regional
Jul 5
EVV10:08 amEvansville Dress Regional
10h 23m
2 stops
ORD8:31 pmChicago O'Hare Intl
$1,095
Delta
Jul 3
ORD11:30 amChicago O'Hare Intl
10h 23m
2 stops
EVV9:53 pmEvansville Dress Regional
Jul 5
EVV10:08 amEvansville Dress Regional
10h 23m
2 stops
ORD8:31 pmChicago O'Hare Intl
$1,140
Delta
May 8
ORD11:09 amChicago O'Hare Intl
10h 35m
2 stops
EVV9:44 pmEvansville Dress Regional
May 10
EVV1:42 pmEvansville Dress Regional
6h 32m
2 stops
ORD8:14 pmChicago O'Hare Intl
$1,495

momondo 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, momondo users made 832,500 searches. Data last updated April 22, 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 6/3

10:40 pm-11:59 pm

Nonstop1h 19m

Evansville Dress Regional

Wed 6/10

6:32 pm-8:33 pm

Nonstop2h 01m

$386

ChicagoEvansville

ORD - EVV

ORDEVV

Chicago O'Hare Intl

Thu 5/28

10:40 pm-11:59 pm

Nonstop1h 19m

Evansville Dress Regional

Sat 5/30

5:24 am-12:18 pm

1 stop6h 54m

$395

ChicagoEvansville

ORD - EVV

ORDEVV

Chicago O'Hare Intl

Wed 6/3

10:40 pm-11:59 pm

Nonstop1h 19m

Evansville Dress Regional

Wed 6/10

4:34 pm-9:33 pm

1 stop4h 59m

$396

ChicagoEvansville

ORD - EVV

ORDEVV

Chicago O'Hare Intl

Thu 5/28

8:48 am-4:08 pm

1 stop7h 20m

Evansville Dress Regional

Sat 5/30

4:34 pm-11:59 pm

1 stop7h 25m

$405

ChicagoEvansville

ORD - EVV

ORDEVV

Chicago O'Hare Intl

Wed 6/3

5:10 am-12:21 pm

1 stop7h 11m

Evansville Dress Regional

Wed 6/10

4:34 pm-11:58 pm

1 stop7h 24m

$406

ChicagoEvansville

ORD - EVV

ORDEVV

Chicago O'Hare Intl

Wed 5/20

10:38 pm-11:58 pm

Nonstop1h 20m

Evansville Dress Regional

Sat 5/23

5:24 am-12:18 pm

1 stop6h 54m

$417

ChicagoEvansville

ORD - EVV

ORDEVV

Chicago O'Hare Intl

Fri 7/3

4:38 pm-6:09 pm

Nonstop1h 31m

Evansville Dress Regional

Sun 7/5

6:58 am-9:00 am

Nonstop2h 02m

$422

ChicagoEvansville

ORD - EVV

ORDEVV

Chicago O'Hare Intl

Wed 5/20

3:26 pm-11:28 pm

1 stop8h 02m

Evansville Dress Regional

Sat 5/23

4:34 pm-9:37 pm

1 stop5h 03m

$427
Quickest round-trip

ChicagoEvansville

ORD - EVV

ORDEVV

Chicago O'Hare Intl

Sat 5/2

10:34 pm-11:54 pm

Nonstop1h 20m

Evansville Dress Regional

Wed 5/6

6:33 am-8:30 am

Nonstop1h 57m

$429

ChicagoEvansville

ORD - EVV

ORDEVV

Chicago O'Hare Intl

Fri 7/3

7:00 am-12:20 pm

1 stop5h 20m

Evansville Dress Regional

Sun 7/5

6:58 am-9:00 am

Nonstop2h 02m

$432

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
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See travel insights to Evansville from

How to get the cheapest flight ticket from Chicago to Evansville

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Evansville?

Our data shows that Friday is the least expensive day to fly to Evansville. Tickets to fly out on this day can be as low as $455. The most expensive day to fly to Evansville is Monday, with ticket prices averaging around $682.

What is the cheapest time of day to depart on your flight to Evansville?

Our most recent data shows that the best time of day to fly to Evansville is in the afternoon. Flights from Chicago to Evansville during this time can be as low as $457. Flights to Evansville are more costly in the evening, with an average ticket price of $682. Departure times in the evening fall within the peak daily travel times, which is why tickets can be more expensive.

What is the cheapest Chicago to Evansville Dress Regional flight route?

Fly from Chicago O'Hare Intl to Evansville Dress Regional for the best Chicago - Evansville Dress Regional flight prices

What cabin class options are available on Chicago to Evansville Dress Regional flights?

There are 2 cabin classes available to choose from on Chicago to Evansville Dress Regional flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to Evansville flights?

You could potentially save up to 17% on your flight if you consider stops on a Chicago to Evansville flight.

When to book flights from Chicago to Evansville

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Evansville according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Evansville (CHI to EVV) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Evansville

Fastest flight time

1h 19m

Direct flights

Every day

Airports in Evansville

1 airport
The fastest flight from Chicago to Evansville takes 1h 19m
Direct flights go from Chicago to Evansville every day.
There is 1 airport in Evansville. From Chicago there are direct flights to Evansville Dress Regional (EVV).
Search flight deals

Frequently asked questions about flying from Chicago to Evansville

  • How far is Chicago to Evansville Dress Regional by plane?

    Chicago and Evansville Dress Regional are 269.4 mi apart from one another. A reasonable flight in good conditions will take 1h 19m.

  • When did momondo last update prices for flights from Chicago to Evansville Dress Regional Airport?

    Prices for flights from Chicago to Evansville Dress Regional Airport refresh daily.

  • How many operators does momondo search for flights from Chicago to Evansville Dress Regional Airport?

  • How old do you have to be to fly from Chicago to Evansville Dress Regional Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Evansville Dress Regional Airport.

  • What documentation or ID do you need to fly to Evansville Dress Regional Airport?

    The travel and health documents you'll need for your trip to Evansville Dress Regional Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Evansville Dress Regional Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago to Evansville?

  • What is the most popular airline from Chicago to Evansville?

Best airlines flying from Chicago to Evansville

Compare and see reviews for airlines that fly from Chicago to Evansville with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $311Free CancellationRating
7.1
11,644 reviews
Search American Airlines flights

  • American Airlines Flights From Chicago to Evansville

    American Airlines flight deals from Chicago to Evansville start from $311 round-trip. Over the 14 American Airlines flights for this route in a normal week, average airfare is usually $578 round-trip - but some users have found much cheaper deals with momondo.

Traveling to a place near Evansville?

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

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Evansville?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Evansville for you.

Can I find flights from Chicago to Evansville with flexible booking policies on momondo?

Yes. All flights to Evansville from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Chicago to Evansville?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Evansville.

I’m not ready to book a flight from Chicago to Evansville right now. Can momondo alert me if prices change?

Price alerts on flights to Evansville from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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