What are the cheapest airlines flying from Chicago to Evansville round-trip?

Currently priced at $333, 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. Check Cheapflights for deals on Delta for as low as $1,016. You may be able to fly from Chicago to Evansville for 10% less than the average price by searching for these airlines.

What is the cheapest day to fly from Chicago to Evansville?

Travelers seeking maximum savings on their Chicago to Evansville flight should consider departing on Wednesday at noon when fares are most often at their lowest. Wednesday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

In terms of precipitation, rainfall in Evansville ranges from 2.7 - 4.5 inches per month. March is typically the wettest month, when rainfall can reach 4.5 in. October is typically the driest time to visit Evansville when rainfall is around 2.7 in.

If weather is an important factor for your trip to Evansville, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 78.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 32.0 F).

What are the cheapest flights from Chicago to Evansville?

Looking at all options, your cheapest flight can be booked for $381. While the most popular route (Chicago O'Hare Intl - Evansville Dress Regional) can be booked for $497 on average our data indicates $457 when flying from Chicago to Evansville.

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: Piedmont Airlines (84%), American Airlines (77%), Japan Airlines (75%).

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

Users have found that leaving on a Tuesday can be a cost-effective option. It’s possible to save up to 36% on your flight compared to booking on days when demand is much higher.

What is the cheapest month to fly from Chicago to Evansville?

August can be a great time to fly to Evansville from Chicago with a flight ticket averaging about $374. Cheapflights users have found deals in the month of August for as cheap as $138. The most expensive prices can be found in the month of October.

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 is 1 flight from Chicago to Dress Regional per day from 1 airline.

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.

$251+ Flights from Chicago to Evansville

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Cheap flight deals from Chicago to Evansville

Round-trip from	$333 (American Airlines)
One-way from	$251 (American Airlines)
Popular in	October
Cheapest in	August
Average price	$314
Good round-trip deal	$451 or less

From Chicago (CHI) to Evansville Dress Regional

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One-way flight from Chicago (CHI) to Evansville Dress Regional

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Highest demand for flights based on searches. 23% potential increase in price ($115 potential increase over avg. RT price).

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Cheapest flight prices on average. 9% potential price decrease ($34 potential savings vs. average RT price).

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Average for round-trip flights in July 2025

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Price to beat on a round-trip flight from Chicago (CHI) to Evansville Dress Regional.

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Find 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 julio 3, 2025.

sáb. 8/163:27 pmORD - EVV

Nonstop1h 14mAmerican Airlines

sáb. 8/236:30 amEVV - ORD

Nonstop1h 44mAmerican Airlines

Deal found 7/2

$333

sáb. 8/162:25 pmORD - EVV

2 stops7h 29mDelta

sáb. 8/236:10 amEVV - ORD

2 stops10h 03mDelta

Deal found 7/2

$1,016

Best flights from Chicago to Evansville
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 julio 3, 2025.

sáb. 8/163:27 pmORD - EVV

Nonstop1h 14mAmerican Airlines

sáb. 8/236:30 amEVV - ORD

Nonstop1h 44mAmerican Airlines

Deal found 7/2

$333

sáb. 8/162:25 pmORD - EVV

2 stops7h 29mDelta

sáb. 8/236:10 amEVV - ORD

2 stops10h 03mDelta

Deal found 7/2

$1,016

Last-minute flights from Chicago to Evansville
Discover last-minute flight deals from Chicago to Evansville. Data last updated julio 3, 2025 and is based on user searches.

jue. 7/104:32 pmORD - EVV

Nonstop1h 13mAmerican Airlines

jue. 7/176:15 pmEVV - ORD

Nonstop1h 38mAmerican Airlines

Deal found 7/1

$457

jue. 7/107:10 amORD - EVV

2 stops9h 51mDelta

jue. 7/171:22 pmEVV - ORD

2 stops7h 02mDelta

Deal found 7/1

$1,158

sáb. 8/163:27 pmORD - EVV

Nonstop1h 14mAmerican Airlines

sáb. 8/236:30 amEVV - ORD

Nonstop1h 44mAmerican Airlines

Deal found 7/2

$333

sáb. 8/162:25 pmORD - EVV

2 stops7h 29mDelta

sáb. 8/236:10 amEVV - ORD

2 stops10h 03mDelta

Deal found 7/2

$1,016

One-way flights from Chicago to Evansville
Search for one-way flight options from Chicago to Evansville. Find affordable one-way fares based on user searches. Data last updated julio 3, 2025.

vie. 8/298:35 amORD - EVV

1 stop33h 43mAmerican Airlines

Deal found 7/2

$251

dom. 8/37:01 pmORD - EVV

2 stops14h 42mDelta

Deal found 7/2

$323

Cheapflights Fare Finder

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

ChicagoEvansville

ORD - EVV

ORDEVV

Chicago O'Hare Intl

sáb. 8/16

3:27 pm-4:41 pm

Nonstop1h 14m

Evansville Dress Regional

sáb. 8/23

6:30 am-8:14 am

Nonstop1h 44m

$333

ChicagoEvansville

ORD - EVV

ORDEVV

Chicago O'Hare Intl

sáb. 8/16

2:25 pm-9:54 pm

2 stops7h 29m

Evansville Dress Regional

sáb. 8/23

6:10 am-4:13 pm

2 stops10h 03m

$1,016

ChicagoEvansville

ORD - EVV

ORDEVV

Chicago O'Hare Intl

vie. 8/29

8:35 am-6:18 pm

1 stop33h 43m

$251

ChicagoEvansville

ORD - EVV

ORDEVV

Chicago O'Hare Intl

dom. 8/3

7:01 pm-9:43 am

2 stops14h 42m

$323

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

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, June is the cheapest month in which you can book a flight from Chicago to Evansville (average of $473). Flying from Chicago to Evansville in November is currently the most expensive (average of $574). 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?

Unlike in the morning, when flights are generally more expensive, you can save up to 16% on flights from Chicago to Evansville by exploring options for tickets at noon.

How much does it cost to fly round-trip from Chicago to Evansville?

Reviews of airlines servicing Evansville

Read through reviews of airlines operating flights from Chicago to Evansville, such as Delta and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Delta

8.0

Very good

7,982 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Delta

8.0

Very good

7,982 reviews

Delta

8.0

Very good

7,982 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

American Airlines

7.2

Good

10,000 reviews

Delta

8.0

Very good

7,982 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

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 is 1 flight from Chicago to Dress Regional per day from 1 airline.
What are the cheapest airlines flying from Chicago to Evansville round-trip?
Currently priced at $333, 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. Check Cheapflights for deals on Delta for as low as $1,016. You may be able to fly from Chicago to Evansville for 10% less than the average price by searching for these airlines.
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: Piedmont Airlines (84%), American Airlines (77%), Japan Airlines (75%).
What are the cheapest flights from Chicago to Evansville?
Looking at all options, your cheapest flight can be booked for $381. While the most popular route (Chicago O'Hare Intl - Evansville Dress Regional) can be booked for $497 on average our data indicates $457 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, June is the cheapest month in which you can book a flight from Chicago to Evansville (average of $473). Flying from Chicago to Evansville in November is currently the most expensive (average of $574). 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

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Top airline flying from Chicago to Evansville

Airline	Cheapest	Average	Flexibility	On-time
American Airlines	Cheapest$191	Average$417	FlexibilityNo cancel fee	On-time71%

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$251+ 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 8/29. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Chicago to Evansville with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Chicago to Evansville

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Good round-trip deal

Find flight deals from Chicago to Evansville

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 julio 3, 2025.

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 julio 3, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Chicago to Evansville that are best for you.

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.

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?

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 julio 3, 2025.

How much does it cost to fly round-trip from Chicago to Evansville?

Reviews of airlines servicing Evansville

Read through reviews of airlines operating flights from Chicago to Evansville, such as Delta and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

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?

What are the cheapest airlines flying from Chicago to Evansville round-trip?

What are the most reliable airlines from Chicago to Evansville?

What are the cheapest flights from Chicago to Evansville?

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

How can I find direct flights from Chicago to Evansville?

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

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

Traveling to a place near Chicago?

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Alternative routes for Chicago to Evansville

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Top airline flying from Chicago to Evansville

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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 julio 3, 2025.