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$109+ Cheap flights from Evansville (EVV) to Illinois

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 1/26. Fares are subject to change and may not be available on all flights or dates of travel.
EVV — ORD
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
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Cheap flight deals from Evansville to Illinois

Keep the following information in mind while searching for Evansville to Illinois flight deals. Data was last updated October 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$256
(Kiwi.com)

One-way from

$109
(Kiwi.com)

Popular in

October

Cheapest in

June

Average price

$467

Good round-trip deal

$424 or less

Good one-way deal

$288 or less
Provider with most accurate pricing for Evansville Dress Regional-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Evansville Dress Regional-Chicago (CHI) flights.
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From Evansville Dress Regional to Illinois
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One-way flight from Evansville Dress Regional to Illinois
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Highest demand for flights based on searches. 15% potential increase in price ($67 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Price to beat on a round-trip flight from Evansville Dress Regional to Illinois.
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Price to beat on a one-way flight from Evansville Dress Regional to Illinois.
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Find flight deals from Evansville to Illinois

Cheapest flights from Evansville to Illinois
Explore the most affordable flight options available from Evansville to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 28, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/27. 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 12/55:35 pmEVV - ORD
1 stop19h 41mMultiple Airlines
Mon 12/87:20 amORD - EVV
1 stop9h 35mMultiple Airlines
Deal found 10/27$256
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 11/105:35 pmEVV - ORD
2 stops26h 39mMultiple Airlines
Fri 11/146:48 amORD - EVV
1 stop10h 07mMultiple Airlines
Deal found 10/28$261
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 12/43:27 pmEVV - ORD
1 stop21h 49mMultiple Airlines
Sun 12/218:09 pmORD - EVV
1 stop15h 33mMultiple Airlines
Deal found 10/26$297
This American Airlines deal was found by Cheapflights users on 10/26. 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 11/257:05 pmEVV - ORD
Nonstop1h 51mAmerican Airlines
Tue 12/210:30 pmORD - EVV
Nonstop1h 24mAmerican Airlines
Deal found 10/26$331
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 10/315:35 pmEVV - ORD
1 stop22h 48mMultiple Airlines
Sun 11/22:31 pmORD - EVV
2 stops26h 24mMultiple Airlines
Deal found 10/27$349
This KAYAK deal was found by Cheapflights users on 10/27. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/310:20 amEVV - MDW
1 stop5h 54mDelta
Thu 11/66:00 amMDW - EVV
1 stop6h 43mDelta
Deal found 10/27$1,083
This Delta deal was found by Cheapflights users on 10/27. 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 11/2110:10 amEVV - MDW
2 stops8h 04mDelta
Sat 11/221:26 pmMDW - EVV
2 stops8h 42mDelta
Deal found 10/27$1,236
This Delta deal was found by Cheapflights users on 10/26. 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 11/610:20 amEVV - MDW
2 stops8h 05mDelta
Mon 11/101:15 pmMDW - EVV
2 stops8h 53mDelta
Deal found 10/26$1,239
This Delta deal was found by Cheapflights users on 10/26. 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 12/610:09 amEVV - MDW
2 stops7h 57mDelta
Sun 12/71:14 pmMDW - EVV
2 stops8h 33mDelta
Deal found 10/26$1,248
This Delta deal was found by Cheapflights users on 10/27. 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 11/1010:10 amEVV - MDW
2 stops7h 58mDelta
Fri 11/141:15 pmMDW - EVV
2 stops8h 53mDelta
Deal found 10/27$1,274
This Delta deal was found by Cheapflights users on 10/28. 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 11/1210:10 amEVV - MDW
2 stops7h 58mDelta
Sun 11/161:15 pmMDW - EVV
2 stops8h 53mDelta
Deal found 10/28$1,276
This Delta deal was found by Cheapflights users on 10/28. 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 11/16:02 amEVV - MDW
2 stops6h 29mDelta
Sat 11/811:10 amMDW - EVV
2 stops10h 43mDelta
Deal found 10/28$1,317

Cheapflights Fare Finder

 
Customize your flight search to find flights from Evansville to Illinois 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 October 28, 2025.
Use the filters below to find and compare flights from Evansville to Illinois that are best for you.

Fly from

Evansville

Fly to

Illinois

Route

Depart

Return

Price

EvansvilleChicago

EVV - ORD

EVVORD

Evansville Dress Regional

Fri 12/5

5:35 pm-1:16 pm

1 stop19h 41m

Chicago O'Hare Intl

Mon 12/8

7:20 am-4:55 pm

1 stop9h 35m

$256

EvansvilleChicago

EVV - ORD

EVVORD

Evansville Dress Regional

Mon 11/10

5:35 pm-8:14 pm

2 stops26h 39m

Chicago O'Hare Intl

Fri 11/14

6:48 am-4:55 pm

1 stop10h 07m

$283

EvansvilleChicago

EVV - ORD

EVVORD

Evansville Dress Regional

Thu 12/4

3:27 pm-1:16 pm

1 stop21h 49m

Chicago O'Hare Intl

Sun 12/21

8:09 pm-11:42 am

1 stop15h 33m

$297

EvansvilleChicago

EVV - ORD

EVVORD

Evansville Dress Regional

Thu 1/1

7:00 am-8:41 am

Nonstop1h 41m

Chicago O'Hare Intl

Sat 1/3

10:26 pm-11:48 pm

Nonstop1h 22m

$336

EvansvilleChicago

EVV - ORD

EVVORD

Evansville Dress Regional

Tue 11/25

7:05 pm-8:56 pm

Nonstop1h 51m

Chicago O'Hare Intl

Tue 12/2

10:30 pm-11:54 pm

Nonstop1h 24m

$363

EvansvilleChicago

EVV - ORD

EVVORD

Evansville Dress Regional

Sat 12/6

7:00 am-8:44 am

Nonstop1h 44m

Chicago O'Hare Intl

Sun 12/7

10:15 pm-11:39 pm

Nonstop1h 24m

$369

EvansvilleChicago

EVV - MDW

EVVMDW

Evansville Dress Regional

Tue 3/3

10:05 am-8:54 am

2 stops22h 49m

Chicago Midway

Wed 3/4

1:00 pm-4:56 pm

2 stops27h 56m

$565

EvansvilleChicago

EVV - MDW

EVVMDW

Evansville Dress Regional

Sat 12/6

10:09 am-6:06 pm

2 stops7h 57m

Chicago Midway

Sun 12/7

1:14 pm-9:47 pm

2 stops8h 33m

$1,248

EvansvilleChicago

EVV - MDW

EVVMDW

Evansville Dress Regional

Mon 11/10

10:10 am-6:08 pm

2 stops7h 58m

Chicago Midway

Fri 11/14

1:15 pm-10:08 pm

2 stops8h 53m

$1,274

EvansvilleChicago

EVV - MDW

EVVMDW

Evansville Dress Regional

Fri 12/5

10:09 am-6:00 pm

2 stops7h 51m

Chicago Midway

Mon 12/8

1:14 pm-9:47 pm

2 stops8h 33m

$1,274

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/26

Showing 1-10 of 19 results
1
2

Best time to book a flight from Evansville to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Evansville 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 Evansville to Illinois

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

Currently, January is the cheapest month in which you can book a flight from Evansville to Illinois (average of $73). Flying from Evansville to Illinois in July is currently the most expensive (average of $139). 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 EVV to IL?

Find hourly flight availability from Evansville to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 28, 2025.

When flying from Evansville to Illinois, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 42% versus a flight in the evening.

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated October 28, 2025.
Read reviews from past customers who have flown American Airlines from Evansville to Illinois. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,032 reviews

Boarding

7.5

Comfort

7.2

Crew

8.0

Entertainment

6.9

Overall

7.2

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

BNA - ORD

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.
American Airlines
7.2
Good
11,032 reviews
American Airlines
7.2
Good
11,032 reviews

Boarding

7.5

Comfort

7.2

Crew

8.0

Entertainment

6.9

Overall

7.2

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

BNA - ORD

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.

Related info for your journey

Find useful and relevant information for your journey from Evansville to Illinois. 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 from for flights from Evansville to Illinois?

    For a flight from Evansville to Illinois, you will be flying from Dress Regional. Evansville Dress Regional (EVV) is just 4.4 mi from the center of the city.

  • How long is the flight from Evansville to Illinois?

    American Airlines and Delta can get you from Evansville to Illinois in just under 1h 41m. Your travel time can differ by up to 21h 08m. There are 273 mi between Evansville and Illinois. This flight may include one or multiple stops.

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

    Before booking your flight to Illinois from Evansville, check out the most reliable airlines to get you to your destination on time: Japan Airlines (90%), Qatar Airways (85%), American Airlines( 80%).

  • What are the cheapest flights from Evansville to Illinois?

    On average you can expect to pay $1,630 for a flight from Evansville to Illinois. The cheapest flight overall is $159 while the most popular route, (Evansville Dress Regional - Chicago O'Hare Intl) is currently priced at $256.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Evansville to Illinois 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 Evansville to Illinois?

    Currently, January is the cheapest month in which you can book a flight from Evansville to Illinois (average of $73). Flying from Evansville to Illinois in July is currently the most expensive (average of $139). 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.

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Alternative routes for Evansville to Illinois

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Evansville to Illinois

Discover the top airline that operate flights from Evansville to Illinois. 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 October 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$246Average$446FlexibilityNo cancel feeOn-time71%

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