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Cheap flights from Evansville to Chicago from $126

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Evansville to Chicago departing on 4/20. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
6:50 am - 8:39 am
EVV
-
ORD
1h 49mnonstop
American Airlines Logo
4:49 pm - 6:16 pm
ORD
-
EVV
1h 27mnonstop
$385American Airlines
Wed, Jun 3 - Sat, Jun 6
American Airlines Logo
6:32 pm - 8:34 pm
EVV
-
ORD
2h 02mnonstop
American Airlines Logo
8:48 am - 4:08 pm
ORD
-
EVV
7h 20m
1 stop
$395American Airlines
Wed, Jun 3 - Sat, Jun 6
American Airlines Logo
6:56 pm - 11:54 pm
EVV
-
ORD
4h 58m
1 stop
American Airlines Logo
3:26 pm - 11:28 pm
ORD
-
EVV
8h 02m
1 stop
$405American Airlines
Wed, Apr 22 - Wed, Apr 29
Multiple Airlines Logo
4:29 pm - 8:33 am
EVV
-
ORD
16h 04m
1 stop
Multiple Airlines Logo
9:42 pm - 7:39 am
ORD
-
EVV
33h 57m
2 stops
$408Multiple Airlines
Sat, May 16 - Wed, May 20
American Airlines Logo
6:23 pm - 8:13 pm
EVV
-
ORD
1h 50mnonstop
American Airlines Logo
4:29 pm - 5:53 pm
ORD
-
EVV
1h 24mnonstop
$422American Airlines
Sat, May 16 - Sun, May 17
American Airlines Logo
6:23 pm - 8:13 pm
EVV
-
ORD
1h 50mnonstop
American Airlines Logo
10:34 pm - 11:54 pm
ORD
-
EVV
1h 20mnonstop
$424American Airlines
Sat, Apr 25 - Sun, Apr 26
American Airlines Logo
6:33 am - 8:30 am
EVV
-
ORD
1h 57mnonstop
American Airlines Logo
4:29 pm - 5:53 pm
ORD
-
EVV
1h 24mnonstop
$425American Airlines
Sat, Apr 25 - Sun, Apr 26
Delta Logo
5:59 pm - 10:31 pm
EVV
-
MDW
4h 32m
1 stop
Delta Logo
10:45 am - 5:18 pm
MDW
-
EVV
6h 33m
1 stop
$1,463Delta
Thu, Apr 9 - Sun, Apr 12
Delta Logo
6:00 am - 5:54 pm
EVV
-
MDW
11h 54m
2 stops
Delta Logo
6:00 am - 10:31 am
MDW
-
EVV
4h 31m
1 stop
$1,468Delta
Thu, Apr 9 - Mon, Apr 13
Delta Logo
10:10 am - 6:33 pm
EVV
-
MDW
8h 23m
2 stops
Delta Logo
1:22 pm - 9:44 pm
MDW
-
EVV
8h 22m
2 stops
$1,474Delta
Tue, May 12 - Wed, May 13

American Airlines flights from Evansville to Chicago

Our best American Airlines deals on Evansville to Chicago flight tickets
American Airlines
Jun 3
EVV6:33 pmEvansville Dress Regional
2h 02m
ORD8:35 pmChicago O'Hare Intl
Jun 6
ORD10:40 pmChicago O'Hare Intl
1h 19m
EVV11:59 pmEvansville Dress Regional
$385
American Airlines
Jun 3
EVV6:50 amEvansville Dress Regional
1h 49m
ORD8:39 amChicago O'Hare Intl
Jun 6
ORD6:55 amChicago O'Hare Intl
5h 26m
1 stop
EVV12:21 pmEvansville Dress Regional
$395
American Airlines
May 16
EVV11:03 amEvansville Dress Regional
5h 18m
1 stop
ORD4:21 pmChicago O'Hare Intl
May 20
ORD3:26 pmChicago O'Hare Intl
8h 02m
1 stop
EVV11:28 pmEvansville Dress Regional
$405

Delta flights from Evansville to Chicago

Our best Delta deals on Evansville to Chicago flight tickets
Delta
Apr 9
EVV5:59 pmEvansville Dress Regional
4h 32m
1 stop
MDW10:31 pmChicago Midway
Apr 12
MDW10:45 amChicago Midway
6h 33m
1 stop
EVV5:18 pmEvansville Dress Regional
$1,463
Delta
Apr 9
EVV6:00 amEvansville Dress Regional
11h 54m
2 stops
MDW5:54 pmChicago Midway
Apr 13
MDW6:00 amChicago Midway
4h 31m
1 stop
EVV10:31 amEvansville Dress Regional
$1,468
Delta
May 12
EVV10:10 amEvansville Dress Regional
8h 23m
2 stops
MDW6:33 pmChicago Midway
May 13
MDW1:22 pmChicago Midway
8h 22m
2 stops
EVV9:44 pmEvansville Dress Regional
$1,474

momondo Fare Finder

 
Customize your flight search to find flights from Evansville to Chicago 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 March 24, 2026.
Use the filters below to find and compare flights from Evansville to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

EvansvilleChicago

EVV - ORD

EVVORD

Evansville Dress Regional

Wed 6/3

6:50 am-8:39 am

Nonstop1h 49m

Chicago O'Hare Intl

Sat 6/6

4:49 pm-6:16 pm

Nonstop1h 27m

$385

EvansvilleChicago

EVV - ORD

EVVORD

Evansville Dress Regional

Wed 6/3

6:32 pm-8:34 pm

Nonstop2h 02m

Chicago O'Hare Intl

Sat 6/6

8:48 am-4:08 pm

1 stop7h 20m

$395

EvansvilleChicago

EVV - ORD

EVVORD

Evansville Dress Regional

Wed 4/22

6:56 pm-11:54 pm

1 stop4h 58m

Chicago O'Hare Intl

Wed 4/29

3:26 pm-11:28 pm

1 stop8h 02m

$405

EvansvilleChicago

EVV - ORD

EVVORD

Evansville Dress Regional

Sat 5/16

4:29 pm-8:33 am

1 stop16h 04m

Chicago O'Hare Intl

Wed 5/20

9:42 pm-7:39 am

2 stops33h 57m

$408

EvansvilleChicago

EVV - ORD

EVVORD

Evansville Dress Regional

Sat 5/16

6:23 pm-8:13 pm

Nonstop1h 50m

Chicago O'Hare Intl

Sun 5/17

4:29 pm-5:53 pm

Nonstop1h 24m

$422
Quickest round-trip

EvansvilleChicago

EVV - ORD

EVVORD

Evansville Dress Regional

Sat 4/25

6:23 pm-8:13 pm

Nonstop1h 50m

Chicago O'Hare Intl

Sun 4/26

10:34 pm-11:54 pm

Nonstop1h 20m

$424

EvansvilleChicago

EVV - ORD

EVVORD

Evansville Dress Regional

Sat 4/25

6:33 am-8:30 am

Nonstop1h 57m

Chicago O'Hare Intl

Sun 4/26

4:29 pm-5:53 pm

Nonstop1h 24m

$425

EvansvilleChicago

EVV - MDW

EVVMDW

Evansville Dress Regional

Thu 4/9

5:59 pm-10:31 pm

1 stop4h 32m

Chicago Midway

Sun 4/12

10:45 am-5:18 pm

1 stop6h 33m

$1,463

EvansvilleChicago

EVV - MDW

EVVMDW

Evansville Dress Regional

Thu 4/9

6:00 am-5:54 pm

2 stops11h 54m

Chicago Midway

Mon 4/13

6:00 am-10:31 am

1 stop4h 31m

$1,468

EvansvilleChicago

EVV - MDW

EVVMDW

Evansville Dress Regional

Tue 5/12

10:10 am-6:33 pm

2 stops8h 23m

Chicago Midway

Wed 5/13

1:22 pm-9:44 pm

2 stops8h 22m

$1,474

Flights are sorted by cheapest round-trip flights first.

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

How to get the cheapest flight ticket from Evansville to Chicago

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 Chicago?

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $488. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Evansville to Chicago for around $1,117.

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

Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Evansville to Chicago during this time can be as low as $540. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $1,266.

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

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

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

There are 4 cabin classes available to choose from on Evansville Dress Regional to Chicago 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 Evansville to Chicago flights?

No. A direct flight is the cheapest option for a flight between Evansville to Chicago.

When to book flights from Evansville to Chicago

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

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

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

Best Price Found

$362

Fastest flight time

1h 49m

Direct flights

Every day

Airports in Chicago

3 airports
The best one-way flight to Chicago from Evansville in the past 72 hours is $362. The best round-trip flight deal from Evansville to Chicago found on momondo in the last 72 hours is $418.
The fastest flight from Evansville to Chicago takes 1h 49m
Direct flights go from Evansville to Chicago every day.
There are 3 airports in Chicago. From Evansville there are direct flights to Chicago O'Hare Intl (ORD).
Search flight deals

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

    Chicago is 269.4 mi away from Evansville Dress Regional. In terms of flight time, this usually takes a little over 1h 49m.

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

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

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

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Evansville Dress Regional Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents you'll need for your trip to Chicago 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 Chicago. 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 Evansville to Chicago?

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

Best airlines flying from Evansville to Chicago

Compare and see reviews for airlines that fly from Evansville to Chicago with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $191Free CancellationRating
7.1
11,488 reviews
Search American Airlines flights

  • American Airlines Flights From Evansville to Chicago

    American Airlines flies from Evansville to Chicago around 8 times per week, with 11,491 momondo users rating the airline 7.1/10. The cheapest American Airlines deal from Evansville to Chicago in the last 72 hours was $191 (round-trip), much lower than the average airfare cost of $444 for American Airlines flights on this route.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Saint Joseph
Benton Harbor
Portage
Lansing
Valparaiso
Schererville
Munster
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

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

It is quick and easy to find Evansville to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

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

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

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

Once all potential Evansville to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Yes momondo offers price alerts on flights to Chicago from Evansville. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport