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Cheap flights from Evansville to Chicago from $156

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 6/15. 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 Evansville to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
7:53 am - 12:23 pm
EVV
-
ORD
28h 30m
1 stop
Multiple Airlines Logo
3:55 pm - 7:34 pm
ORD
-
EVV
27h 39m
1 stop
$293Multiple Airlines
Mon, May 18 - Wed, May 20
Multiple Airlines Logo
7:53 am - 12:23 pm
EVV
-
ORD
28h 30m
1 stop
Multiple Airlines Logo
9:37 pm - 7:39 am
ORD
-
EVV
34h 02m
2 stops
$337Multiple Airlines
Mon, May 18 - Wed, May 20
American Airlines Logo
6:50 am - 8:39 am
EVV
-
ORD
1h 49mnonstop
American Airlines Logo
5:28 pm - 6:54 pm
ORD
-
EVV
1h 26mnonstop
$385American Airlines
Wed, Jun 3 - Sat, Jun 6
American Airlines Logo
12:46 pm - 7:48 pm
EVV
-
ORD
7h 02m
1 stop
American Airlines Logo
5:28 pm - 6:54 pm
ORD
-
EVV
1h 26mnonstop
$395American Airlines
Wed, Jun 3 - Sat, Jun 6
Allegiant Air Logo
11:46 am - 8:33 pm
EVV
-
MDW
8h 47m
1 stop
Allegiant Air Logo
2:46 pm - 7:45 pm
MDW
-
EVV
28h 59m
2 stops
$401Allegiant Air
Fri, Jun 26 - Sun, Jun 28
American Airlines Logo
12:46 pm - 5:40 pm
EVV
-
ORD
4h 54m
1 stop
American Airlines Logo
5:00 am - 12:21 pm
ORD
-
EVV
7h 21m
1 stop
$405American Airlines
Wed, Jun 3 - Sat, Jun 6
American Airlines Logo
12:46 pm - 7:48 pm
EVV
-
ORD
7h 02m
1 stop
American Airlines Logo
5:28 pm - 6:54 pm
ORD
-
EVV
1h 26mnonstop
$415American Airlines
Wed, Jun 3 - Sat, Jun 6
Allegiant Air Logo
8:29 am - 8:40 pm
EVV
-
MDW
12h 11m
1 stop
Allegiant Air Logo
2:46 pm - 7:50 pm
MDW
-
EVV
29h 04m
2 stops
$564Allegiant Air
Mon, Jun 1 - Sun, Jun 7
Delta Logo
6:18 am - 4:12 pm
EVV
-
MDW
9h 54m
1 stop
Delta Logo
12:53 pm - 1:02 pm
MDW
-
EVV
24h 09m
1 stop
$1,042Delta
Thu, May 14 - Thu, May 21
Delta Logo
10:05 am - 6:31 pm
EVV
-
MDW
8h 26m
2 stops
Delta Logo
9:30 am - 4:56 pm
MDW
-
EVV
7h 26m
2 stops
$1,435Delta
Fri, Aug 21 - Mon, Aug 24

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American Airlines flights from Evansville to Chicago

Our best American Airlines deals on Evansville to Chicago flight tickets
American Airlines
Jun 3
EVV6:50 amEvansville Dress Regional
1h 49m
ORD8:39 amChicago O'Hare Intl
Jun 6
ORD5:28 pmChicago O'Hare Intl
1h 26m
EVV6:54 pmEvansville Dress Regional
$385
American Airlines
Jun 3
EVV12:46 pmEvansville Dress Regional
7h 02m
1 stop
ORD7:48 pmChicago O'Hare Intl
Jun 6
ORD5:28 pmChicago O'Hare Intl
1h 26m
EVV6:54 pmEvansville Dress Regional
$395
American Airlines
Jun 3
EVV12:46 pmEvansville Dress Regional
4h 54m
1 stop
ORD5:40 pmChicago O'Hare Intl
Jun 6
ORD5:00 amChicago O'Hare Intl
7h 21m
1 stop
EVV12:21 pmEvansville Dress Regional
$405

Delta flights from Evansville to Chicago

Our best Delta deals on Evansville to Chicago flight tickets
Delta
May 14
EVV6:18 amEvansville Dress Regional
9h 54m
1 stop
MDW4:12 pmChicago Midway
May 21
MDW12:53 pmChicago Midway
24h 09m
1 stop
EVV1:02 pmEvansville Dress Regional
$1,042
Delta
May 13
EVV6:18 amEvansville Dress Regional
12h 15m
2 stops
MDW6:33 pmChicago Midway
May 20
MDW6:23 amChicago Midway
27h 07m
1 stop
EVV9:30 amEvansville Dress Regional
$1,047
Delta
Aug 21
EVV10:05 amEvansville Dress Regional
8h 26m
2 stops
MDW6:31 pmChicago Midway
Aug 24
MDW9:30 amChicago Midway
7h 26m
2 stops
EVV4:56 pmEvansville Dress Regional
$1,435

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 May 4, 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

Mon 5/18

7:53 am-12:23 pm

1 stop28h 30m

Chicago O'Hare Intl

Wed 5/20

3:55 pm-7:34 pm

1 stop27h 39m

$293

EvansvilleChicago

EVV - ORD

EVVORD

Evansville Dress Regional

Mon 5/18

7:53 am-12:23 pm

1 stop28h 30m

Chicago O'Hare Intl

Wed 5/20

9:37 pm-7:39 am

2 stops34h 02m

$337
Quickest 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

5:28 pm-6:54 pm

Nonstop1h 26m

$385

EvansvilleChicago

EVV - ORD

EVVORD

Evansville Dress Regional

Wed 6/3

12:46 pm-7:48 pm

1 stop7h 02m

Chicago O'Hare Intl

Sat 6/6

5:28 pm-6:54 pm

Nonstop1h 26m

$395

EvansvilleChicago

EVV - MDW

EVVMDW

Evansville Dress Regional

Fri 6/26

11:46 am-8:33 pm

1 stop8h 47m

Chicago Midway

Sun 6/28

2:46 pm-7:45 pm

2 stops28h 59m

$401

EvansvilleChicago

EVV - ORD

EVVORD

Evansville Dress Regional

Wed 6/3

12:46 pm-5:40 pm

1 stop4h 54m

Chicago O'Hare Intl

Sat 6/6

5:00 am-12:21 pm

1 stop7h 21m

$405

EvansvilleChicago

EVV - ORD

EVVORD

Evansville Dress Regional

Wed 6/3

12:46 pm-7:48 pm

1 stop7h 02m

Chicago O'Hare Intl

Sat 6/6

5:28 pm-6:54 pm

Nonstop1h 26m

$415

EvansvilleChicago

EVV - MDW

EVVMDW

Evansville Dress Regional

Mon 6/1

8:29 am-8:40 pm

1 stop12h 11m

Chicago Midway

Sun 6/7

2:46 pm-7:50 pm

2 stops29h 04m

$564

EvansvilleChicago

EVV - MDW

EVVMDW

Evansville Dress Regional

Thu 5/14

6:18 am-4:12 pm

1 stop9h 54m

Chicago Midway

Thu 5/21

12:53 pm-1:02 pm

1 stop24h 09m

$1,042

EvansvilleChicago

EVV - MDW

EVVMDW

Evansville Dress Regional

Fri 8/21

10:05 am-6:31 pm

2 stops8h 26m

Chicago Midway

Mon 8/24

9:30 am-4:56 pm

2 stops7h 26m

$1,435

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 typical price of a round-trip flight between Evansville and Chicago?

What is the cheapest month to fly to Chicago?

The month of July is, on average, the cheapest month to fly to Chicago from Evansville, with most prices found around $0. If you’re not able to fly to Chicago in July, then January is your next best option. Flight prices from Evansville to Chicago during January average around $0.

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 $510. 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 $1,141.

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 $556. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $1,300.

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

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

$369

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 $369. The best round-trip flight deal from Evansville to Chicago found on momondo in the last 72 hours is $590.
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

Frequently asked questions about flying from Evansville to Chicago

  • 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 $331Free CancellationRating
7.1
11,672 reviews
Search American Airlines flights

  • American Airlines Flights From Evansville to Chicago

    American Airlines flies from Evansville to Chicago around 13 times per week, with 11,672 momondo users rating the airline 7.1/10. The cheapest American Airlines deal from Evansville to Chicago in the last 72 hours was $331 (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
Munster
Schererville
Crown Point
Monticello
Chesterton
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