ORD - EVV

$138 Find Cheap Flights from Chicago to Evansville

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Evansville departing on 4/13. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Evansville

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Evansville, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Evansville, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$220
Multiple Airlines
Mon 1/26Fri 1/30
ORD - EVV • 1 stop
Cheapest non-stop
$362
American Airlines
Sat 2/14Sun 2/15
ORD - EVV • Non-stop
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Evansville!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Chicago to Evansville (ORD-EVV)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Evansville that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Evansville

Mon, Jan 26 - Fri, Jan 30
Multiple Airlines Logo
10:48 am - 7:06 pm
ORD
-
EVV
8h 18m
1 stop
Multiple Airlines Logo
7:46 pm - 4:40 pm
EVV
-
ORD
20h 54m
1 stop
$220Multiple Airlines
Fri, Feb 6 - Mon, Feb 9
Multiple Airlines Logo
5:15 am - 7:06 pm
ORD
-
EVV
13h 51m
2 stops
Multiple Airlines Logo
7:46 pm - 3:52 pm
EVV
-
ORD
20h 06m
1 stop
$260Multiple Airlines
Mon, Jan 26 - Fri, Jan 30
Multiple Airlines Logo
10:48 am - 7:06 pm
ORD
-
EVV
8h 18m
1 stop
Multiple Airlines Logo
7:46 pm - 7:44 pm
EVV
-
ORD
23h 58m
2 stops
$262Multiple Airlines
Fri, Feb 6 - Mon, Feb 9
Multiple Airlines Logo
11:45 am - 7:06 pm
ORD
-
EVV
7h 21m
1 stop
Multiple Airlines Logo
7:46 pm - 9:44 pm
EVV
-
ORD
25h 58m
1 stop
$276Multiple Airlines
Sat, Feb 14 - Sun, Feb 15
American Airlines Logo
10:29 pm - 11:46 pm
ORD
-
EVV
1h 17mnonstop
American Airlines Logo
4:22 pm - 6:05 pm
EVV
-
ORD
1h 43mnonstop
$362American Airlines
Tue, Jan 27 - Sat, Jan 31
American Airlines Logo
7:35 pm - 8:58 pm
ORD
-
EVV
1h 23mnonstop
American Airlines Logo
7:10 am - 9:01 am
EVV
-
ORD
1h 51mnonstop
$369American Airlines
Sat, Feb 14 - Sun, Feb 15
American Airlines Logo
2:33 pm - 3:49 pm
ORD
-
EVV
1h 16mnonstop
American Airlines Logo
5:10 am - 12:35 pm
EVV
-
ORD
7h 25m
1 stop
$372American Airlines
Tue, Jan 27 - Sat, Jan 31
American Airlines Logo
6:05 am - 11:37 am
ORD
-
EVV
5h 32m
1 stop
American Airlines Logo
7:10 am - 9:01 am
EVV
-
ORD
1h 51mnonstop
$379American Airlines
Sat, Feb 14 - Sun, Feb 15
American Airlines Logo
1:39 pm - 6:30 pm
ORD
-
EVV
4h 51m
1 stop
American Airlines Logo
5:10 am - 12:35 pm
EVV
-
ORD
7h 25m
1 stop
$382American Airlines
Tue, Jan 27 - Sat, Jan 31
American Airlines Logo
3:21 pm - 10:50 pm
ORD
-
EVV
7h 29m
1 stop
American Airlines Logo
6:13 am - 1:22 pm
EVV
-
ORD
7h 09m
1 stop
$389American Airlines
Booking Insights

KAYAK's insights & trends for Chicago to Evansville flights

Get data-powered insights and trends into flights from Chicago to Evansville to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Chicago to Evansville?

The average price of all round-trip flights from Chicago O'Hare Intl Airport to Evansville clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Evansville on a Tuesday and more expensive on a Monday. On your return trip to Chicago, you should consider flying back on a Wednesday, and avoid Sundays for better deals.

Can I save money by flying with a layover from Chicago O'Hare Intl Airport to Evansville?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $399, prices are generally cheapest when you fly direct.

Good to know

Cheapest flight$138
Flight from Chicago to Evansville

When to book flights from Chicago to Evansville

Are your dates flexible? Find out the best times to travel from Chicago to Evansville based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago to Evansville flights

  • What is the cheapest flight from Chicago O'Hare Intl Airport to Evansville?

    In the last 3 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Evansville was $138 for a one-way ticket and $220 for a round-trip.

  • Do I need a passport to fly between Chicago and Evansville?

    A passport is not required to fly from Chicago to Evansville.

  • Which airlines offer Wi-Fi service onboard planes from Chicago to Evansville?

    Only American Airlines offers inflight Wi-Fi service on the Chicago to Evansville flight route.

  • Which aircraft models fly most regularly from Chicago to Evansville?

    The Embraer 170 is the aircraft model that flies most regularly on the Chicago to Evansville flight route.

  • Which airline alliances offer flights from Chicago to Evansville?

    oneworld is the only airline alliance operating flights between Chicago and Evansville.

  • On which days can I fly direct from Chicago to Evansville?

    There are nonstop flights from Chicago to Evansville on a daily basis.

  • How does KAYAK find such low prices on flights from Chicago to Evansville?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Evansville.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Evansville?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Evansville from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Evansville?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Evansville with an airline and back to Chicago with another airline. Booking your flights between Chicago and EVV can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Evansville?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Evansville from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago O'Hare Intl Airport to Evansville

  • Looking for a cheap flight? 25% of our users found flights on this route for $385 or less one-way.

Prefer to fly direct from Chicago to Evansville?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago O'Hare Intl to Evansville Dress Regional.
Find which airlines fly direct from Chicago O'Hare Intl Airport to Evansville Dress Regional Airport, which days they fly and book direct flights.

Direct departures

Chicago O'Hare Intl to Evansville Dress Regional

Monday

American Airlines

American Airlines

Tuesday

American Airlines

American Airlines

Wednesday

American Airlines

American Airlines

Thursday

American Airlines

American Airlines

Friday

American Airlines

American Airlines

Saturday

American Airlines

American Airlines

Sunday

American Airlines

American Airlines

See more direct flights

Direct returns

Evansville Dress Regional to Chicago O'Hare Intl

Monday

American Airlines

American Airlines

Tuesday

American Airlines

American Airlines

Wednesday

American Airlines

American Airlines

Thursday

American Airlines

American Airlines

Friday

American Airlines

American Airlines

Saturday

American Airlines

American Airlines

Sunday

American Airlines

American Airlines

See more direct flights

Reviews of the top airline flying from Chicago to Evansville

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Evansville. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Evansville? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.2
American AirlinesOverall score based on 11114 reviews
7.2Comfort
6.9Entertainment
8.0Crew
7.5Boarding
6.4Food
Airline reviews

We experienced gate changes and a long delay. My seat was dirty when I boarded and I had to use wipes to clean it myself. There was an unpleasant and overpowering cleaning product scent on the plane as well that lingered through the flight.

6.0 GoodHolly, Jan 2026
ORD - MIA
Read more American Airlines reviews

We experienced gate changes and a long delay. My seat was dirty when I boarded and I had to use wipes to clean it myself. There was an unpleasant and overpowering cleaning product scent on the plane as well that lingered through the flight.

My carry on baggage was damaged. Entire trip, I had to carry the baggage. When complained to the boarding crew, they got mad at me and still asked me to valet check in the cabin baggage. Rude boarding crew!!!

Crew were all friendly and helpful. It was a short flight so just a beverage service with a cookie. After we were boarded the plane took about 45 minutes to leave the gate but it was New Year’s Eve so not shocking there was some delay. Overall good experience and very grateful.

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

The boarding by groups is pointless. The first two groups worked fine, but almost Noone boarded in goups three thru five leaving the vast majority boarding when group six was called. It defeated the purpose of spreading out the crowd.

We loved the steward on the plane. He made the night enjoyable

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Everything you need to know for your flight from Chicago to Evansville

Information on your arrival and departure airports