ORD - EVV

$116 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 12/12. 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

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
$231
Multiple Airlines
Wed 10/29Fri 10/31
ORD - EVV • 1 stop
Cheapest non-stop
$370
American Airlines
Sat 11/8Sun 11/9
ORD - EVV • Non-stop
Top airlines
American Airlines
Cheapest • from $370 (round-trip)
American Airlines
Best reviews • 7.2 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
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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

Wed, Oct 29 - Fri, Oct 31
Multiple Airlines Logo
5:28 pm - 7:51 amORD-EVV
14h 23m1 stop
Multiple Airlines Logo
5:35 pm - 11:30 amEVV-ORD
17h 55m2 stops
$231Multiple Airlines
Find Deal
Thu, Oct 23 - Mon, Oct 27
Multiple Airlines Logo
2:41 pm - 4:55 pmORD-EVV
26h 14m2 stops
Multiple Airlines Logo
5:35 pm - 4:23 pmEVV-ORD
22h 48m1 stop
$311Multiple Airlines
Find Deal
Thu, Oct 23 - Mon, Oct 27
Multiple Airlines Logo
6:58 pm - 4:55 pmORD-EVV
21h 57m1 stop
Multiple Airlines Logo
5:35 pm - 4:23 pmEVV-ORD
22h 48m1 stop
$333Multiple Airlines
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Sun, Oct 19 - Thu, Oct 23
Multiple Airlines Logo
1:26 pm - 4:55 pmORD-EVV
27h 29m2 stops
Multiple Airlines Logo
10:25 am - 9:33 pmEVV-ORD
11h 08m1 stop
$362Multiple Airlines
Find Deal
Sat, Nov 8 - Sun, Nov 9
American Airlines Logo
10:30 pm - 11:54 pmORD-EVV
1h 24mnonstop
American Airlines Logo
7:00 am - 8:43 amEVV-ORD
1h 43mnonstop
$370American Airlines
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Sat, Nov 22 - Sat, Nov 29
American Airlines Logo
5:15 pm - 6:33 pmORD-EVV
1h 18mnonstop
American Airlines Logo
7:05 pm - 8:56 pmEVV-ORD
1h 51mnonstop
$371American Airlines
Find Deal
Sat, Nov 8 - Sun, Nov 9
American Airlines Logo
8:50 am - 3:15 pmORD-EVV
6h 25m1 stop
American Airlines Logo
7:09 pm - 9:00 pmEVV-ORD
1h 51mnonstop
$379American Airlines
Find Deal
Sat, Nov 22 - Sat, Nov 29
American Airlines Logo
4:57 pm - 11:04 pmORD-EVV
6h 07m1 stop
American Airlines Logo
7:00 am - 8:43 amEVV-ORD
1h 43mnonstop
$381American Airlines
Find Deal
Wed, Oct 22 - Sun, Oct 26
Delta Logo
7:10 am - 5:22 pmORD-EVV
10h 12m2 stops
Delta Logo
10:20 am - 8:23 pmEVV-ORD
10h 03m2 stops
$1,234Delta
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Wed, Oct 29 - Thu, Oct 30
Delta Logo
10:30 am - 9:53 pmORD-EVV
11h 23m2 stops
Delta Logo
6:02 am - 4:11 pmEVV-ORD
10h 09m2 stops
$1,254Delta
Find Deal
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 Wednesday and more expensive on a Monday. On your return trip to Chicago, you should consider flying back on a Wednesday, and avoid Mondays 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 $455, prices are generally cheapest when you fly direct.

Good to know

Cheapest flight$116
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 $116 for a one-way ticket and $231 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.

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 11043 reviews
7.2Comfort
6.4Food
7.5Boarding
6.9Entertainment
8.0Crew
Airline reviews

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.

2.0 MediocreAnonymous, Oct 2025ORD - PDX
Read more American Airlines reviews

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.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

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

Information on your arrival and departure airports

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