EVV - ORD

$90 Find Cheap Flights from Evansville to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Evansville to Chicago departing on 1/16. 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 Chicago O'Hare Intl Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Evansville to Chicago, 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 Evansville to Chicago, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$325
American Airlines
Sat 1/24Sat 1/31
EVV - ORD • Non-stop
Cheapest one-way
$90
Multiple Airlines
Fri 1/16
EVV - ORD • 1 stop
Our travelers' advice
AI-generated summary based on content written by travel experts
AA's Basic Economy restricts seat assignments.
Expect high-speed Wi-Fi for purchase on AA flights.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
American Airlines
Cheapest • from $325 (round-trip)
American Airlines
Best reviews • 7.2 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Evansville to Chicago (EVV-ORD)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Evansville to Chicago 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 Evansville to Chicago

Sat, Jan 24 - Sat, Jan 31
American Airlines Logo
7:10 am - 9:01 amEVV-ORD
1h 51mnonstop
American Airlines Logo
5:30 pm - 6:51 pmORD-EVV
1h 21mnonstop
$325American Airlines
Find Deal
Sat, Jan 24 - Sat, Jan 31
American Airlines Logo
6:13 am - 1:22 pmEVV-ORD
7h 09m1 stop
American Airlines Logo
5:30 pm - 6:51 pmORD-EVV
1h 21mnonstop
$335American Airlines
Find Deal
Sat, Jan 24 - Sat, Jan 31
American Airlines Logo
6:13 am - 1:22 pmEVV-ORD
7h 09m1 stop
American Airlines Logo
6:05 am - 11:22 amORD-EVV
5h 17m1 stop
$345American Airlines
Find Deal
Sat, Dec 20 - Sun, Dec 21
American Airlines Logo
5:22 pm - 7:17 pmEVV-ORD
1h 55mnonstop
American Airlines Logo
4:05 pm - 11:24 pmORD-EVV
7h 19m1 stop
$372American Airlines
Find Deal
Fri, Dec 26 - Mon, Dec 29
American Airlines Logo
4:51 pm - 6:46 pmEVV-ORD
1h 55mnonstop
American Airlines Logo
10:26 pm - 11:48 pmORD-EVV
1h 22mnonstop
$399American Airlines
Find Deal
Fri, Dec 26 - Mon, Dec 29
American Airlines Logo
4:51 pm - 6:46 pmEVV-ORD
1h 55mnonstop
American Airlines Logo
5:28 pm - 11:24 pmORD-EVV
5h 56m1 stop
$409American Airlines
Find Deal
Fri, Mar 13 - Sat, Mar 14
American Airlines Logo
2:35 pm - 4:10 pmEVV-ORD
1h 35mnonstop
American Airlines Logo
1:10 pm - 2:31 pmORD-EVV
1h 21mnonstop
$432American Airlines
Find Deal
Sat, Dec 6 - Sun, Dec 7
American Airlines Logo
7:00 am - 8:44 amEVV-ORD
1h 44mnonstop
American Airlines Logo
10:15 pm - 11:39 pmORD-EVV
1h 24mnonstop
$436American Airlines
Find Deal
Fri, Mar 13 - Sat, Mar 14
American Airlines Logo
5:52 am - 7:30 amEVV-ORD
1h 38mnonstop
American Airlines Logo
4:41 pm - 9:11 pmORD-EVV
4h 30m1 stop
$442American Airlines
Find Deal
Fri, Dec 12 - Fri, Dec 19
American Airlines Logo
7:00 am - 8:44 amEVV-ORD
1h 44mnonstop
American Airlines Logo
10:15 pm - 11:37 pmORD-EVV
1h 22mnonstop
$443American Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for Evansville to Chicago flights

Get data-powered insights and trends into flights from Evansville to Chicago 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 Evansville to Chicago?

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

If you are looking for a flight deal from Evansville to Chicago, look for departures on Wednesdays and avoid leaving on a Monday, as it's usually the priciest day. When flying back from Chicago, Tuesday is the cheapest day to fly and Monday is the most expensive.

Expert advice

Expert advice for your flight from Evansville to Chicago

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
Japan Airlines

JAL offers free Wi-Fi on domestic flights, enhancing connectivity.


JAL's economy class features generous baggage allowance with two checked bags up to 23 kg each.

British Airways

BA offers 31-inch legroom in economy, ensuring comfort on short-haul flights.


BA's Euro Traveller fares include a carry-on bag, avoiding surprise fees.

American Airlines

AA's Basic Economy offers low fares but restricts seat assignments and boarding group.


AA provides high-speed Wi-Fi for purchase on most flights, enhancing productivity.

Our travel experts
Robert Schrader

Robert Schrader

Expert on Japan Airlines

Robert Schrader

Robert Schrader

One of the web's original travel bloggers, Robert launched his first site Leave Your Daily Hell in 2009. Since then, he's expanded into destination niche sites (one each for Japan, Thailand and Taiwan), in addition to having written for the inflight magazines of Singapore Airlines and Korean Air. Overall, he's visited nearly 100 countries, and flies business as often as possible.

Read more
Duncan Madden

Duncan Madden

Expert on British Airways

Duncan Madden

Duncan Madden

Duncan is a freelance travel writer, copywriter and book author in constant search of travel stories and the perpetual sensation of being on holiday. He’s never happier than when on a dusty trail in search of empty waves or ducking under the piste tape in search of snowbound solitude. British born, living in Germany, but happiest heading for the horizon. His first book, Found in Translation, explores the etymologies and stories of country names around the world and is out now.

Read more
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet Baskas

Harriet Baskas

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more

Good to know

Low seasonAugust
Cheapest flight$90
Best time to beat the crowds with an average 64% drop in price.
Most popular time to fly with an average 10% increase in price.
Flight from Evansville to Chicago

When to book flights from Evansville to Chicago

Are your dates flexible? Find out the best times to travel from Evansville to Chicago 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 Evansville to Chicago flights

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

    In the last 3 days, the lowest price for a flight from Evansville to Chicago O'Hare Intl Airport was $90 for a one-way ticket and $325 for a round-trip.

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

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

  • Which airports will I be using when flying from Evansville to Chicago?

    Evansville and Chicago are both served by 1 main airport. You will leave Evansville from Evansville Dress Regional and will be arriving at Chicago O'Hare Intl.

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

    American Airlines, and Delta offer inflight Wi-Fi service on the Evansville to Chicago flight route.

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

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

  • Which airline alliances offer flights from Evansville to Chicago?

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

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

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

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

    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 Evansville to Chicago.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Evansville 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 Evansville to Chicago?

    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 Chicago with an airline and back to Evansville with another airline. Booking your flights between Evansville and ORD 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 Evansville to Chicago?

    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 Chicago from Evansville 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 Evansville to Chicago O'Hare Intl Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $308 or less one-way and $385 or less round-trip.

Prefer to fly direct from Evansville to Chicago?

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

Direct departures

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

Direct returns

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

Reviews of the top airline flying from Evansville to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Evansville to Chicago. 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 Evansville to Chicago? 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 11050 reviews
7.2Comfort
8.0Crew
6.9Entertainment
7.5Boarding
6.4Food
Airline reviews

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

10.0 Excellentchloe, Nov 2025MCO - ORD
Read more American Airlines reviews

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

Terrible. Flight delayed for more than 8 hours with only a $12 meal voucher provided for the inconvenience. The airplane did not have breaks on arrival yet they still made us go through the motions and board on time knowing we could not take off then sit for 40+ minutes before having to get of the time. A complete waste of my time. I cannot believe they can stay business with these shenanigans. I’ll avoid this company like the plague moving forward as the lack of accountability is disgraceful.

This was the best 2 flights I have had with American out of SGF. Great crew both flights.

Excellent - explanations were clear staff was nice and flight was comfortable

Lost bag and 2 days no word leaving for cruise no clothes or stuff

Any flight to ORD after about 2pm this summer has been challenging. Flight was delayed getting in (coming from ORD) and that led to it not leaving before a ground stop due to lightening before they could fuel the plane, and so forth. They made up some time but we were still late in arriving at ORD, and that led to missed connections.

Food was ok, but not as good as I have had before on AA.

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

Information on your arrival and departure airports