$185 Cheap Flights from Evansville (EVV) to Chicago (ORD)

View $185 flight on Sat, Aug 23, 2025Opens in a new window

Popular airlines from Evansville, IN (EVV-Evansville Regional) to Chicago O'Hare Intl. Airport (ORD)

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Cheap Flights from Evansville to Chicago (EVV-ORD)

Prices were available within the past 7 days and start at $185 for one-way flights and $326 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Fri, Sep 12 - Tue, Sep 30
EVV
Evansville
ORD
Chicago
$326 Roundtrip, found 5 days ago
$326
Roundtrip
found 5 days ago
Select Delta flight, departing Fri, Sep 12 from Evansville to Chicago, returning Tue, Sep 30, priced at $326 found 5 days ago
American Airlines
Wed, Nov 12 - Wed, Nov 19
EVV
Evansville
ORD
Chicago
$331 Roundtrip, found 1 day ago
$331
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Nov 12 from Evansville to Chicago, returning Wed, Nov 19, priced at $331 found 1 day ago
Delta
Sun, Aug 24 - Sun, Aug 31
EVV
Evansville
ORD
Chicago
$333 Roundtrip, found 5 days ago
$333
Roundtrip
found 5 days ago
Select Delta flight, departing Sun, Aug 24 from Evansville to Chicago, returning Sun, Aug 31, priced at $333 found 5 days ago
American Airlines
Wed, Nov 12 - Wed, Nov 19
EVV
Evansville
ORD
Chicago
$341 Roundtrip, found 1 day ago
$341
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Nov 12 from Evansville to Chicago, returning Wed, Nov 19, priced at $341 found 1 day ago
American Airlines
Wed, Nov 12 - Wed, Nov 19
EVV
Evansville
ORD
Chicago
$351 Roundtrip, found 1 day ago
$351
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Nov 12 from Evansville to Chicago, returning Wed, Nov 19, priced at $351 found 1 day ago
American Airlines
Sat, Aug 23 - Tue, Aug 26
EVV
Evansville
ORD
Chicago
$351 Roundtrip, found 5 hours ago
$351
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Sat, Aug 23 from Evansville to Chicago, returning Tue, Aug 26, priced at $351 found 5 hours ago
American Airlines
Wed, Jul 30 - Wed, Aug 20
EVV
Evansville
ORD
Chicago
$358 Roundtrip, found 1 day ago
$358
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Jul 30 from Evansville to Chicago, returning Wed, Aug 20, priced at $358 found 1 day ago
Delta
Wed, Sep 3 - Tue, Sep 9
EVV
Evansville
ORD
Chicago
$361 Roundtrip, found 4 days ago
$361
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Sep 3 from Evansville to Chicago, returning Tue, Sep 9, priced at $361 found 4 days ago
Delta
Wed, Jan 14 - Wed, Jan 21
EVV
Evansville
ORD
Chicago
$364 Roundtrip, found 2 days ago
$364
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Jan 14 from Evansville to Chicago, returning Wed, Jan 21, priced at $364 found 2 days ago
American Airlines
Sat, Jan 10 - Wed, Jan 28
EVV
Evansville
ORD
Chicago
$368 Roundtrip, found 1 day ago
$368
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Jan 10 from Evansville to Chicago, returning Wed, Jan 28, priced at $368 found 1 day ago

Find the cheapest month to fly from Evansville (EVV) to Chicago (ORD)

April is typically the cheapest month to fly

From $191 - $603 per traveler.

Graph displaying average flight prices per month

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city center is 23 minutes. Flights from $385
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $385
Flights from Evansville (EVV) to Chicago (ORD)
Origin airport
Evansville Regional
Destination airport
O'Hare Intl.
Airlines serving
American Airlines, Delta
Roundtrip price
$326
Distance
272 mi
Average flight time
1 hour 37 mins

Evansville to Chicago Flights

The cheapest times to fly from Evansville to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Evansville to Chicago are during the month of September. You can find some of the cheapest flights from Evansville to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Evansville to Chicago

Sunday is one of the best days to book for cheap flights from Evansville to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Evansville to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Evansville to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $185 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Evansville to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Evansville to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Evansville Regional Airport (EVV) to O'Hare Intl. Airport (ORD) cost?
Find cheap return tickets from Evansville Regional Airport (EVV) to O'Hare Intl. Airport (ORD) starting from $331. Grab a seat and be on your way. This information is based on the cheapest price found on Expedia for this return journey departing within the next three months. This airfare is for a American Airlines flight leaving EVV on July 30 2025 and touching down at ORD. The price was last updated on July 14 2025 and has not changed since.
What is the cheapest month to fly from EVV to ORD?
The cheapest flights from EVV to ORD are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
Which airlines fly direct from Evansville Regional Airport (EVV) to O'Hare Intl. Airport (ORD)?
When flying out of Evansville Regional Airport (EVV), you can jump on a direct flight to O'Hare Intl. Airport (ORD) with American Airlines.
What is the cheapest airline that flies from EVV to ORD?
Book a flight from EVV to ORD with American Airlines. This airline currently offers the cheapest one-way fare on this route, starting at $340. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from EVV on August 2 2025. Prices were last updated on July 14 2025 and have not changed since.
How many flights per day from Evansville Regional Airport (EVV) to O'Hare Intl. Airport (ORD)?
Each day on average, 2 direct flights operate from Evansville Regional Airport (EVV) to O'Hare Intl. Airport (ORD). Choose the departure time that best fits your itinerary.
What are the most popular departure times for flights from Evansville Regional Airport (EVV) to O'Hare Intl. Airport (ORD)?
The 6 AM departures from EVV to ORD are typically the busiest. Greater demand means you'll likely pay more for these departures. If you want to save money, choose a less crowded time to fly.
What day of the week has the most flights from EVV to ORD?
Friday has the most flights from Evansville Regional Airport (EVV) to O'Hare Intl. Airport (ORD). Consider jetting off on this day and you'll have the best chance of finding a departure that fits your schedule.
What is the earliest flight from Evansville Regional Airport (EVV) to O'Hare Intl. Airport (ORD)?
The first flight of the day taking off from Evansville Regional Airport (EVV) is at around 6:00AM UTC-6. Board this plane and you'll arrive at O'Hare Intl. Airport (ORD) at approximately 7:38AM UTC-6. The entire trip takes 1h 38m.
How long does it take to fly from Evansville Regional Airport (EVV) to O'Hare Intl. Airport (ORD)?
Flights from EVV to ORD have an average travel time of 1 hour and 38 minutes. The distance between the two airports is 270 mi.
What airline has the least delays from EVV to ORD?
American Airlines has the best track record for on-time direct flights from Evansville Regional Airport (EVV) to O'Hare Intl. Airport (ORD), with an on-time score of 83%. Use the Expedia App to look up your journey status before you jet off and get real-time alerts about any trip changes.
What is the best time to fly from Evansville Regional Airport (EVV) to O'Hare Intl. Airport (ORD)?
To arrive at O'Hare Intl. Airport (ORD) on schedule, pick a flight that leaves Evansville Regional Airport (EVV) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this time.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Chicago from Evansville Regional Airport (EVV)?
If you're boarding a direct flight from Evansville Regional Airport (EVV) to Chicago, O'Hare Intl. Airport (ORD) is the only airport you can land at.
Is it cheaper to buy a plane ticket from Evansville Regional Airport (EVV) to O'Hare Intl. Airport (ORD) last-minute?
Booking your plane ticket from EVV to ORD just before your journey is typically more expensive. But if there's some wiggle room with your schedule, you could snag a cheap last-minute fare.
Is it cheaper to book an EVV to ORD flight and hotel package?
Securing an EVV to ORD flight and hotel package is generally cheaper than booking separately. With Expedia, you can enjoy the convenience of organizing your trip all in one place. Choose from our impressive range of stays and then add flights, car rentals and activities to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Evansville Regional Airport (EVV) to O'Hare Intl. Airport (ORD)?
You can usually reschedule or cancel your EVV to ORD flight. However, if the booking was made more than 24 hours ago, additional charges may apply. Refer to your airline's policies in your itinerary to see what changes are allowed and if any costs are involved. You'll also find further details on our Customer Service portal.

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