$71 Cheap flight deals from Owensboro (EVV) to Chicago (CHI)

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

This Weekend's Flight Deals from Owensboro to Chicago

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Aug 2 - Sat, Aug 2
OWB
Owensboro-Daviess County Regional
ORD
O'Hare Intl.
$173 Roundtrip, found 14 hours ago
$173
Roundtrip
found 14 hours ago
Select Contour Airlines flight, departing Sat, Aug 2 from Owensboro-Daviess County Regional to O'Hare Intl., returning Sat, Aug 2, priced at $173 found 14 hours ago
Sat, Aug 2 - Sat, Aug 9
EVV
Evansville Regional
ORD
O'Hare Intl.
$452 Roundtrip, found 2 days ago
$452
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Aug 2 from Evansville Regional to O'Hare Intl., returning Sat, Aug 9, priced at $452 found 2 days ago

Airfares from $71 One Way, $138 Round Trip from Owensboro to Chicago

Prices starting at $138 for return flights and $71 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, Sep 29 - Wed, Oct 1
OWB
Owensboro
ORD
Chicago
$138 Roundtrip, found 22 hours ago
$138
Roundtrip
found 22 hours ago
Select Contour Airlines flight, departing Mon, Sep 29 from Owensboro to Chicago, returning Wed, Oct 1, priced at $138 found 22 hours ago
Wed, Nov 5 - Sat, Nov 8
OWB
Owensboro
ORD
Chicago
$139 Roundtrip, found 11 hours ago
$139
Roundtrip
found 11 hours ago
Select Contour Airlines flight, departing Wed, Nov 5 from Owensboro to Chicago, returning Sat, Nov 8, priced at $139 found 11 hours ago
Thu, Aug 21 - Mon, Aug 25
OWB
Owensboro
ORD
Chicago
$141 Roundtrip, found 8 hours ago
$141
Roundtrip
found 8 hours ago
Select Contour Airlines flight, departing Thu, Aug 21 from Owensboro to Chicago, returning Mon, Aug 25, priced at $141 found 8 hours ago
Wed, Dec 17 - Tue, Dec 23
EVV
Evansville
ORD
Chicago
$391 Roundtrip, found 1 hour ago
$391
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Wed, Dec 17 from Evansville to Chicago, returning Tue, Dec 23, priced at $391 found 1 hour ago
Fri, Dec 19 - Sun, Dec 21
EVV
Evansville
RFD
Rockford
$422 Roundtrip, found 1 hour ago
$422
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Fri, Dec 19 from Evansville to Rockford, returning Sun, Dec 21, priced at $422 found 1 hour ago

More About Flying To Chicago from Owensboro

Route Information for Flights from Owensboro to Chicago

Origin Airport IATA Code
EVV
Destination Airport IATA Code
CHI
Distance
272 mi
Direct Flight Airlines
American Airlines, Qatar Airways, JAL, British Airways
Earliest Flight Arrival
1:14PM UTC
Latest Flight Arrival
11:53PM UTC

Owensboro to Chicago

Score low fares on flights from Owensboro to Chicago with Orbitz. We make it easier than ever to find cheap Owensboro to Chicago flights with our cutting-edge mobile tools and mobile website.

Book Discount Flights From Owensboro to Chicago in Minutes

If you are looking for low cost Owensboro to Chicago flights, just skip all of the other so-called bargain travel sites, because Orbitz offers guaranteed low fares. That means you don't have to constantly scan multiple sites and hover like a vulture at your computer, hoping to score better deals through last-minute sales.

Find Bargain Owensboro to Chicago Flights With Our Convenient Tools

You benefit from more than just cheap flights from Owensboro to Chicago. Orbitz is a convenient one-stop trip planner. Research weather, attractions, and transportation options for Chicago to help you plan your trip and decide what to pack and where to go.

Booking domestic or international air fare and accommodations with Orbitz is a snap. Use your iPad, iPhone or Android device to find discount flights from Owensboro to Chicago even while on the move, and sign up for instant email and text alerts to stay up-to-date on any delays affecting your flight. Or access m.orbitz.com via your mobile device’s Web browser.

Earn Miles through Orbitz for Your Frequent Flyer Program

You don't have to give up frequent flyer points to take advantage of our low fares. Add your frequent flyer number when you book your Owensboro to Chicago flights to receive credit for your trip.

Frequently asked questions

Are there non-stop flights from Owensboro to Chicago?
Get ready to book, because there are two airlines that offer direct flights from Evansville, IN (EVV-Evansville Regional) to O'Hare Airport. Lock in a great deal with American Airlines or United Airlines.
What is the shortest flight from Owensboro to Chicago?
If conditions are good and there are no unexpected hiccups, you could be coming in to land at O'Hare Airport from EVV in as little as 1 hour and 30 minutes. With such a short flight time, consider bringing hand luggage only.
What airlines fly from Owensboro to Chicago most frequently?
There are a couple of airlines offering the most frequent flights from Evansville Regional Airport (EVV) to O'Hare Airport, including American Airlines (AA). The preferred choice of many travelers, it operates 60 flights on this route each month. Alternatively, secure your favorite window (or aisle) seat with United Airlines (UA). You'll have 60 monthly flights between Owensboro and Chicago to take your pick of with this company.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won't keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.