October can be a great time to fly to Odessa from Chicago O'Hare Intl Airport with a flight ticket averaging about $466. Cheapflights users have found deals in the month of October for as cheap as $270. The most expensive prices can be found in the month of May.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago O'Hare Intl Airport to Odessa as you normally would.