Cheap flights from Omaha to Chicago from $109

The month of January is, on average, the cheapest month to fly to Chicago Midway Airport from Omaha, with most prices found around $276. If you are unable to visit Chicago Midway Airport during the month of January, then departing from Omaha during the month August is also very affordable. Most momondo users find prices during this month for around $303.

According to our data, Wednesday is the cheapest day to fly to Chicago Midway Airport from Omaha. The lowest ticket price found for a Wednesday departure recently was $396. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from Omaha because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $480.

Flying to Chicago Midway Airport from Omaha at noon is the least expensive time of day to depart. momondo users have found prices as low as $394 when looking at flights departing at noon. Try not to purchase tickets in the morning because they tend to be around $452. Of course, these prices can vary depending on the time of year and what airport you fly to.

Fly from Omaha Eppley Airfield to Chicago Midway for the best Omaha Eppley Airfield - Chicago Midway flight prices

There is only 1 cabin class available to choose from on Omaha to Chicago Midway Airport flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

You could potentially save up to 36% on your flight if you consider stops on a Omaha to Chicago Midway Airport flight.

Historically, on average around 15% of flights between Omaha and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 103 minutes.

Generally, flights departing at night tend to experience fewer delays. Flights in the early afternoon have, in the past, seen delays more frequently in comparison.

Sunday is statistically the day of the week which experiences the fewest number of delays on this flight route. Friday has historically seen more delays on average compared to the rest of the week.

According to our data, Southwest have had the least number of delays on this route over the last 12 months; with about 14% of their flights experiencing any sort of delay.

As of September 2026, 1 flights take off from Omaha and land in Chicago Midway Airport each day. The most common flight departure time for this route is 5:00AM, with 29% of daily flights taking off in the morning.

11 flights are operational weekly from Omaha to Chicago Midway Airport as of September 2026. The most popular departure day for this route is Mon, with 36% of flights per week taking off on this day.