Cheap flights from Omaha to Chicago from $109

The month of January is, on average, the cheapest month to fly to Chicago from Omaha, with most prices found around $302. If you’re not able to fly to Chicago in January, then February is your next best option. Flight prices from Omaha to Chicago during February average around $310.

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $512. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Omaha to Chicago for around $690.

Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Omaha to Chicago during this time can be as low as $505. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $828.

Fly from Omaha Eppley Airfield to Chicago O'Hare Intl for the best Omaha Eppley Airfield - Chicago flight prices

You are more likely to see cheaper flights to Chicago from Omaha when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $365 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Omaha for as low as $285 on momondo.

There are 4 cabin classes available to choose from on Omaha to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

No. A direct flight is the cheapest option for a flight between Omaha to Chicago.

As of October 2026, prices for Omaha to Chicago flights are approximately 23% more expensive when compared to flights at the same time last year.

Southwest, United Airlines, and Delta are the most popular carriers operating from Omaha Eppley Airfield to Chicago

United Airlines, American Airlines and Southwest are the top three most popular airlines that fly to Chicago from Omaha according to our data. United Airlines is the first choice among our users, with 63% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 3 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

Historically, on average around 12% 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 115 minutes.

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

Wednesday 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, United Airlines have had the least number of delays on this route over the last 12 months; with about 9% of their flights experiencing any sort of delay.

The number of flights available between Omaha and Chicago is 41 per day as of October 2026. The most frequent departure time is 1:00PM, with 47% of daily flights leaving at noon.

288 flights are operational weekly from Omaha to Chicago as of October 2026. The most popular departure day for this route is Thu, with 16% of flights per week taking off on this day.