Cheap Flights from Omaha Eppley Airfield to Chicago Midway from $423

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Flight deals from Omaha Eppley Airfield to Chicago Midway

Looking for a cheap last-minute deal or the best return flight from Omaha Eppley Airfield Airport to Chicago Midway Airport? If you want to travel next month, return fares start from $474. Find the lowest prices on one-way and return tickets right here.

Chicago.$423 per passenger.Departing Fri, 17 Apr, returning Mon, 20 Apr.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Omaha Eppley Airfield on Fri, 17 Apr, arriving in Chicago Midway.Inbound indirect flight with Frontier Airlines, departs from Chicago Midway on Mon, 20 Apr, arriving in Omaha Eppley Airfield.Price includes taxes and charges.From $423, select.

Chicago.$468 per passenger.Departing Tue, 11 Aug, returning Tue, 11 Aug.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Omaha Eppley Airfield on Tue, 11 Aug, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 11 Aug, arriving in Omaha Eppley Airfield.Price includes taxes and charges.From $468, select.

Chicago.$474 per passenger.Departing Tue, 12 May, returning Tue, 12 May.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Omaha Eppley Airfield on Tue, 12 May, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 12 May, arriving in Omaha Eppley Airfield.Price includes taxes and charges.From $474, select.

Chicago.$482 per passenger.Departing Sat, 6 Jun, returning Tue, 9 Jun.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Omaha Eppley Airfield on Sat, 6 Jun, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 9 Jun, arriving in Omaha Eppley Airfield.Price includes taxes and charges.From $482, select.

Chicago.$485 per passenger.Departing Wed, 27 May, returning Wed, 3 Jun.Return flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departs from Omaha Eppley Airfield on Wed, 27 May, arriving in Chicago Midway.Inbound indirect flight with Southwest Airlines, departs from Chicago Midway on Wed, 3 Jun, arriving in Omaha Eppley Airfield.Price includes taxes and charges.From $485, select.

Chicago.$496 per passenger.Departing Thu, 28 May, returning Thu, 4 Jun.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Omaha Eppley Airfield on Thu, 28 May, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Thu, 4 Jun, arriving in Omaha Eppley Airfield.Price includes taxes and charges.From $496, select.

Chicago.$503 per passenger.Departing Thu, 30 Apr, returning Mon, 4 May.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Omaha Eppley Airfield on Thu, 30 Apr, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Mon, 4 May, arriving in Omaha Eppley Airfield.Price includes taxes and charges.From $503, select.

Chicago.$570 per passenger.Departing Thu, 3 Sep, returning Tue, 8 Sep.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Omaha Eppley Airfield on Thu, 3 Sep, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 8 Sep, arriving in Omaha Eppley Airfield.Price includes taxes and charges.From $570, select.

Chicago.$570 per passenger.Departing Tue, 14 Jul, returning Wed, 15 Jul.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Omaha Eppley Airfield on Tue, 14 Jul, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Wed, 15 Jul, arriving in Omaha Eppley Airfield.Price includes taxes and charges.From $570, select.

Chicago.$574 per passenger.Departing Tue, 7 Jul, returning Sun, 23 Aug.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Omaha Eppley Airfield on Tue, 7 Jul, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Sun, 23 Aug, arriving in Omaha Eppley Airfield.Price includes taxes and charges.From $574, select.

Chicago.$574 per passenger.Departing Sun, 28 Jun, returning Sun, 5 Jul.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Omaha Eppley Airfield on Sun, 28 Jun, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Sun, 5 Jul, arriving in Omaha Eppley Airfield.Price includes taxes and charges.From $574, select.

Chicago.$625 per passenger.Departing Fri, 9 Oct, returning Sun, 11 Oct.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Omaha Eppley Airfield on Fri, 9 Oct, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Sun, 11 Oct, arriving in Omaha Eppley Airfield.Price includes taxes and charges.From $625, select.

Chicago.$679 per passenger.Departing Thu, 11 Feb, returning Sun, 14 Feb.Return flight with Delta.Outbound indirect flight with Delta, departs from Omaha Eppley Airfield on Thu, 11 Feb, arriving in Chicago Midway.Inbound indirect flight with Delta, departs from Chicago Midway on Sun, 14 Feb, arriving in Omaha Eppley Airfield.Price includes taxes and charges.From $679, select.

Chicago.$747 per passenger.Departing Sat, 25 Apr, returning Wed, 29 Apr.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Omaha Eppley Airfield on Sat, 25 Apr, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Wed, 29 Apr, arriving in Omaha Eppley Airfield.Price includes taxes and charges.From $747, select.

Chicago.$1,610 per passenger.Departing Thu, 26 Nov, returning Sun, 29 Nov.Return flight with Delta.Outbound indirect flight with Delta, departs from Omaha Eppley Airfield on Thu, 26 Nov, arriving in Chicago Midway.Inbound indirect flight with Delta, departs from Chicago Midway on Sun, 29 Nov, arriving in Omaha Eppley Airfield.Price includes taxes and charges.From $1,610, select.

Find the cheapest month to fly from Omaha Eppley Airfield to Chicago Midway

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Omaha Eppley Airfield to Chicago Midway flights are currently cheapest in April.

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Direct flights from Omaha Eppley Airfield to Chicago Midway

Omaha Eppley Airfield to Chicago Midway: Alternative routes

Compare routes from Omaha Eppley Airfield to Chicago below. You may find an airport to fly into that's cheaper, faster, or easier than Chicago Midway.

Omaha to Chicago: Flight information

The things to know before you go.

Cheapest flight found	$423
Cheapest month to fly	April
Average flight time	1 hr, 25 mins
Most popular airline	Southwest Airlines
Average flights per week	27

Finding cheap flights from Omaha Eppley Airfield to Chicago Midway: Frequently asked questions

How much are return flights from Omaha Eppley Airfield to Chicago Midway?

The best price we found for a return flight from Omaha Eppley Airfield to Chicago Midway is $423. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.

How long does it take to fly from Omaha Eppley Airfield to Chicago Midway?

1 hour and 25 minutes is the average flight time from Omaha Eppley Airfield to Chicago Midway.

Which airlines fly direct from Omaha Eppley Airfield to Chicago Midway?

Southwest Airlines flies direct from Omaha Eppley Airfield to Chicago Midway.

How many flights are there a week from Omaha Eppley Airfield to Chicago Midway?

As of April 2026, there are 27 flights per week flying from Omaha Eppley Airfield to Chicago Midway.

When is the cheapest time to fly from Omaha Eppley Airfield to Chicago Midway?

The cheapest month to fly from Omaha Eppley Airfield to Chicago Midway is usually April.

Which upcoming date is cheapest to fly from Omaha Eppley Airfield Airport to Chicago Midway Airport on?

After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Omaha Eppley Airfield Airport to Chicago Midway Airport on Friday, 17 April 2026.

Can I get a direct flight from Omaha Eppley Airfield Airport to Chicago Midway Airport?

Yes – the average flight time is 1 hour and 25 minutes.

How can I find the best flight deal to Chicago Midway?

We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago Midway but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

When is the best time to book flights to Chicago?

We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.

Which is the cheapest airline to fly from Omaha Eppley Airfield Airport to Chicago Midway with?

Currently, Frontier Airlines and Southwest Airlines offer the cheapest flight tickets to Chicago Midway.

Flying from Eppley Airfield Airport (OMA) to Chicago Midway International Airport (MDW): what you need to know

Around 1 hour 25 minutes is how long you'll be travelling on a direct flight from Eppley Airfield Airport to Chicago Midway International Airport.
Chicago's timezone is UTC-5, which is the same as Omaha.
Take your pick of 42 weekly Eppley Airfield Airport to Chicago Midway International Airport flights. The 05:00 departure with Southwest Airlines is the earliest flight you can take. Southwest Airlines operates the latest service of the day at 20:25.
To ensure you get on your OMA to MDW flight, allow plenty of time to check in and find your gate. Arriving two hours before international departures and one hour before domestic flights is the general travel rule.
You'll likely experience longer lines during popular months such as July. Arriving up to four hours in advance for an international flight and two hours for a domestic departure is a good idea.
Southwest Airlines is your gateway to exploring Chicago (and perhaps some other exciting corners of United States!). Check out the direct flights from Eppley Airfield Airport to Chicago Midway International Airport offered by this popular carrier.
Southwest Airlines is the most frequently booked airline on this route.
Southwest Airlines is the most punctual carrier operating OMA to MDW flights. An exceptional 85.14% of its services on this route land on time.
We make it a piece of cake to book a flight with a stopover. To see your options for tickets from Eppley Airfield Airport to Chicago Midway International Airport, uncheck 'Direct flights only.' Then, pick a flight with a stop long enough to tour the city of your choice. Top stopovers between OMA and MDW include:
- Minneapolis-St. Paul International Airport
- Nashville International Airport
- Dallas Love Field Airport

How to find the cheapest flights from Eppley Airfield Airport (OMA) to Chicago Midway International Airport (MDW)

Right now, $153 is the cheapest price we've seen for a one-way Eppley Airfield Airport to Chicago Midway International Airport flight. The best price for a return ticket is $423. Remember that fares can change due to availability when booking.
Get cheap tickets from OMA to MDW by booking at least six months ahead. Based on our research, that's the sweet spot for finding a bargain.
Schedule your trip for May. That's the cheapest month for flights from Eppley Airfield Airport to Chicago Midway International Airport. If your travel dates are flexible, use the 'Whole month' tool to see the lowest airfare across each month.
Stay on top of deals for cheap flights from OMA to MDW by creating a Price Alert. You'll receive an email or notification through the app when a lower fare becomes available.
Tailor your trip using filters. Pick your ideal departure and arrival times, total journey duration and airlines. You can also sort your results by 'Cheapest,' 'Best' or 'Fastest' flights from Eppley Airfield Airport to Chicago Midway International Airport.

Handy information about Eppley Airfield Airport (OMA)

Eppley Airfield Airport scores high marks for its on-time performance. 82.85% of flights that take off from OMA reach their destination without delay.
To reach Eppley Airfield Airport from central Omaha, it takes about 15 minutes by car. Of course, this depends on traffic conditions. It's approximately 8 kilometres from the airport to the city centre.
You can expect a journey time of about 20 minutes when using public transport.
Looking for a handy hotel near OMA? If you're boarding an early flight from Eppley Airfield Airport to Chicago Midway International Airport, these accommodation options will have you sleeping moments from your departure gate:

Arriving at Chicago Midway International Airport (MDW)

Consider booking a hotel close to MDW if you have a late Eppley Airfield Airport to Chicago Midway International Airport flight. Select one of these options and make your arrival easier:
Say yes to new adventures by picking up a Chicago Midway International Airport rental car. Grab your wheels from Dollar, Hertz or Budget and explore beyond Chicago's usual tourist stops.
Reserving your ride from Chicago Midway International Airport around four weeks ahead gives you the best chance of locking in a great deal.

Getting from Chicago Midway International Airport (MDW) to central Chicago

MDW is located at 5700 South Cicero.
Chicago Midway International Airport is roughly 19 kilometres from the centre of Chicago. Driving there takes about 20 minutes.
If you're travelling by public transport, expect a journey time of roughly 45 minutes.

When to fly to Chicago Midway International Airport (MDW)

The quietest month for a flight from Eppley Airfield Airport to Chicago Midway International Airport is May, while July is the busiest. Pick the ideal time to go to Chicago based on whether you prefer a laid-back vibe or a more bustling atmosphere.
Lock in your flight from Eppley Airfield Airport to Chicago Midway International Airport for July if you'd like to go to Chicago during its warmest month. You can expect temperatures of between 15ºC and 29ºC.
January has average temperatures of between -12ºC and 3ºC. Search for cheap tickets from OMA to MDW around that time if you like travelling in cooler conditions.

Explore more of United States

You've seen Chicago, now it's time to discover other corners of United States. Journey around 451 kilometres south-east to Columbus to check off its popular sights. From Franklin Park Conservatory and Botanical Gardens to Ohio Statehouse and German Village, you've got a jam-packed schedule ahead.
Around 257 kilometres south-east of Chicago, Indianapolis is another essential stop in United States. Experience major highlights starting with The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo.