OMA - MDW

$90 Find Cheap Flights from Omaha to Chicago Midway Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Omaha to Midway departing on 4/13. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Omaha to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Omaha to Chicago, as well as popular online travel agencies
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41.299.237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$201
Overall average: $329
Frontier
Fri 4/10Mon 4/13
OMA - MDW • 1 stop
Cheapest non-stop
$247
Typical prices: $347-$617
Southwest
Thu 4/9Tue 4/14
OMA - MDW • Non-stop
Top airlines
Frontier
Cheapest • from $201 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Every day
You can fly direct with Southwest. Average duration is 1h 25m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Avoid delays
Southwest
Most punctual • 89% on-time
Night flights
Best time • Fewest delays
Insights
Insights
Insights
Insights
Top layover airports
Denver (DEN)
Cheapest • Avg $280 (round-trip)
Minneapolis (MSP)
Shortest trip • 4h 23m (one-way)
Insights
Insights
Insights
Insights
When to travel
September
Cheapest • 25% price drop
June
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Midway!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Omaha to Midway (OMA-MDW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Omaha to Midway that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Omaha to Midway

Fri, Apr 10 - Mon, Apr 13
Frontier Logo
1:54 pm - 10:19 pm
OMA
-
MDW
8h 25m
1 stop
Frontier Logo
6:00 am - 1:09 pm
MDW
-
OMA
7h 09m
1 stop
$201Frontier
Fri, Apr 17 - Fri, Apr 24
Frontier Logo
4:04 pm - 10:26 pm
OMA
-
MDW
6h 22m
1 stop
Frontier Logo
6:00 am - 3:09 pm
MDW
-
OMA
9h 09m
1 stop
$222Frontier
Thu, Apr 9 - Tue, Apr 14
Southwest Logo
1:55 pm - 3:20 pm
OMA
-
MDW
1h 25mnonstop
Southwest Logo
10:15 am - 11:45 am
MDW
-
OMA
1h 30mnonstop
$247Southwest
Fri, Apr 17 - Fri, Apr 24
Frontier Logo
4:04 pm - 10:26 pm
OMA
-
MDW
6h 22m
1 stop
Frontier Logo
6:00 am - 3:09 pm
MDW
-
OMA
9h 09m
1 stop
$248Frontier
Thu, Apr 9 - Tue, Apr 14
Southwest Logo
4:35 pm - 6:00 pm
OMA
-
MDW
1h 25mnonstop
Southwest Logo
2:40 pm - 4:10 pm
MDW
-
OMA
1h 30mnonstop
$257Southwest
Thu, Apr 9 - Tue, Apr 14
Southwest Logo
1:55 pm - 3:20 pm
OMA
-
MDW
1h 25mnonstop
Southwest Logo
3:00 pm - 10:10 pm
MDW
-
OMA
7h 10m
2 stops
$262Southwest
Mon, Apr 20 - Thu, Apr 23
Southwest Logo
1:55 pm - 3:20 pm
OMA
-
MDW
1h 25mnonstop
Southwest Logo
3:35 pm - 5:05 pm
MDW
-
OMA
1h 30mnonstop
$265Southwest
Thu, Apr 9 - Tue, Apr 14
Southwest Logo
4:35 pm - 6:00 pm
OMA
-
MDW
1h 25mnonstop
Southwest Logo
6:30 am - 1:15 pm
MDW
-
OMA
6h 45m
1 stop
$267Southwest
Thu, Apr 9 - Tue, Apr 14
Southwest Logo
4:35 pm - 6:00 pm
OMA
-
MDW
1h 25mnonstop
Southwest Logo
12:45 pm - 10:10 pm
MDW
-
OMA
9h 25m
2 stops
$272Southwest
Sat, May 2 - Sat, May 9
Southwest Logo
1:20 pm - 2:45 pm
OMA
-
MDW
1h 25mnonstop
Southwest Logo
8:30 am - 1:50 pm
MDW
-
OMA
5h 20m
1 stop
$275Southwest
Booking Insights

KAYAK's insights & trends for Omaha to Midway flights

Get data-powered insights and trends into flights from Omaha to Midway to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Omaha to Chicago Midway Airport?

The average price of all round-trip flights from Omaha to Chicago Midway Airport clicked on KAYAK for each day over the last 12 months.

For Omaha to Chicago Midway Airport, Tuesday is the cheapest day to fly on average and Sunday is the most expensive. Flying from Chicago Midway Airport back to Omaha, the best deals are generally found on Wednesday, with Sunday being the most expensive.

What is the cheapest month to fly from Omaha to Chicago Midway Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Omaha to Chicago Midway Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Omaha to Chicago Midway Airport is September, where tickets cost $240 (return) on average. On the other hand, the most expensive months are November and August, where the average cost of round-trip tickets is $412 and $400 respectively.

Can I save money by flying with a layover from Omaha to Chicago Midway Airport?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $298 on average.

Find deals

Good to know

Low seasonNovember
Cheapest flight$90
Best time to beat the crowds but there is an average 27% increase in price.
Most popular time to fly with an average 16% increase in price.
Flight from Omaha to Chicago Midway Airport

When to book flights from Omaha to Midway

Are your dates flexible? Find out the best times to travel from Omaha to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Omaha to Chicago Midway Airport flights

  • What is the cheapest flight from Omaha to Chicago Midway Airport?

    In the last 3 days, the lowest price for a flight from Omaha to Chicago Midway Airport was $90 for a one-way ticket and $201 for a round-trip.

  • Do I need a passport to fly between Omaha and Chicago Midway Airport?

    No

  • Which airports will I be using when flying from Omaha to Chicago Midway Airport?

    When flying out of Omaha you will be using Omaha Eppley Airfield. You will be landing at Chicago Midway Airport, also known as Chicago Midway.

  • Which airlines offer Wi-Fi service onboard planes from Omaha to Chicago Midway Airport?

    American Airlines, Delta, JetBlue, and Alaska Airlines offer inflight Wi-Fi service on the Omaha to Chicago Midway Airport flight route.

  • Which aircraft models fly most regularly from Omaha to Chicago Midway Airport?

    The Boeing 737 MAX 8 is the aircraft model that flies most regularly on the Omaha to Chicago Midway Airport flight route.

  • On which days can I fly direct from Omaha to Chicago Midway Airport?

    There are nonstop flights from Omaha to Chicago Midway Airport on a daily basis.

  • How does KAYAK find such low prices on flights from Omaha to Chicago Midway Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Omaha to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Omaha to Chicago Midway Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Omaha is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Omaha to Chicago Midway Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago Midway Airport with an airline and back to Omaha with another airline. Booking your flights between Omaha and MDW can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Omaha to Chicago Midway Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago Midway Airport from Omaha up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Omaha to Chicago Midway Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $195 or less one-way and $353 or less round-trip.

Prefer to fly direct from Omaha to Chicago Midway Airport?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Omaha Eppley Airfield to Chicago Midway.
Find which airlines fly direct from Omaha Eppley Airfield Airport to Chicago Midway Airport, which days they fly and book direct flights.

Direct departures

Omaha Eppley Airfield to Chicago Midway

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Direct returns

Chicago Midway to Omaha Eppley Airfield

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Reviews of the top airline flying from Omaha to Midway

 
See real verified KAYAK customer reviews for airlines flying from Omaha to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Omaha to Midway? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4319 reviews
7.0Food
8.1Boarding
8.0Comfort
7.5Entertainment
8.6Crew
Airline reviews

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

2.0 MediocreBeth, Mar 2026
MDW - PIT
Read more Southwest reviews

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

Boarding was easy. The seats are small and fairly uncomfortable

I was supposed to be on a later flight. When I showed up at the gate, the woman working there was extremely helpful getting moved up to this earlier flight.

We had a 5 hour delay on the tarmac in Baltimore

Long layover between flights to Long Island from BWI - need better coordination between flights

I elected to pay for the upgrades and found very little difference

The new seating arrangement is so over priced for what you get.

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

No food or entertainment, just a quick 40 minute flight. A little bumpy due to Santa Ana winds but pilot has no control over that. Good flight and landing!

Good but I prefer choose your own seat. With the new assigned seats they should board from the back I see no advantage to this new boarding. Just like every other airline

Everything you need to know for your flight from Omaha to Midway

Information on your arrival and departure airports

Omaha (OMA)
Midway (MDW)