OMA - MDW

$128 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 8/15. 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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$312
Typical prices: $476-$312
Southwest
Sat 7/25Tue 7/28
OMA - MDW • 1 stop
Cheapest non-stop
$318
Overall average: $400
Southwest
Fri 8/7Mon 8/10
OMA - MDW • Non-stop
Top airlines
Cheapest • from $312 (round-trip)
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with Southwest. Average duration is 1h 25m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Avoid delays
Most punctual • 87% on-time
Best time • Fewest delays
Insights
Insights
Insights
Insights
When to travel
Cheapest • 31% price drop
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

Sat, Jul 25 - Tue, Jul 28
Southwest Logo
4:10 pm - 11:15 pm
OMA
-
MDW
7h 05m
1 stop
Southwest Logo
7:45 am - 2:35 pm
MDW
-
OMA
6h 50m
2 stops
$312Southwest
Tue, Jul 21 - Thu, Jul 23
Southwest Logo
6:20 am - 12:25 pm
OMA
-
MDW
6h 05m
2 stops
Southwest Logo
10:10 am - 11:35 am
MDW
-
OMA
1h 25mnonstop
$313Southwest
Thu, Aug 6 - Mon, Aug 10
Southwest Logo
6:20 pm - 7:45 pm
OMA
-
MDW
1h 25mnonstop
Southwest Logo
9:20 am - 9:00 pm
MDW
-
OMA
11h 40m
2 stops
$314Southwest
Sat, Jul 25 - Tue, Jul 28
Southwest Logo
1:30 pm - 9:00 pm
OMA
-
MDW
7h 30m
2 stops
Southwest Logo
8:20 am - 3:10 pm
MDW
-
OMA
6h 50m
2 stops
$317Southwest
Thu, Jul 16 - Wed, Jul 22
Southwest Logo
7:30 pm - 12:15 am
OMA
-
MDW
4h 45m
1 stop
Southwest Logo
7:00 am - 1:00 pm
MDW
-
OMA
6h 00m
1 stop
$318Southwest
Tue, Jul 7 - Fri, Jul 10
Southwest Logo
1:10 pm - 2:35 pm
OMA
-
MDW
1h 25mnonstop
Southwest Logo
9:55 am - 5:35 pm
MDW
-
OMA
7h 40m
1 stop
$319Southwest
Thu, Jul 16 - Wed, Jul 22
Southwest Logo
7:30 pm - 12:15 am
OMA
-
MDW
4h 45m
1 stop
Southwest Logo
7:45 am - 2:35 pm
MDW
-
OMA
6h 50m
2 stops
$323Southwest
Thu, Aug 6 - Mon, Aug 10
Southwest Logo
2:15 pm - 8:10 pm
OMA
-
MDW
5h 55m
1 stop
Southwest Logo
3:20 pm - 10:00 pm
MDW
-
OMA
6h 40m
2 stops
$324Southwest
Wed, Jul 15 - Wed, Jul 22
Southwest Logo
6:20 am - 12:25 pm
OMA
-
MDW
6h 05m
2 stops
Southwest Logo
8:20 am - 5:05 pm
MDW
-
OMA
8h 45m
2 stops
$328Southwest
Wed, Jul 8 - Sat, Jul 11
Delta Logo
1:40 pm - 6:18 pm
OMA
-
MDW
4h 38m
1 stop
Delta Logo
6:55 pm - 10:48 pm
MDW
-
OMA
3h 53m
1 stop
$329Delta
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.

How much is a round-trip flight from Omaha to Chicago Midway Airport?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Omaha to Chicago Midway Airport departing in July.

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, Wednesday 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 Friday, 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 $237 (return) on average. On the other hand, the most expensive months are November and August, where the average cost of round-trip tickets is $508 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.

No, with an average price for the route of $337, prices are generally cheapest when you fly direct.

Good to know

Low seasonNovember
Cheapest flight$128
Best time to beat the crowds but there is an average 48% increase in price.
Most popular time to fly with an average 8% 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 5 days, the lowest price for a flight from Omaha to Chicago Midway Airport was $128 for a one-way ticket and $312 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, Alaska Airlines, and JetBlue 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 Airbus A319 is the aircraft model that flies most regularly on the Omaha to Chicago Midway Airport flight route.

  • Which airline alliances offer flights from Omaha to Chicago Midway Airport?

    Star Alliance is the only airline alliance operating flights between Omaha and Chicago Midway Airport.

  • 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.

  • Which is the best airline for flights from Omaha to Chicago, Southwest or United Airlines?

    The two airlines most popular with KAYAK users for flights from Omaha to Chicago are Southwest and United Airlines. With an average price for the route of $317 and an overall rating of 7.9, Southwest is the most popular choice. United Airlines is also a great choice for the route, with an average price of $371 and an overall rating of 7.4.

  • 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 $198 or less one-way and $362 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 airlines 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.
7.9
SouthwestOverall score based on 4239 reviews
8.1Boarding
7.5Entertainment
8.0Comfort
7.0Food
8.6Crew
Airline reviews

Flight was delayed, full flight and I had to change gates. Southwest flights are always late later in the day.

4.0 OkaySteven, Jun 2026
ONT - LAS
Read more Southwest reviews

Flight was delayed, full flight and I had to change gates. Southwest flights are always late later in the day.

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

It was great. The gate staff were very helpful in Portland when my son forgot his rolling bag and had to go back to get it just in time to make it on the plane. We really appreciate that. Great job!

Airline is not very senior friendly. Flights are late, forcing us to run to the connecting flight. Food is awful. Wish they would go back to pretzels and peanuts. During flight, pressurization isn’t quite right and all of our ears get plugged. Everything is nickel and dime, charging for boarding, seat selection and legroom. While a screen at the desk in the gate area says check your roll on bag now for free due to space limitation, the employee at the desk will not check the bag without a $100 fee. Insane.

Kayak could’ve posted the correct gate number. Almost missed my flight.

Slow boarding, limited food and drink portions. Bad delays and turbulence

there were two flight attendants that were up front...that were the best! They get KUDOs for making my trip only fantastic. Tell them Jeff said that!

OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.

Flight coming out of Buffalo was delayed, so we had to be rescheduled on another flight from Baltimore to Phoenix which means we had a long layover and got home 3.5 hours late. Shuttle to parking stopped at 10pm, so we had to pay for an Uber to the parking lot and got charged an extra day of parking since it was after midnight. Not the best experience. Long day!

Was fine, delayed and feels like southwest is always late

Very easy ! Use the kiosk and bag drop and right to security within 10 min

Over 5 hour delay with minimal updates or ability to standby for alternative flights. During boarding and 1 hr+ wait for takeoff, seats were drenched w water from air conditioning condensation and always leftover crumbs on carpet and seats

Boarded early, left early, arrived 40 mins early! A win win for me!

These airplanes should be illegal. The seats are two tight, it is a safety issue. Wheelchair support was ridiculously slow. We almost missed our flight.

This flight is a quick way to get to Chicago, but a bit expensive.

It was good overall except from Omaha to Denver when flight a was a repeatedly delayed apparently due to some issue at Denver. Communications could have been handled better. I had to board then deboard with luggage and board again

O’hsre taxi and deboarding took 40 minutes. Needed 20 minutes extra time between connecting flights to avoid running through terminal.

Standard flight with a drinks and a snack- overall very quick flight. The flight attendants were very strict, bordered on rude.

Delayed - weather wasn't bad at either end. Also sat on tarmac in ORD.

boarded early to only find out that flight would sit at gate for 45 min to an hour. Landed in chicago and sat on runway for over an hour before got to gate. Total delay was extensive for a 45 min flight door to door.

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

Information on your arrival and departure airports