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$108+ Cheap flights from Omaha (OMA) to Midway (MDW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/4. Fares are subject to change and may not be available on all flights or dates of travel.
OMA — MDW
Jul 11 — Jul 181
Sat 7/11
Sat 7/18
1 adult, Economy
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Cheap flight deals from Omaha to Midway

Cheapest flights from Omaha to Midway
Explore the most affordable flight options available from Omaha to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 11, 2026.

This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/36:10 pm
OMA
-
MDW
1 stop6h 00m
Southwest
Sat 7/412:45 pm
MDW
-
OMA
2 stops8h 05m
Southwest
Deal found 6/10$312
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/72:05 pm
OMA
-
MDW
2 stops9h 40m
Southwest
Mon 8/103:20 pm
MDW
-
OMA
2 stops6h 40m
Southwest
Deal found 6/10$314
This Southwest deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/271:30 pm
OMA
-
MDW
2 stops7h 30m
Southwest
Tue 6/308:40 am
MDW
-
OMA
1 stop6h 30m
Southwest
Deal found 6/7$316
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/46:00 am
OMA
-
MDW
2 stops8h 50m
Southwest
Wed 7/87:45 am
MDW
-
OMA
2 stops6h 50m
Southwest
Deal found 6/10$317
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1510:55 am
OMA
-
MDW
1 stop5h 55m
Delta
Sat 10/1712:30 pm
MDW
-
OMA
1 stop4h 32m
Delta
Deal found 6/8$318
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1712:25 pm
OMA
-
MDW
1 stop7h 10m
Southwest
Sun 9/2011:30 am
MDW
-
OMA
1 stop6h 50m
Southwest
Deal found 6/10$319
This Southwest deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/34:25 pm
OMA
-
MDW
Nonstop1h 25m
Southwest
Mon 7/65:15 am
MDW
-
OMA
1 stop4h 55m
Southwest
Deal found 6/7$322
This Southwest deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/134:50 pm
OMA
-
MDW
1 stop5h 05m
Southwest
Fri 8/148:15 am
MDW
-
OMA
2 stops6h 25m
Southwest
Deal found 6/9$324
This Southwest deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/86:20 am
OMA
-
MDW
2 stops6h 05m
Southwest
Sun 7/129:55 am
MDW
-
OMA
Nonstop1h 30m
Southwest
Deal found 6/9$327
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/182:05 pm
OMA
-
MDW
2 stops9h 40m
Southwest
Mon 9/213:20 pm
MDW
-
OMA
2 stops6h 40m
Southwest
Deal found 6/10$329

Find flight deals from Omaha to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Omaha (OMA) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated June 11, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$312
(Southwest)

One-way from

$108
(Southwest)

Popular in

November

Cheapest in

September

Average price

$371

Good round-trip deal

$387 or less

Good one-way deal

$197 or less
Provider with most accurate pricing for Omaha Eppley Airfield-Chicago Midway flight deals.
Search Deals
Provider most trusted by Cheapflights users for Omaha Eppley Airfield-Chicago Midway flights.
Search Deals
From Omaha Eppley Airfield to Chicago Midway
Search Deals
One-way flight from Omaha Eppley Airfield to Chicago Midway
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($21 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
Search Deals
Price to beat on a round-trip flight from Omaha Eppley Airfield to Chicago Midway.
Search Deals
Price to beat on a one-way flight from Omaha Eppley Airfield to Chicago Midway.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Omaha to Midway that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 11, 2026.
Use the filters below to find and compare flights from Omaha to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

OmahaChicago

OMA - MDW

OMAMDW

Omaha Eppley Airfield

Wed 7/8

6:20 am-12:25 pm

2 stops6h 05m

Chicago Midway

Wed 7/15

7:00 am-1:00 pm

1 stop6h 00m

$312
Quickest round-trip

OmahaChicago

OMA - MDW

OMAMDW

Omaha Eppley Airfield

Fri 8/21

6:20 pm-7:45 pm

Nonstop1h 25m

Chicago Midway

Sun 8/23

7:30 am-8:55 am

Nonstop1h 25m

$322

OmahaChicago

OMA - MDW

OMAMDW

Omaha Eppley Airfield

Sat 9/5

2:35 pm-7:10 pm

1 stop4h 35m

Chicago Midway

Mon 9/7

3:20 pm-10:00 pm

2 stops6h 40m

$335

OmahaChicago

OMA - MDW

OMAMDW

Omaha Eppley Airfield

Wed 7/29

2:25 pm-11:10 pm

1 stop8h 45m

Chicago Midway

Mon 8/3

2:45 pm-11:05 pm

1 stop8h 20m

$337

OmahaChicago

OMA - MDW

OMAMDW

Omaha Eppley Airfield

Sun 9/13

5:40 am-7:05 am

Nonstop1h 25m

Chicago Midway

Sun 9/13

5:35 pm-7:05 pm

Nonstop1h 30m

$337

OmahaChicago

OMA - MDW

OMAMDW

Omaha Eppley Airfield

Wed 7/8

10:35 am-12:00 pm

Nonstop1h 25m

Chicago Midway

Sun 7/12

9:55 am-11:25 am

Nonstop1h 30m

$337

OmahaChicago

OMA - MDW

OMAMDW

Omaha Eppley Airfield

Sat 7/25

3:35 pm-4:55 pm

Nonstop1h 20m

Chicago Midway

Sat 8/1

8:00 am-1:25 pm

1 stop5h 25m

$347

OmahaChicago

OMA - MDW

OMAMDW

Omaha Eppley Airfield

Tue 6/30

8:15 am-2:30 pm

2 stops6h 15m

Chicago Midway

Thu 7/2

6:50 am-12:30 pm

1 stop5h 40m

$348

OmahaChicago

OMA - MDW

OMAMDW

Omaha Eppley Airfield

Sat 7/25

3:35 pm-4:55 pm

Nonstop1h 20m

Chicago Midway

Mon 7/27

9:25 pm-11:00 pm

Nonstop1h 35m

$348
Cheapest one-way

OmahaChicago

OMA - MDW

OMAMDW

Omaha Eppley Airfield

Wed 9/9

6:20 am-1:11 pm

1 stop6h 51m

$117

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

Compare providers for flights from Omaha to Midway

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Omaha to Midway in June.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Omaha-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Omaha-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Omaha-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Omaha-Chicago Midway Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Omaha-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Omaha to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Omaha with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Omaha to Chicago Midway Airport

What is the cheapest month to book a flight from Omaha to Chicago Midway Airport?

Currently, September is the cheapest month in which you can book a flight from Omaha to Chicago Midway Airport (average of $237). Flying from Omaha to Chicago Midway Airport in November is currently the most expensive (average of $412). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from OMA to MDW?

Find hourly flight availability from Omaha to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 11, 2026.

Unlike in the morning, when flights are generally more expensive, you can save up to 10% on flights from Omaha to Chicago Midway Airport by exploring options for tickets in the afternoon.

How much does it cost to fly round-trip from Omaha to Chicago Midway Airport?

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated June 11, 2026.
See what other customers who have flown with Southwest and United Airlines from Omaha to Chicago Midway Airport have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
7.9
Good
4,233 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Overall

7.9

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.
Southwest
7.9
Good
4,233 reviews
Southwest
7.9
Good
4,233 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Overall

7.9

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.
United Airlines
7.4
Good
9,809 reviews
Southwest
7.9
Good
4,233 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Overall

7.9

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Related info for your journey

Find useful and relevant information for your journey from Omaha to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Omaha to Chicago Midway?

    For a flight from Omaha to Chicago Midway, you will be flying from Eppley Airfield. Omaha Eppley Airfield (OMA) is just 3.9 mi from the center of the city. Eppley Airfield is the only Omaha airport and it handles 2 outbound flights to Chicago Midway per day. 2 airlines have flights to Chicago Midway from Omaha Eppley Airfield on a regular basis.

  • How long is the flight from Omaha to Chicago Midway Airport?

    There are many flights that can get you from Omaha to Chicago Midway Airport in 6h 05m. Fly via Southwest to get the fastest option. The distance between Omaha and Chicago Midway Airport is about 422 mi.

  • What are the cheapest airlines flying from Omaha to Chicago Midway Airport round-trip?

    According to our current data, Southwest ($215), and United Airlines ($337) offers the cheapest pricing from Omaha to Chicago Midway Airport. You may be able to fly from Omaha to Chicago Midway Airport for 34% less than the average price by searching for these airlines.

  • What are the cheapest flights from Omaha to Chicago Midway Airport?

    Looking for the cheapest flight from Omaha to Chicago Midway Airport? While on average our users pay $351, our data indicates the cheapest price to be $143. The most popular route (Omaha Eppley Airfield - Chicago Midway), is priced around $237.

  • Can I find deals for flights from Omaha to Midway that include hotel bookings?

    Yes. In addition to deals on Omaha to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Omaha to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Omaha to Midway.

  • Can I find deals for business class flights from Omaha to Midway?

    Yes. Cheapflights offers flight deals from Omaha to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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

    Currently, September is the cheapest month in which you can book a flight from Omaha to Chicago Midway Airport (average of $237). Flying from Omaha to Chicago Midway Airport in November is currently the most expensive (average of $412). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Benton Harbor
Lansing
Merrillville
Hammond
Porter

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Omaha to Midway

See prices for flight routes from nearby airports that may be better suited for you.
Omaha to O'Hare Intl flights
Lincoln to O'Hare Intl flights
Sioux City to O'Hare Intl flights
Omaha to Rockford flights
Lincoln to Midway flights

Top 2 airlines flying from Omaha to Midway

Discover the top 2 airlines that operate flights from Omaha to Midway. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$215Average$317FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$337Average$371FlexibilityNo cancel feeOn-time69%

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