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Cheap flights from Omaha to Chicago from $78

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Omaha to Chicago departing on 9/16. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap round-trip flights

Southwest Logo
5:40 pm - 7:15 pmOMA-MDW
1h 35mnonstop
Southwest Logo
7:50 am - 9:20 amMDW-OMA
1h 30mnonstop
$155Southwest
Find Deal
Tue, Sep 30 - Tue, Oct 7
Southwest Logo
4:30 pm - 9:55 pmOMA-MDW
5h 25m1 stop
Southwest Logo
8:20 pm - 9:50 pmMDW-OMA
1h 30mnonstop
$165Southwest
Find Deal
Tue, Sep 30 - Tue, Oct 7
Southwest Logo
5:40 pm - 7:15 pmOMA-MDW
1h 35mnonstop
Southwest Logo
8:10 am - 9:40 amMDW-OMA
1h 30mnonstop
$166Southwest
Find Deal
Wed, Sep 17 - Thu, Sep 18
Southwest Logo
1:45 pm - 9:55 pmOMA-MDW
8h 10m2 stops
Southwest Logo
8:20 pm - 9:50 pmMDW-OMA
1h 30mnonstop
$170Southwest
Find Deal
Tue, Sep 30 - Tue, Oct 7
Southwest Logo
3:10 pm - 11:20 pmOMA-MDW
8h 10m1 stop
Southwest Logo
8:10 am - 9:40 amMDW-OMA
1h 30mnonstop
$176Southwest
Find Deal
Wed, Sep 17 - Thu, Sep 18
Delta Logo
2:10 pm - 6:37 pmOMA-MDW
4h 27m1 stop
Delta Logo
9:35 am - 1:28 pmMDW-OMA
3h 53m1 stop
$177Delta
Find Deal
Wed, Sep 3 - Tue, Sep 16
Southwest Logo
6:10 am - 3:20 pmOMA-MDW
9h 10m2 stops
Southwest Logo
5:45 am - 11:55 amMDW-OMA
6h 10m1 stop
$180Southwest
Find Deal
Tue, Sep 30 - Tue, Oct 7
Delta Logo
2:10 pm - 6:37 pmOMA-MDW
4h 27m1 stop
Delta Logo
7:17 pm - 10:45 pmMDW-OMA
3h 28m1 stop
$208Delta
Find Deal
Tue, Sep 2 - Fri, Sep 5
Delta Logo
10:52 am - 5:35 pmOMA-MDW
6h 43m1 stop
Delta Logo
9:35 am - 1:28 pmMDW-OMA
3h 53m1 stop
$228Delta
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Tue, Sep 23 - Wed, Sep 24
Frontier Logo
8:59 pm - 12:24 amOMA-MDW
27h 25m1 stop
Frontier Logo
6:24 pm - 8:04 pmMDW-OMA
25h 40m1 stop
$274Frontier
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Thu, Oct 23 - Sun, Oct 26

Delta flights from Omaha to Chicago Midway Airport

Our best Delta deals on Omaha to Chicago Midway Airport flight tickets
Delta
Sep 3
OMA2:10 pmOmaha Eppley Airfield
4h 27m
1 stop
MDW6:37 pmChicago Midway
Sep 16
MDW9:35 amChicago Midway
3h 53m
1 stop
OMA1:28 pmOmaha Eppley Airfield
$177
Find similar
Delta
Sep 2
OMA2:10 pmOmaha Eppley Airfield
4h 27m
1 stop
MDW6:37 pmChicago Midway
Sep 5
MDW7:17 pmChicago Midway
3h 28m
1 stop
OMA10:45 pmOmaha Eppley Airfield
$208
Find similar
Delta
Sep 23
OMA10:52 amOmaha Eppley Airfield
6h 43m
1 stop
MDW5:35 pmChicago Midway
Sep 24
MDW9:35 amChicago Midway
3h 53m
1 stop
OMA1:28 pmOmaha Eppley Airfield
$228
Find similar

Southwest flights from Omaha to Chicago Midway Airport

Our best Southwest deals on Omaha to Chicago Midway Airport flight tickets
Southwest
Sep 30
OMA5:40 pmOmaha Eppley Airfield
1h 35m
MDW7:15 pmChicago Midway
Oct 7
MDW7:50 amChicago Midway
1h 30m
OMA9:20 amOmaha Eppley Airfield
$155
Find similar
Southwest
Sep 30
OMA4:30 pmOmaha Eppley Airfield
5h 25m
1 stop
MDW9:55 pmChicago Midway
Oct 7
MDW8:20 pmChicago Midway
1h 30m
OMA9:50 pmOmaha Eppley Airfield
$165
Find similar
Southwest
Sep 17
OMA5:40 pmOmaha Eppley Airfield
1h 35m
MDW7:15 pmChicago Midway
Sep 18
MDW8:10 amChicago Midway
1h 30m
OMA9:40 amOmaha Eppley Airfield
$166
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Omaha to Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated August 14, 2025.
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

OmahaChicago

OMA - MDW

OMAMDW

Omaha Eppley Airfield

Tue 9/30

5:40 pm-7:15 pm

Nonstop1h 35m

Chicago Midway

Tue 10/7

7:50 am-9:20 am

Nonstop1h 30m

$155

OmahaChicago

OMA - MDW

OMAMDW

Omaha Eppley Airfield

Tue 9/30

4:30 pm-9:55 pm

1 stop5h 25m

Chicago Midway

Tue 10/7

8:20 pm-9:50 pm

Nonstop1h 30m

$165

OmahaChicago

OMA - MDW

OMAMDW

Omaha Eppley Airfield

Wed 9/17

5:40 pm-7:15 pm

Nonstop1h 35m

Chicago Midway

Thu 9/18

8:10 am-9:40 am

Nonstop1h 30m

$166

OmahaChicago

OMA - MDW

OMAMDW

Omaha Eppley Airfield

Tue 9/30

1:45 pm-9:55 pm

2 stops8h 10m

Chicago Midway

Tue 10/7

8:20 pm-9:50 pm

Nonstop1h 30m

$170

OmahaChicago

OMA - MDW

OMAMDW

Omaha Eppley Airfield

Wed 9/17

3:10 pm-11:20 pm

1 stop8h 10m

Chicago Midway

Thu 9/18

8:10 am-9:40 am

Nonstop1h 30m

$176

OmahaChicago

OMA - MDW

OMAMDW

Omaha Eppley Airfield

Wed 9/3

2:10 pm-6:37 pm

1 stop4h 27m

Chicago Midway

Tue 9/16

9:35 am-1:28 pm

1 stop3h 53m

$177

OmahaChicago

OMA - MDW

OMAMDW

Omaha Eppley Airfield

Tue 9/30

6:10 am-3:20 pm

2 stops9h 10m

Chicago Midway

Tue 10/7

5:45 am-11:55 am

1 stop6h 10m

$180

OmahaChicago

OMA - MDW

OMAMDW

Omaha Eppley Airfield

Tue 9/2

2:10 pm-6:37 pm

1 stop4h 27m

Chicago Midway

Fri 9/5

7:17 pm-10:45 pm

1 stop3h 28m

$208

OmahaChicago

OMA - MDW

OMAMDW

Omaha Eppley Airfield

Tue 9/23

10:52 am-5:35 pm

1 stop6h 43m

Chicago Midway

Wed 9/24

9:35 am-1:28 pm

1 stop3h 53m

$228

OmahaChicago

OMA - MDW

OMAMDW

Omaha Eppley Airfield

Thu 10/23

8:59 pm-12:24 am

1 stop27h 25m

Chicago Midway

Sun 10/26

6:24 pm-8:04 pm

1 stop25h 40m

$274

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Omaha to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

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

The month of January is, on average, the cheapest month to fly to Chicago Midway Airport from Omaha, with most prices found around $227. If you are unable to visit Chicago Midway Airport during the month of January, then departing from Omaha during the month November is also very affordable. Most momondo users find prices during this month for around $228.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Tuesday is the cheapest day to fly to Chicago Midway Airport from Omaha. The lowest ticket price found for a Tuesday departure recently was $392. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from Omaha because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $439.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Omaha in the evening is the least expensive time of day to depart. momondo users have found prices as low as $346 when looking at flights departing in the evening. Try not to purchase tickets in the morning because they tend to be around $433. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Omaha Eppley Airfield to Chicago Midway flight route?

Fly from Omaha Eppley Airfield to Chicago Midway for the best Omaha Eppley Airfield - Chicago Midway flight prices

What cabin class options are available on Omaha Eppley Airfield to Chicago Midway flights?

There are 1 cabin classes available to choose from on Omaha Eppley Airfield to Chicago Midway flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Omaha to Chicago Midway Airport flights?

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

When to book flights from Omaha to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Omaha to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Omaha to Chicago Midway Airport (OMA to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Omaha to Chicago Midway Airport

Best Price Found

$78

Fastest flight time

1h 25m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Omaha in the past 72 hours is $78. The best round-trip flight deal from Omaha to Chicago Midway Airport found on momondo in the last 72 hours is $155.
The fastest flight from Omaha to Chicago Midway Airport takes 1h 25m
Direct flights go from Omaha to Chicago Midway Airport every day.
Search flight deals

  • How far is Omaha Eppley Airfield to Chicago Midway by plane?

    The distance between Omaha Eppley Airfield and Chicago Midway is about 424.9 mi. Flights usually cover this in 1h 25m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Omaha Eppley Airfield Airport to Chicago Midway Airport?

    Prices for flights from Omaha Eppley Airfield Airport to Chicago Midway Airport are updated daily.

  • How many operators does momondo search for flights from Omaha Eppley Airfield Airport to Chicago Midway Airport?

  • How old do you have to be to fly from Omaha Eppley Airfield Airport to Chicago Midway Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Omaha Eppley Airfield Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The necessary travel and health documents for your Chicago Midway Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Omaha to Chicago Midway Airport?

  • What is the most popular airline from Omaha to Chicago Midway Airport?

Best airlines flying from Omaha to Chicago Midway Airport

Compare and see reviews for airlines that fly from Omaha to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $192Free CancellationRating
8.0
4,244 reviews
Search Southwest flights

  • Southwest Flights From Omaha to Chicago Midway Airport

    Across 20 Southwest flights from Omaha to Chicago Midway Airport this week, the average price was $288, with the best Southwest deals starting from $192 round-trip. 4,244 users have rated Southwest on momondo, with an average score of 8.0/10.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Lansing
Portage
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Omaha to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Omaha to Chicago for you.

Can I find flights from Omaha to Chicago with flexible booking policies on momondo?

momondo does allow users to show only those flights to Chicago from Omaha which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Omaha to Chicago?

Once you have performed a search for Omaha to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Omaha to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Omaha and alert you when they change.

An easier way to manage your Chicago Midway Airport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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