OMA - CHI

$72 Find Cheap Flights from Omaha to Chicago

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 Chicago departing on 10/31. 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

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

 
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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Flight Deals

Cheap Flights from Omaha to Chicago (OMA-CHI)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Omaha to Chicago 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 Chicago

Thu, Sep 18 - Mon, Sep 22
Frontier Logo
7:48 pm - 9:37 amOMA-ORD
13h 49m1 stop
Frontier Logo
6:00 am - 1:21 pmORD-OMA
7h 21m1 stop
$174Frontier
Find Deal
Mon, Sep 15 - Mon, Sep 22
Frontier Logo
2:16 pm - 11:59 pmOMA-ORD
9h 43m1 stop
Frontier Logo
6:00 am - 1:21 pmORD-OMA
7h 21m1 stop
$178Frontier
Find Deal
Wed, Oct 22 - Tue, Oct 28
Southwest Logo
11:00 am - 12:25 pmOMA-MDW
1h 25mnonstop
Southwest Logo
7:50 am - 9:20 amMDW-OMA
1h 30mnonstop
$203Southwest
Find Deal
Wed, Oct 22 - Tue, Oct 28
United Airlines Logo
6:33 pm - 8:20 pmOMA-ORD
1h 47mnonstop
United Airlines Logo
8:50 am - 10:31 amORD-OMA
1h 41mnonstop
$203United Airlines
Find Deal
Thu, Oct 23 - Tue, Oct 28
Southwest Logo
2:50 pm - 4:15 pmOMA-MDW
1h 25mnonstop
Southwest Logo
10:20 am - 11:50 amMDW-OMA
1h 30mnonstop
$210Southwest
Find Deal
Mon, Sep 22 - Wed, Oct 8
American Airlines Logo
7:27 pm - 9:05 pmOMA-ORD
1h 38mnonstop
American Airlines Logo
12:00 pm - 1:35 pmORD-OMA
1h 35mnonstop
$210American Airlines
Find Deal
Tue, Oct 7 - Wed, Oct 8
United Airlines Logo
3:17 pm - 5:04 pmOMA-ORD
1h 47mnonstop
United Airlines Logo
3:58 pm - 5:34 pmORD-OMA
1h 36mnonstop
$217United Airlines
Find Deal
Tue, Oct 21 - Tue, Oct 28
Delta Logo
10:55 am - 5:43 pmOMA-MDW
6h 48m1 stop
Delta Logo
1:08 pm - 5:14 pmMDW-OMA
4h 06m1 stop
$223Delta
Find Deal
Tue, Oct 21 - Tue, Oct 28
Delta Logo
10:55 am - 4:50 pmOMA-ORD
5h 55m1 stop
Delta Logo
1:25 pm - 8:53 pmORD-OMA
7h 28m1 stop
$223Delta
Find Deal
Fri, Oct 17 - Tue, Oct 21
American Airlines Logo
7:35 pm - 9:19 pmOMA-ORD
1h 44mnonstop
American Airlines Logo
10:01 pm - 11:39 pmORD-OMA
1h 38mnonstop
$235American Airlines
Find Deal
Expert advice

Expert advice for your flight from Omaha to Chicago

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
Lufthansa

Lufthansa's Economy Light is great for short trips without checked luggage.


Lufthansa offers 11 special meal choices, including gluten-free and kosher options.

Read more about Lufthansaby Jessica Macdonald
British Airways

BA's economy fares include a carry-on bag, avoiding surprise fees during booking.


BA's cabin crew are professional and proactive, enhancing the flight experience.

Southwest

Southwest offers two free checked bags, ideal for travelers with lots of luggage.


Southwest's free cancellation policy allows changes up to 10 minutes before departure.

Read more about Southwestby Blane Bachelor
United Airlines

United's Economy Plus offers up to six inches more legroom than standard economy.


United's Wi-Fi varies, so check coverage before purchasing.

American Airlines

AA's Basic Economy offers low fares but with restrictions like late boarding.


AA's Main Cabin Extra offers early boarding and complimentary drinks.

Our travel experts
Jessica Macdonald

Jessica Macdonald

Expert on Lufthansa

Jessica Macdonald

Jessica Macdonald

Currently based in Scotland after living in South Africa and the United States, Jessica has been writing travel and aviation content for more than 10 years. She regularly contributes to Travel + Leisure and TripSavvy, and has had work published by Condé Nast Traveller and The Independent. She has traveled to more than 50 countries across six continents.

Read more
Duncan Madden

Duncan Madden

Expert on British Airways

Duncan Madden

Duncan Madden

Duncan is a freelance travel writer, copywriter and book author in constant search of travel stories and the perpetual sensation of being on holiday. He’s never happier than when on a dusty trail in search of empty waves or ducking under the piste tape in search of snowbound solitude. British born, living in Germany, but happiest heading for the horizon. His first book, Found in Translation, explores the etymologies and stories of country names around the world and is out now.

Read more
Blane Bachelor

Blane Bachelor

Expert on Southwest

Blane Bachelor

Blane Bachelor

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Read more
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines

Stefanie Waldek

Stefanie Waldek

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet Baskas

Harriet Baskas

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more
Booking Insights

KAYAK's insights & trends for Omaha to Chicago flights

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

What is the cheapest Omaha to Chicago flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from Omaha to Chicago costs $200 on the route between Omaha (OMA) and Chicago Midway Airport (MDW). Over the past month, this route was, on average, 4% cheaper than other Omaha-Chicago routes. The most popular route is between Omaha (OMA) and Chicago O'Hare Intl Airport (ORD).

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

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

For Omaha to Chicago, Thursday is the cheapest day to fly on average and Sunday is the most expensive. Flying from Chicago back to Omaha, the best deals are generally found on Saturday, with Monday being the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Omaha to Chicago, 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 is August, where tickets cost $243 (return) on average. On the other hand, the most expensive months are March and April, where the average cost of round-trip tickets is $333 and $297 respectively.

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

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.

How far in advance should I book a flight from Omaha to Chicago?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Omaha to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Omaha to Chicago, you should book around 4 weeks before departure, which saves you about 50% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 15 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$72
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly and prices are also 0% lower on average.
Flight from Omaha to Chicago Midway Airport

When to book flights from Omaha to Chicago

Are your dates flexible? Find out the best times to travel from Omaha to Chicago 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 flights from Omaha to Chicago

  • What parking options are available at Omaha International Airport?

    Omaha International Airport provides multiple parking options that are both convenient and affordable for all passengers. You can choose between the airport’s short-term parking lots or long-term parking lots, or opt for premier parking, which is the most expensive parking option. Additionally, passengers with electric vehicles can park and charge at the airport’s North Garage which offers electric vehicle charging stations.

  • Which airport in Chicago has the better lounge facilities?

    If you would like to make use of airport lounge facilities upon touching down in Chicago, choose to fly into O’Hare International airport as it has the better lounge facilities of the two airports in the city. The lounges can be found either outside security at Terminal 2 or post-security at Terminals 1, 2, 3, and 5. These lounges provide a variety of services, including food and refreshments, shower facilities, and children’s play areas.

  • How do I get from Midway International Airport to downtown Chicago?

    If you would prefer to use public transportation to get from Midway International Airport to downtown Chicago, take either the Metra or CTA ‘L’ train that departs from the CTA Orange Line station conveniently situated within the airport, and will take you around 25min. If you want to get to the city center sooner or have a lot of luggage, you should opt for a taxi, rideshare service, or rent a car from any of the multiple car rental services operating from within the airport.

  • What accessibility services are available at Omaha International Airport?

    Omaha International Airport offers a variety of accessibility services, including wheelchair-accessible restrooms and handicap parking for the mobility impaired. The airport also provides TTY/TDD telephones throughout the terminal and visual paging on monitors to assist passengers with hearing impairments. Additionally, Omaha International Airport uses Aira to help passengers with visual impairments.

  • What is the cheapest flight from Omaha to Chicago?

    In the last 3 days, the lowest price for a flight from Omaha to Chicago was $72 for a one-way ticket and $174 for a round-trip.

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

    No

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

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

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

    The Airbus A319 is the aircraft model that flies most regularly on the Omaha to Chicago flight route.

  • Which airline alliances offer flights from Omaha to Chicago?

    oneworld, and Star Alliance are the airline alliances operating flights between Omaha and Chicago, with oneworld being the most commonly used for this route.

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

    There are nonstop flights from Omaha to Chicago 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 $289 and an overall rating of 8.0, Southwest is the most popular choice. United Airlines is also a great choice for the route, with an average price of $306 and an overall rating of 7.4.

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

    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.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago 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?

    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 with an airline and back to Omaha with another airline.

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

    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 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

  • Looking for a cheap flight? 25% of our users found flights on this route for $174 or less one-way and $319 or less round-trip.
  • When flying out of Omaha International Airport (OMA) on domestic flights, please arrive at the airport at least 2hrs before your flight’s scheduled time of departure. This will give you sufficient time to check in and go through all required TSA checks.
  • Traveling through Omaha International Airport with your furry friend is a pet-friendly airport as they provide two pet relief areas at the south and north ends of the terminals outside security. The airport also requires that all pets, except working and service animals, always be in their approved carriers while in the airport.
  • When flying into Chicago, you have the option to choose from either O’Hare International Airport (ORD) or Midway International Airport (MDW), both major international airports that serve the Chicago region.
  • If you plan on touching down in Chicago late at night and need accommodation, consider flying to O’Hare International Airport where you can book an overnight stay at the Hilton Chicago O’Hare Airport Hotel, which is conveniently located on airport premises.
  • If you happen to lose anything while on the airport premises at Omaha International Airport, quickly contact the Airport Police and file a lost item claim. However, if the item was lost at the security checkpoint, check in with the TSA.

Prefer to fly direct from Omaha to Chicago?

 
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.
Find which airlines fly direct from Omaha Eppley Airfield Airport to Chicago, which days they fly and book direct flights.

Direct departures

Omaha Eppley Airfield to Chicago

Monday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Tuesday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Wednesday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Thursday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Friday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Saturday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Sunday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

See more direct flights

Direct returns

Chicago to Omaha Eppley Airfield

Monday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Tuesday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Wednesday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Thursday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Friday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Saturday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Sunday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

See more direct flights

Reviews of the top 3 airlines serving from Omaha to Chicago

 
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 Chicago? 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 4242 reviews
8.6Crew
8.0Comfort
7.0Food
7.5Entertainment
8.1Boarding
Airline reviews

AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.

2.0 MediocreMike, Aug 2025AUS - BWI
Read more Southwest reviews

AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

Southwest's seats are the least comfortable I have ever sat in.

The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.

Southwest like most American domestic airlines, is a mediocre airline. But it is among the cheapest. Oh well.

My flight was delayed 50 minutes and we were rushed to board to then sit for 15 minutes until the pilot arrived. Unacceptable since we could have waited to board. Also the delayed flight was updated AFTER we boarded to more than the 10 minutes as originally stated.

Other than a bit of a delay, everything was good. Again, the boarding process and picking seats is the only thing I don't enjoy.

If we are going to have to pay for luggage, make it easier to do. Put something on the app during check-in so I don't need to do it at the kiosk. I've done it twice recently and I ended up having to pay at the desk because something went wrong at the kiosk in Tampa.

southwest just starting charging for luggage. hadnt realized it until it was too late. now out $70 when i couldve bought a carry on if i wouldve known. free bags was one of the only reasons i chose southwest over another airline (the other being no assigned seats, which is apparently also being changed). stupid business decision. wont be flying southwest anymore.

The quality of Southwest Airlines continues to degrade each time I fly with them. If it were not for the free luggage, I would probably choose another airline. Their prices are a little bit competitive, but way too high for the quality of the service. Southwest is not unique in this way. Domestic flight in the United States of America has continued to be a lower and lower quality product. Very sad when you compare the quality of domestic airlines to that of many international airlines around the world.

Flight attendant in first class gave poor service (like he didn't want to be there) and food was awful. We sat waiting for gate upon arrival over 45 mins.

Weather delay in Chicago?. No sense of urgency to make connection in Chicago for our connecting flight that wasn't delayed. Connection was missed.

Overall it was good. I missed my connection but I was put on another flight.

Overall a very poor experience - booked premium economy tickets but due to last minute flight delays , all my itinery went for a toss and had to fly economy class with no access to lounge or any compensation by united airlines to make up for the flight delays . i had expected better experience than that from united.

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

I liked that the flight was nonstop from ORD to CIU for $200 round trip.

While the staff was pleasant and helpful, the following observations are for your awareness. There was some delay on the tarmac on take off and landing. The paid lunch/food offerings were limited. Entertainment was only available on WiFi at a cost.

The first flight was better in terms of the aircraft.

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

Overall poor for me I paid extra for seats with leg room and my regional flights exit row seats have less leg room then the others that's money that could have been saved and on my final flight home the flights air was not operating it was unbearably hot in the cabin I will be contacting United and filing a DOT complaint

Any flight to ORD after about 2pm this summer has been challenging. Flight was delayed getting in (coming from ORD) and that led to it not leaving before a ground stop due to lightening before they could fuel the plane, and so forth. They made up some time but we were still late in arriving at ORD, and that led to missed connections.

Food was ok, but not as good as I have had before on AA.

Pretty good. The food was just mediocre, the boarding and crew were good.

My flight got switched and my prepaid bag didnt transfer over properly so I paid to check ANOTHER BAG. I was placed in a middle seat and it was just miserable. At least it was a bulkhead row so I had legroom. The flight just never seem3d to end

Was not able to watch most shows on the entertainment site. They would not load

On Wednesday, July 30 we were in mid flight from Manchester to Charlotte and we turned around because the right engine was malfunctioning. That was the last flight out of Manchester that night. I was rebooked for Thursday, which became a weather event Friday. There were no seats left on the flight from Manchester to Charlotte. Consequently I didn’t leave Manchester until Saturday morning and we flew to Chicago so to say the least my scheduled flight and return to Iowa was three days off and it messed with my business schedule. Consequently cash flow. I would like some sort of acknowledgment of this event.

Dreadful experience. Our flight was delayed more than 8 hours due to a maintenance issue and the assistance from rebooking was poor. I was travelling with a bad knee and needed assistance waited in one place more than 3 hours before someone came with a wheelchair. The woman next to me was a 91 year old great grandmother who had waited more than 4 hours. There were moments of support from the staff but it appeared as they were going against the direction of management. It was apathy, lack of ownership and dismissive responses with small moments of kindness and understanding typically from grey haired, female, veteran staff..

Couldn’t get the door on the plane to close leading to a nearly 2 hour delay. But, hey at least they didn’t cancel the flight.

The flight was fine and the crew awesome. The problem is ORD and AA. Computers went down, ORD fell apart and a 40 min flight turned into a 3 hour trip. Guess the answer is to not try and fly to ORD after noon. But, as I said, crew was awesome and did everything they could to lesson the flight time.

The flight was fine but the 8 hour delay in Chicago was awful - 5 gate changes and repeated delays without an explanation. No vouchers. Nothing.

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

Information on your arrival and departure airports

Compare transportation modes for Omaha to Chicago

Transportation modeAverage priceAverage duration
Flights$6641h 25m
Trains$2399h 29m

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