OMA - CHI

$109 Find Cheap Flights from Omaha to Chicago - Compare and Save

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 8/13. 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

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Everything you should know

Cheapest round-trip
$237
Typical prices: $237-$368
Southwest
Sat 9/19Mon 9/21
OMA - MDW • 1 stop
Cheapest non-stop
$245
Typical prices: $303-$400
Southwest
Tue 8/11Wed 8/12
OMA - MDW • Non-stop
Top airlines
Cheapest • from $237 (round-trip)
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with American Airlines, Southwest and United Airlines. Average duration is 1h 41m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top routes
Cheapest
Most popular
Insights
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Avoid delays
Most punctual • 90% on-time
Best time • Fewest delays
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $198 (round-trip)
Shortest trip • 4h 00m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 55% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 7% price drop
Most popular
Good to know
Good to know
+1
+1
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Good to know
+1
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Flight Deals
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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

Sat, Sep 19 - Mon, Sep 21
Southwest Logo
2:35 pm - 7:10 pm
OMA
-
MDW
4h 35m
1 stop
Southwest Logo
7:30 am - 1:20 pm
MDW
-
OMA
5h 50m
1 stop
$237Southwest
Thu, Aug 13 - Mon, Aug 17
Southwest Logo
1:10 pm - 2:35 pm
OMA
-
MDW
1h 25mnonstop
Southwest Logo
8:00 am - 2:40 pm
MDW
-
OMA
6h 40m
1 stop
$241Southwest
Sat, Sep 5 - Tue, Sep 8
American Airlines Logo
5:05 pm - 11:30 pm
OMA
-
ORD
6h 25m
1 stop
American Airlines Logo
10:35 pm - 12:10 am
ORD
-
OMA
1h 35mnonstop
$241American Airlines
Sat, Sep 5 - Sun, Sep 6
Delta Logo
5:39 pm - 9:47 pm
OMA
-
ORD
4h 08m
1 stop
Delta Logo
6:00 am - 11:18 am
ORD
-
OMA
5h 18m
1 stop
$242Delta
Sun, Sep 27 - Wed, Sep 30
Frontier Logo
8:41 pm - 10:01 am
OMA
-
ORD
13h 20m
1 stop
Frontier Logo
10:40 pm - 7:46 pm
ORD
-
OMA
21h 06m
1 stop
$244Frontier
Thu, Sep 3 - Tue, Sep 8
American Airlines Logo
7:44 pm - 9:40 pm
OMA
-
ORD
1h 56mnonstop
American Airlines Logo
10:35 pm - 12:10 am
ORD
-
OMA
1h 35mnonstop
$245American Airlines
Sat, Sep 5 - Wed, Sep 9
Delta Logo
5:39 pm - 9:47 pm
OMA
-
ORD
4h 08m
1 stop
Delta Logo
12:29 pm - 4:54 pm
ORD
-
OMA
4h 25m
1 stop
$247Delta
Mon, Nov 2 - Thu, Nov 12
Multiple Airlines Logo
8:41 pm - 10:01 am
OMA
-
ORD
13h 20m
1 stop
Multiple Airlines Logo
7:50 am - 10:30 am
ORD
-
OMA
26h 40m
1 stop
$248Multiple Airlines
Sun, Aug 23 - Wed, Aug 26
Frontier Logo
2:18 pm - 1:36 pm
OMA
-
ORD
23h 18m
1 stop
Frontier Logo
2:41 pm - 1:33 pm
ORD
-
OMA
22h 52m
1 stop
$256Frontier
Thu, Aug 20 - Fri, Aug 28
Multiple Airlines Logo
1:04 pm - 12:23 pm
OMA
-
RFD
23h 19m
1 stop
Multiple Airlines Logo
4:13 pm - 1:33 pm
RFD
-
OMA
45h 20m
2 stops
$437Multiple Airlines
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.

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

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 departing in September.

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 $278 on the route between Omaha (OMA) and Chicago Midway Airport (MDW). 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, Friday 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 January, where tickets cost $304 (return) on average. On the other hand, the most expensive months are June and March, where the average cost of round-trip tickets is $372 and $359 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.

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

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 55% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 21 weeks before departure.

Expert advice

Expert advice for your flight from Omaha to Chicago

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Jessica Macdonald

Jessica Macdonald

Expert on Lufthansa

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.

Duncan Madden

Duncan Madden

Expert on British Airways

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.

Stefanie Waldek

Stefanie Waldek

Expert on United Airlines

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.

Blane Bachelor

Blane Bachelor

Expert on Southwest

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.

Harriet Baskas

Harriet Baskas

Expert on American Airlines

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.

Good to know

Low season

December

Cheapest flight

$109
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 5% increase in price.
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 5 days, the lowest price for a flight from Omaha to Chicago was $109 for a one-way ticket and $237 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 $333 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 $334 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 $244 or less one-way and $368 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 4238 reviews
8.6Crew
7.5Entertainment
8.0Comfort
8.1Boarding
7.0Food
Airline reviews

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

2.0 MediocreMatthew, Jun 2026
CVG - MDW
Read more Southwest reviews

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

The flight was smooth. The Southwest experience has degraded overall, but this one was okay.

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

For the first time in a long time, the Wi-Fi actually worked the entire flight! The flight crew was amazing as usual.

Great flight. I didn't get a drink because I was asleep whole on the flight.

Love them will get a Southwest card to track my points and keep flying with them. My family and I were pleased with the services.

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

WiFi was not working and didn’t have a beverage service

Southwest never has accurate baggage claim policy information at Denver. They list one claim on the screens and invariably baggage is eventually found on another claim with zero help from staff.

I would have preferred a flight voucher and to hop on a different flight. Delayed over 6 hours.

I almost missed my connection in Chicago due to having to wait on a gate to be open I am assuming. Having to run from E terminal to C terminal and I barely made it there before they closed the door. This may not be the actual airline's fault it's crazy how there is so little time between flight especially when they are placed so far apart in the airport.

The Wi-Fi did not work, so you weren't able to watch entertainment on your own device. They did not have wired headphones so you couldn't watch it on the in-seat entertainment screen either. There was plenty of time to do a drink and snag service but the flight attendants chose not to.

Great experience, boarding was fast and efficient, so much so that we arrived to Chicago very early

The flight did not have its customary snacks during the flight. Apparently they were never loaded on the plane.

The seats on this flight weren’t as comfortable as we had expected. Even leaned back these seats left us feeling crappy in our backs. Also we had to use our own tablets for movies, but nothing in the seats in front of us to hold the tablets up.

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

There were issues with the first segment but what really bothered me overall is that you rebooked me and put me in a seat away from my wife and then put her in another booking or boarding group. I don't like having to monitor every little thing you guys do in order to get what I paid for in the first place.

The staff was phenomenal. I can’t think of anything that could be better. Will be flying with UA again

I had very little time to change planes originally in Denver after my flight from Omaha. I had an hour and a half layover in Denver originally and my flight leaving Omaha was delayed an hour because they had to change a tire which I can understand. When I reached Denver my other flight was late, fortunately, but I still had only 10 minutes to run about a mile through the airport to get to my flight. Again, fortunately I am a healthy 71-year-old and was able to accomplish this feat. However, the stress was more than necessary to bear.

- flight was delayed several hours due to weather (understandable) - flight delayed further and we were told by attendants "we are not sure where the pilots are but they are on their way" as we have to find different pilots for the flight - announcements over the PA were somewhat unprofessional by the attendants, seems they need more training and were not reading off the script. They showed their young age and immaturity in their communications with the passengers. They were not clear and lacked professional communication language. - going from a hub to hub we were also parked at the tarmac at ohare for an additional hour and kept being told "few more minutes". Please just let the passengers know the real wait time instead of hiding the truth. We understand there is traffic and weather delays, but we just want transparency. There are several logistics of our lives that revolve around what the attendants and pilots are sharing with us but they are not being transparant.

Boarding and Delays The boarding process for my American Airlines flight from Copenhagen to Philadelphia was a bit tricky. We experienced a gate change that required a long walk to a new area of the airport. Additionally, boarding was not via a jet bridge; we had to take a shuttle bus to the plane and then carry our luggage up the stairs ourselves. Furthermore, the bag drop didn't open until about 12:20 PM, which was only three hours before our scheduled departure. This meant I couldn't drop my bag off early and had to wait outside of security in order to drop off my bag and use the kiosk. The bag drop self-service kiosks also didn't open until about 12:00 PM when an American Airlines employee unlocked them so that we could print out our boarding passes and bag tags, which further created a backlog. The flight was delayed by over an hour because we had to wait for one of the tires on the plane to be changed. Flight Attendant Professionalism On a positive note, the flight attendant was very professional when handling a passenger who was sitting in the wrong seat. Even though the passenger was persistent and reluctant to move, the flight attendant calmly ensured the assigned passenger could take their seat. Kudos to the flight attendant for keeping his calm and composure, not allowing the issue to escalate, and handling it well under pressure while a line of passengers waited in the aisle to board. In-Flight Service The in-flight service was also fast, prompt, and efficient, although service had to be suspended for the last two hours of the flight due to weather and turbulence, which was outside of the crew's control. Limited Flight Options Please note that American Airlines only operates one flight per day in and out of Copenhagen. This means there are limited options available if your flight is delayed or canceled, which is something to take into consideration when booking.

I will never but. through kayak again. and American Airlines. I will never fly again on. They're both thieves.

Nothing, I wont be flying American Airlines again and will not be recommending anyone to fly American Airlines. It was the worst experience flying I've ever had.

My luggage was not sent with us. Not sure if this is Envoy Air responsibility but that was a very BAD experience

The planes can use an actual cleaning. The armrest and seats do not appear to be cleaned on this one and most other planes.

Flight was delayed…once landed at ORD, no gates were available so made us wait for 56 minutes after we landed to let us out of the aircraft!

The flight de-boarded after being informed of a 3 hour delay. The gate agent said we could go to lounge. The flight ended up boarding 20 minutes later and I missed it.

We had a mechanical delay which made us 90 minutes late (9:30 PM) then land and put into the penalty box because a plane was in our gate? What the hell! We should get priority.Damn American.

Waiting for gate in RDU for more than 20mins is crazy.

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$1,5931h 25m
Trains$3729h 29m