Chicago

$92+ Cheap flights from Omaha (OMA) to Chicago (CHI)

OMA — CHI
Dec 4 — Dec 111
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1. Tell us where you want to go

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Cheapflights Tip: The best prices from Omaha Eppley Airfield to Chicago are usually found in April or January, booked 71 days in advance, depart on a Friday or Thursday and return on a Saturday

Cheap flight deals from Omaha to Chicago

Cheapest flights from Omaha to Chicago

Tue 12/18:15 am -
1 stop3h 50m
Tue 12/810:50 am -
1 stop6h 05m
Deal found 11/3$237
Mon 12/78:44 pm -
1 stop28h 10m
Wed 12/910:00 am -
2 stops9h 49m
Deal found 11/4$239
Mon 12/78:44 pm -
2 stops18h 46m
Mon 12/147:25 am -
1 stop12h 24m
Deal found 10/31$240
Wed 12/28:15 am -
1 stop3h 50m
Wed 12/910:15 am -
2 stops6h 40m
Deal found 11/2$242
Wed 11/188:22 pm -
1 stop27h 59m
Sat 11/216:40 am -
1 stop13h 09m
Deal found 11/1$256
Wed 12/168:44 pm -
2 stops10h 18m
Fri 12/187:45 am -
1 stop12h 12m
Deal found 10/30$262
Sat 11/218:44 pm -
1 stop28h 09m
Mon 11/236:40 am -
1 stop13h 09m
Deal found 11/1$264
Fri 11/201:30 pm -
Nonstop1h 25m
Sat 11/214:20 pm -
Nonstop1h 35m
Deal found 10/30$266
Wed 12/164:13 pm -
Nonstop1h 59m
Fri 12/185:24 pm -
Nonstop1h 55m
Deal found 10/30$266
Fri 12/118:44 pm -
2 stops18h 46m
Mon 12/147:25 am -
1 stop12h 24m
Deal found 11/2$267
Fri 11/208:44 pm -
1 stop28h 09m
Mon 11/236:40 am -
1 stop13h 09m
Deal found 11/1$268
Thu 12/35:50 am -
Nonstop1h 30m
Mon 12/712:05 pm -
1 stop5h 50m
Deal found 11/3$276

Find flight deals from Omaha to Chicago

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$232
(Southwest)

One-way from

$92
(Kiwi.com)

Popular in

August

Cheapest in

April

Average price

$383

Good round-trip deal

$372 or less

Good one-way deal

$157 or less
Provider with most accurate pricing for Omaha Eppley Airfield-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Omaha Eppley Airfield-Chicago (CHI) flights.
From Omaha Eppley Airfield to Chicago (CHI)
One-way flight from Omaha Eppley Airfield to Chicago (CHI)
Highest demand for flights based on searches. 7% potential increase in price ($28 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
Average for round-trip flights in November 2026
Price to beat on a round-trip flight from Omaha Eppley Airfield to Chicago (CHI).
Price to beat on a one-way flight from Omaha Eppley Airfield to Chicago (CHI).

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Omaha to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

OmahaChicago

OMA Omaha Eppley Airfield - MDW Chicago Midway

OMAMDW

Omaha Eppley Airfield

Thu 11/26

5:05 am-6:40 am

Nonstop1h 35m

Chicago Midway

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$109

OmahaChicago

OMA Omaha Eppley Airfield - ORD Chicago O'Hare Intl

OMAORD

Omaha Eppley Airfield

Thu 12/31

7:17 am-9:15 am

Nonstop1h 58m

Chicago O'Hare Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$109

OmahaChicago

OMA Omaha Eppley Airfield - ORD Chicago O'Hare Intl

OMAORD

Omaha Eppley Airfield

Mon 12/21

7:51 pm-9:45 pm

Nonstop1h 54m

Chicago O'Hare Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$109
Quickest round-trip

OmahaChicago

OMA Omaha Eppley Airfield - MDW Chicago Midway

OMAMDW

Omaha Eppley Airfield

Wed 12/30

2:10 pm-3:40 pm

Nonstop1h 30m

Chicago Midway

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$109

OmahaChicago

OMA Omaha Eppley Airfield - ORD Chicago O'Hare Intl

OMAORD

Omaha Eppley Airfield

Fri 12/4

6:35 pm-8:31 pm

Nonstop1h 56m

Chicago O'Hare Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$109

OmahaChicago

OMA Omaha Eppley Airfield - MDW Chicago Midway

OMAMDW

Omaha Eppley Airfield

Mon 1/11

5:40 am-7:15 am

Nonstop1h 35m

Chicago Midway

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$109

OmahaChicago

OMA Omaha Eppley Airfield - ORD Chicago O'Hare Intl

OMAORD

Omaha Eppley Airfield

Sat 1/30

6:36 pm-8:40 pm

Nonstop2h 04m

Chicago O'Hare Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$109

OmahaChicago

OMA Omaha Eppley Airfield - ORD Chicago O'Hare Intl

OMAORD

Omaha Eppley Airfield

Tue 11/24

12:48 pm-4:41 pm

1 stop3h 53m

Chicago O'Hare Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$119

OmahaChicago

OMA Omaha Eppley Airfield - ORD Chicago O'Hare Intl

OMAORD

Omaha Eppley Airfield

Thu 11/26

12:48 pm-7:39 pm

1 stop6h 51m

Chicago O'Hare Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$119

OmahaChicago

OMA Omaha Eppley Airfield - ORD Chicago O'Hare Intl

OMAORD

Omaha Eppley Airfield

Mon 12/21

6:45 am-11:53 am

1 stop5h 08m

Chicago O'Hare Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$119

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

Showing 1-10 of 33 resultsSorted by cheapest first
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Compare providers for flights from Omaha to Chicago

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Omaha to Chicago in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy2 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
CheapfaremartPrice Accuracy-Trust Score*1 star
Trip.comPrice Accuracy1 starTrust 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 flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Omaha-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Omaha-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Omaha-Chicago 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 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 Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Omaha with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

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

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

Currently, January is the cheapest month in which you can book a flight from Omaha to Chicago (average of $290). Flying from Omaha to Chicago in August is currently the most expensive (average of $400). 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 CHI?

One of the essential ways to save on airfare from Omaha to Chicago is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the morning could potentially save you up to 28% on airfare.

Weekly flight availability from Omaha to Chicago

The most flights from OMA to CHI are scheduled on a Monday (43 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (16 on average).

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

Airfare is below average for this route at the moment.
Omaha to Chicago flights typically cost between $298 and $402 in January.
The cheapest round-trip price found within the last 5 days was $232 on Southwest (Jan 16-Jan 18).

How often are flights from Omaha to Chicago delayed?

About 12% of weekly flights between Omaha and Chicago have experienced delays in the past year, with the average delay time being 115 minutes.

What is the most punctual flight time for Omaha to Chicago flights?

Historically, flights departing at night are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Wednesday tends to have the lowest number of delays on this route, whereas Friday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on Omaha to Chicago flights?

Over the last year, United Airlines have had the lowest number of delays on this route, with just 9% of flights being delayed.

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

Booking 70 days in advance of your planned departure date is, on average, the best time to get cheap flights from Omaha to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Travelers seeking maximum savings on their Omaha to Chicago flight should consider departing on Monday evenings when fares are most often at their lowest. Saturday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Chicago

See what other customers who have flown with Southwest,United Airlines, andAmerican Airlines from Omaha to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.1

Food

7.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Boarding

8.1

Food

7.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Boarding

8.1

Food

7.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Boarding

8.1

Food

7.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Related info for your journey

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

    Located just 3.9 mi from the city center, Omaha Eppley Airfield is the airport most travelers will use when flying to Chicago from Omaha. Booking flights from Eppley Airfield (OMA) to Chicago should be relatively easy as there are 34 daily outbound flights to Chicago from 3 different airlines.

  • How long is the flight from Omaha to Chicago?

    Airlines like Southwest, Delta, and United Airlines fly from Omaha to Chicago in about 1h 56m. The time it takes to get you to your destination can typically vary by up to 7h 54m. Omaha and Chicago are separated by a distance of 415 mi. This flight may include one or multiple stops.

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

    According to our current data, Southwest ($217), United Airlines ($225), and American Airlines ($236) offers the cheapest pricing from Omaha to Chicago. Southwest is currently priced 37% below the average price you’ll pay for this route.

  • What are the cheapest airlines to fly from Omaha to Chicago one-way?

    $108 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on United Airlines and Southwest, with prices starting from $114 and $121, respectively.

  • What are the most popular routes from Omaha to Chicago?

  • What are the most reliable airlines from Omaha to Chicago?

    Consider Porter Airlines (100%), Republic Airways (88%) or ANA (85%) when booking your flight. These represent the most reliable airlines when flying from Omaha to Chicago.

  • What are the cheapest flights from Omaha to Chicago?

    Looking at all options, your cheapest flight can be booked for $134. While the most popular route (Omaha Eppley Airfield - Chicago O'Hare Intl) can be booked for $217 on average, our data indicates $1,012 when flying from Omaha to Chicago.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Omaha to Chicago 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?

    Currently, January is the cheapest month in which you can book a flight from Omaha to Chicago (average of $290). Flying from Omaha to Chicago in August is currently the most expensive (average of $400). 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?

Book flights to Chicago if you plan to visit one of these locations
Benton Harbor
Merrillville
Lansing
Valparaiso
Hammond
Saint Joseph
Porter

Browse thousands of different options on Cheapflights for your next trip

Top 3 airlines flying from Omaha to Chicago

AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$217Average$337FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$225Average$378FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$236Average$336FlexibilityNo cancel feeOn-time71%

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