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$106+ Cheap flights from Omaha (OMA) to Chicago (CHI)

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 4/24. Fares are subject to change and may not be available on all flights or dates of travel.
OMA — CHI
Apr 2 — Apr 91
Wed 4/2
Wed 4/9
1 adult, Economy
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Cheapflights Tip: The best prices from Omaha Eppley Airfield to Chicago are usually found in April or August, booked 89 days in advance, depart on a Thursday or Friday and return on a Thursday

Cheap flight deals from Omaha to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Omaha (OMA) to Chicago (CHI). 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 March 28, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$197
(Gotogate)

One-way from

$106
(Mytrip)

Popular in

March

Cheapest in

April

Average price

$350

Good round-trip deal

$348 or less

Good one-way deal

$173 or less
Provider with most accurate pricing for Omaha Eppley Airfield-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Omaha Eppley Airfield-Chicago (CHI) flights.
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From Omaha Eppley Airfield to Chicago (CHI)
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One-way flight from Omaha Eppley Airfield to Chicago (CHI)
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Highest demand for flights based on searches. 6% potential increase in price ($17 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Price to beat on a round-trip flight from Omaha Eppley Airfield to Chicago (CHI).
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Price to beat on a one-way flight from Omaha Eppley Airfield to Chicago (CHI).
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Find flight deals from Omaha to Chicago

Cheapest flights from Omaha to Chicago
Explore the most affordable flight options available from Omaha to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 28, 2025.

This Gotogate deal was found by Cheapflights users on 3/27. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/19:02 pmOMA - MDW
1 stop22h 06mFrontier
Sun 5/48:03 pmMDW - OMA
1 stop23h 59mFrontier
Deal found 3/27$197
This Frontier deal was found by Cheapflights users on 3/27. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/144:11 pmOMA - ORD
1 stop8h 26mFrontier
Mon 4/216:40 amORD - OMA
1 stop8h 21mFrontier
Deal found 3/27$198
This Southwest deal was found by Cheapflights users on 3/26. 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 5/282:15 pmOMA - MDW
Nonstop1h 25mSouthwest
Thu 5/298:00 amMDW - OMA
Nonstop1h 30mSouthwest
Deal found 3/26$237
This American Airlines deal was found by Cheapflights users on 3/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/55:00 amOMA - ORD
Nonstop1h 40mAmerican Airlines
Mon 5/128:28 amORD - OMA
Nonstop1h 38mAmerican Airlines
Deal found 3/28$237
This Delta deal was found by Cheapflights users on 3/27. 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.
Tue 4/226:29 amOMA - MDW
1 stop6h 06mDelta
Thu 4/243:02 pmMDW - OMA
1 stop6h 00mDelta
Deal found 3/27$257
This Delta deal was found by Cheapflights users on 3/27. 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 5/86:20 amOMA - ORD
1 stop6h 21mDelta
Tue 5/133:33 pmORD - OMA
1 stop4h 20mDelta
Deal found 3/27$257
This United Airlines deal was found by Cheapflights users on 3/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/2511:29 amOMA - ORD
Nonstop1h 42mUnited Airlines
Sun 4/278:45 amORD - OMA
Nonstop1h 42mUnited Airlines
Deal found 3/27$282
This Southwest deal was found by Cheapflights users on 3/27. 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 4/268:20 amOMA - ORD
2 stops8h 25mSouthwest
Sat 5/31:30 pmORD - OMA
2 stops8h 40mSouthwest
Deal found 3/27$312
This Mytrip deal was found by Cheapflights users on 3/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/19:04 pmOMA - RFD
1 stop21h 00mAllegiant Air
Sun 5/48:42 amRFD - OMA
1 stop24h 51mAllegiant Air
Deal found 3/27$341
This Mytrip deal was found by Cheapflights users on 3/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/1110:16 amOMA - ORD
2 stops30h 09mMultiple Airlines
Wed 5/149:55 amORD - OMA
3 stops31h 55mMultiple Airlines
Deal found 3/27$374
This Mytrip deal was found by Cheapflights users on 3/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/241:13 pmOMA - RFD
2 stops22h 25mMultiple Airlines
Mon 5/262:42 pmRFD - OMA
1 stop18h 28mMultiple Airlines
Deal found 3/27$488
This Alaska Airlines deal was found by Cheapflights users on 3/27. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/66:25 amOMA - ORD
1 stop23h 15mAlaska Airlines
Sun 6/86:00 amORD - OMA
1 stop18h 12mAlaska Airlines
Deal found 3/27$653

Cheapflights Fare Finder

Customize your flight search to find flights from Omaha to Chicago 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 March 28, 2025.
Use the filters below to find and compare flights from Omaha to Chicago that are best for you.

Fly from

Omaha

Fly to

Chicago

Route

Depart

Return

Price

OmahaChicago

OMA - MDW

OMAMDW

Omaha Eppley Airfield

Thu 5/1

9:02 pm-7:08 pm

1 stop22h 06m

Chicago Midway

Sun 5/4

8:03 pm-8:02 pm

1 stop23h 59m

$197

OmahaChicago

OMA - ORD

OMAORD

Omaha Eppley Airfield

Mon 4/14

4:11 pm-12:37 am

1 stop8h 26m

Chicago O'Hare Intl

Mon 4/21

6:40 am-3:01 pm

1 stop8h 21m

$198

OmahaChicago

OMA - MDW

OMAMDW

Omaha Eppley Airfield

Wed 5/28

2:15 pm-3:40 pm

Nonstop1h 25m

Chicago Midway

Thu 5/29

8:00 am-9:30 am

Nonstop1h 30m

$237

OmahaChicago

OMA - ORD

OMAORD

Omaha Eppley Airfield

Mon 5/5

5:00 am-6:40 am

Nonstop1h 40m

Chicago O'Hare Intl

Mon 5/12

8:28 am-10:06 am

Nonstop1h 38m

$237

OmahaChicago

OMA - MDW

OMAMDW

Omaha Eppley Airfield

Tue 4/22

6:29 am-12:35 pm

1 stop6h 06m

Chicago Midway

Thu 4/24

3:02 pm-9:02 pm

1 stop6h 00m

$257

OmahaChicago

OMA - ORD

OMAORD

Omaha Eppley Airfield

Thu 5/8

6:20 am-12:41 pm

1 stop6h 21m

Chicago O'Hare Intl

Tue 5/13

3:33 pm-7:53 pm

1 stop4h 20m

$257

OmahaChicago

OMA - ORD

OMAORD

Omaha Eppley Airfield

Fri 4/25

11:29 am-1:11 pm

Nonstop1h 42m

Chicago O'Hare Intl

Sun 4/27

8:45 am-10:27 am

Nonstop1h 42m

$282

OmahaChicago

OMA - ORD

OMAORD

Omaha Eppley Airfield

Sat 4/26

8:20 am-4:45 pm

2 stops8h 25m

Chicago O'Hare Intl

Sat 5/3

1:30 pm-10:10 pm

2 stops8h 40m

$312

OmahaChicago

OMA - RFD

OMARFD

Omaha Eppley Airfield

Thu 5/1

9:04 pm-6:04 pm

1 stop21h 00m

Chicago Greater Rockford

Sun 5/4

8:42 am-9:33 am

1 stop24h 51m

$341

OmahaChicago

OMA - ORD

OMAORD

Omaha Eppley Airfield

Sun 5/11

10:16 am-4:25 pm

2 stops30h 09m

Chicago O'Hare Intl

Wed 5/14

9:55 am-5:50 pm

3 stops31h 55m

$374

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

Showing 1-10 of 24 results
1
2
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Compare providers for flights from Omaha to Chicago

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 Chicago in March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
Justfly.comPrice 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 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
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

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

Use this chart to determine the optimal time to book a round-trip flight from Omaha to Chicago. Price data was last updated on March 21, 2025.

Booking 89 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 month to book a flight from Omaha to Chicago?

Currently, August is the cheapest month in which you can book a flight from Omaha to Chicago (average of $245). Flying from Omaha to Chicago in March is currently the most expensive (average of $323). 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?

Find hourly flight availability from Omaha to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 28, 2025.

One of the essential ways to save on airfare from Omaha to Chicago is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight at noon could potentially save you up to 49% on airfare.

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

Use this chart to determine the cheapest time to fly round-trip from Omaha to Chicago. Price data was last updated on March 23, 2025.

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

Weekly flight availability from Omaha to Chicago

Explore weekly flight availability from Omaha to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated March 28, 2025.

The most flights from OMA to CHI are scheduled on a Friday (34 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (1 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated March 28, 2025.
Read reviews from past customers who have flown Southwest, Alaska Airlines and Delta from Omaha to Chicago. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,274 reviews

Boarding

8.2

Entertainment

7.6

Crew

8.7

Food

7.1

Comfort

8.1

Overall

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.1
Very good
4,274 reviews
Southwest
8.1
Very good
4,274 reviews

Boarding

8.2

Entertainment

7.6

Crew

8.7

Food

7.1

Comfort

8.1

Overall

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Alaska Airlines
8.0
Very good
9,798 reviews
Southwest
8.1
Very good
4,274 reviews

Boarding

8.2

Entertainment

7.6

Crew

8.7

Food

7.1

Comfort

8.1

Overall

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,897 reviews
Southwest
8.1
Very good
4,274 reviews

Boarding

8.2

Entertainment

7.6

Crew

8.7

Food

7.1

Comfort

8.1

Overall

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,603 reviews
Southwest
8.1
Very good
4,274 reviews

Boarding

8.2

Entertainment

7.6

Crew

8.7

Food

7.1

Comfort

8.1

Overall

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Allegiant Air
7.3
Good
731 reviews
Southwest
8.1
Very good
4,274 reviews

Boarding

8.2

Entertainment

7.6

Crew

8.7

Food

7.1

Comfort

8.1

Overall

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Related info for your journey

Find useful and relevant information for your journey from Omaha to Chicago. 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?

    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 14 daily outbound flights to Chicago from 3 different airlines.

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

    According to our current data, Frontier ($197), Southwest ($237), and American Airlines ($237) offers the cheapest pricing from Omaha to Chicago. Frontier is currently priced 29% below the average price you’ll pay for this route.

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

    $106 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Southwest and American Airlines, with prices starting from $119 and $119, respectively.

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

    While some choose either Omaha Eppley Airfield - Chicago Midway or Omaha Eppley Airfield - Chicago Greater Rockford, Omaha Eppley Airfield - Chicago O'Hare Intl is the most popular route from Omaha to Chicago.

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

    Consider Envoy Air (94%), United Airlines (89%) or Emirates (88%) 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 $138. While the most popular route (Omaha Eppley Airfield - Chicago O'Hare Intl) can be booked for $237 on average our data indicates $1,991 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, August is the cheapest month in which you can book a flight from Omaha to Chicago (average of $245). Flying from Omaha to Chicago in March is currently the most expensive (average of $323). 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 Omaha?

Book flights to Omaha if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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Top 3 airlines flying from Omaha to Chicago

Discover the top 3 airlines that operate flights from Omaha to Chicago. 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 March 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$138Average$282FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$183Average$309FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$192Average$280FlexibilityNo cancel feeOn-time63%
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