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$99+ 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 5/22. Fares are subject to change and may not be available on all flights or dates of travel.
OMA — CHI
Apr 21 — Apr 281
Mon 4/21
Mon 4/28
1 adult, Economy
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Cheapflights Tip: The best prices from Omaha Eppley Airfield to Chicago are usually found in August or January, booked 90 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 April 16, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$217
(Southwest)

One-way from

$99
(Frontier)

Popular in

March

Cheapest in

August

Average price

$298

Good round-trip deal

$356 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. 7% potential increase in price ($23 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 16, 2025.

This Southwest deal was found by Cheapflights users on 4/15. 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 5/105:45 amOMA - MDW
Nonstop1h 25mSouthwest
Sun 5/118:10 amMDW - OMA
Nonstop1h 30mSouthwest
Deal found 4/15$217
This American Airlines deal was found by Cheapflights users on 4/15. 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.
Wed 5/75:00 amOMA - ORD
Nonstop1h 40mAmerican Airlines
Wed 5/75:17 pmORD - OMA
Nonstop1h 39mAmerican Airlines
Deal found 4/15$217
This Mytrip deal was found by Cheapflights users on 4/16. 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 5/317:51 pmOMA - MDW
1 stop25h 02mFrontier
Sat 6/78:15 pmMDW - OMA
1 stop14h 02mFrontier
Deal found 4/16$222
This Booking.com deal was found by Cheapflights users on 4/15. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/1011:10 amOMA - ORD
1 stop21h 43mFrontier
Sat 7/127:00 amORD - OMA
1 stop11h 53mFrontier
Deal found 4/15$232
This Delta deal was found by Cheapflights users on 4/15. 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.
Sat 5/106:20 amOMA - ORD
1 stop6h 26mDelta
Sun 5/116:24 amORD - OMA
1 stop6h 16mDelta
Deal found 4/15$237
This Southwest deal was found by Cheapflights users on 4/16. 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.
Thu 7/31:35 pmOMA - ORD
1 stop9h 30mSouthwest
Wed 7/97:00 amORD - OMA
1 stop5h 25mSouthwest
Deal found 4/16$255
This United Airlines deal was found by Cheapflights users on 4/15. 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 5/96:43 pmOMA - ORD
Nonstop1h 42mUnited Airlines
Mon 5/128:47 amORD - OMA
Nonstop1h 43mUnited Airlines
Deal found 4/15$256
This Delta deal was found by Cheapflights users on 4/15. 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.
Sat 7/198:00 amOMA - MDW
1 stop5h 02mDelta
Wed 7/239:30 amMDW - OMA
1 stop3h 50mDelta
Deal found 4/15$263
This Mytrip deal was found by Cheapflights users on 4/15. 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 5/154:41 pmOMA - RFD
1 stop24h 10mAllegiant Air
Thu 5/2212:28 pmRFD - OMA
1 stop22h 28mAllegiant Air
Deal found 4/15$313
This Mytrip deal was found by Cheapflights users on 4/15. 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.
Fri 5/1611:41 amOMA - ORD
3 stops45h 14mMultiple Airlines
Sun 5/189:02 pmORD - OMA
1 stop13h 49mMultiple Airlines
Deal found 4/15$338
This Mytrip deal was found by Cheapflights users on 4/15. 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 6/144:17 pmOMA - RFD
1 stop17h 35mMultiple Airlines
Sun 6/154:06 pmRFD - OMA
2 stops18h 40mMultiple Airlines
Deal found 4/15$528

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 April 16, 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

Sat 5/10

5:45 am-7:10 am

Nonstop1h 25m

Chicago Midway

Sun 5/11

8:10 am-9:40 am

Nonstop1h 30m

$217

OmahaChicago

OMA - ORD

OMAORD

Omaha Eppley Airfield

Wed 5/7

5:00 am-6:40 am

Nonstop1h 40m

Chicago O'Hare Intl

Wed 5/7

5:17 pm-6:56 pm

Nonstop1h 39m

$217

OmahaChicago

OMA - MDW

OMAMDW

Omaha Eppley Airfield

Sat 5/31

7:51 pm-8:53 pm

1 stop25h 02m

Chicago Midway

Sat 6/7

8:15 pm-10:17 am

1 stop14h 02m

$222

OmahaChicago

OMA - ORD

OMAORD

Omaha Eppley Airfield

Thu 7/10

11:10 am-8:53 am

1 stop21h 43m

Chicago O'Hare Intl

Sat 7/12

7:00 am-6:53 pm

1 stop11h 53m

$232

OmahaChicago

OMA - ORD

OMAORD

Omaha Eppley Airfield

Sat 5/10

6:20 am-12:46 pm

1 stop6h 26m

Chicago O'Hare Intl

Sun 5/11

6:24 am-12:40 pm

1 stop6h 16m

$237

OmahaChicago

OMA - ORD

OMAORD

Omaha Eppley Airfield

Thu 7/3

1:35 pm-11:05 pm

1 stop9h 30m

Chicago O'Hare Intl

Wed 7/9

7:00 am-12:25 pm

1 stop5h 25m

$255

OmahaChicago

OMA - ORD

OMAORD

Omaha Eppley Airfield

Fri 5/9

6:43 pm-8:25 pm

Nonstop1h 42m

Chicago O'Hare Intl

Mon 5/12

8:47 am-10:30 am

Nonstop1h 43m

$256

OmahaChicago

OMA - MDW

OMAMDW

Omaha Eppley Airfield

Sat 7/19

8:00 am-1:02 pm

1 stop5h 02m

Chicago Midway

Wed 7/23

9:30 am-1:20 pm

1 stop3h 50m

$263

OmahaChicago

OMA - RFD

OMARFD

Omaha Eppley Airfield

Thu 5/15

4:41 pm-4:51 pm

1 stop24h 10m

Chicago Greater Rockford

Thu 5/22

12:28 pm-10:56 am

1 stop22h 28m

$313

OmahaChicago

OMA - ORD

OMAORD

Omaha Eppley Airfield

Fri 5/16

11:41 am-8:55 am

3 stops45h 14m

Chicago O'Hare Intl

Sun 5/18

9:02 pm-10:51 am

1 stop13h 49m

$338

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/15

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 April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
Justfly.comPrice Accuracy3 starsTrust Score*2 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 eDreams the most. eDreams 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 April 11, 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 $321). 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 April 16, 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 46% 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 30, 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 April 16, 2025.

The most flights from OMA to CHI are scheduled on a Wednesday (36 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (10 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 April 16, 2025.
Read reviews from past customers who have flown Alaska Airlines, Southwest 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.
Alaska Airlines
8.0
Very good
9,876 reviews

Comfort

7.9

Food

7.1

Boarding

8.2

Entertainment

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Alaska Airlines
8.0
Very good
9,876 reviews
Alaska Airlines
8.0
Very good
9,876 reviews

Comfort

7.9

Food

7.1

Boarding

8.2

Entertainment

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Southwest
8.0
Very good
4,282 reviews
Alaska Airlines
8.0
Very good
9,876 reviews

Comfort

7.9

Food

7.1

Boarding

8.2

Entertainment

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Delta
8.0
Very good
7,916 reviews
Alaska Airlines
8.0
Very good
9,876 reviews

Comfort

7.9

Food

7.1

Boarding

8.2

Entertainment

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
United Airlines
7.4
Good
8,665 reviews
Alaska Airlines
8.0
Very good
9,876 reviews

Comfort

7.9

Food

7.1

Boarding

8.2

Entertainment

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Allegiant Air
7.3
Good
734 reviews
Alaska Airlines
8.0
Very good
9,876 reviews

Comfort

7.9

Food

7.1

Boarding

8.2

Entertainment

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

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 27 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, Southwest ($217), American Airlines ($217), and Frontier ($222) offers the cheapest pricing from Omaha to Chicago. Southwest is currently priced 23% below the average price you’ll pay for this route.

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

    $99 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 United Airlines, with prices starting from $109 and $109, 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 Royal Jordanian (88%), Envoy Air (87%) or Air New Zealand (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 $148. While the most popular route (Omaha Eppley Airfield - Chicago O'Hare Intl) can be booked for $217 on average our data indicates $879 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 $321). 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
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 April 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$169Average$288FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$189Average$313FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$192Average$285FlexibilityNo cancel feeOn-time63%

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