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$81+ 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 9/29. Fares are subject to change and may not be available on all flights or dates of travel.
OMA — CHI
Aug 23 — Aug 301
Sat 8/23
Sat 8/30
1 adult, Economy
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Cheapflights Tip: The best prices from Omaha Eppley Airfield to Chicago are usually found in August or November, 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 August 18, 2025.

Round-trip from

$171
(FlightHub)

One-way from

$81
(Priceline)

Popular in

March

Cheapest in

August

Average price

$243

Good round-trip deal

$254 or less

Good one-way deal

$180 or less
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 ($20 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in August 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 August 18, 2025.

This FlightHub deal was found by Cheapflights users on 8/17. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/58:35 pmOMA - ORD
1 stop24h 53mFrontier
Mon 9/86:00 amORD - OMA
1 stop7h 21mFrontier
Deal found 8/17$171
This FlightHub deal was found by Cheapflights users on 8/16. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/168:59 pmOMA - ORD
1 stop12h 37mFrontier
Sat 10/187:05 amORD - OMA
1 stop12h 59mFrontier
Deal found 8/16$176
This FlightHub deal was found by Cheapflights users on 8/15. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/82:16 pmOMA - ORD
1 stop9h 43mFrontier
Mon 9/156:00 amORD - OMA
1 stop7h 21mFrontier
Deal found 8/15$186
This FlightHub deal was found by Cheapflights users on 8/17. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/82:16 pmOMA - ORD
1 stop9h 43mFrontier
Sun 9/146:00 amORD - OMA
1 stop12h 55mFrontier
Deal found 8/17$198
This FlightHub deal was found by Cheapflights users on 8/17. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/198:35 pmOMA - ORD
1 stop24h 53mFrontier
Sun 9/216:00 amORD - OMA
1 stop12h 55mFrontier
Deal found 8/17$201
This FlightHub deal was found by Cheapflights users on 8/16. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/117:48 pmOMA - ORD
1 stop13h 49mFrontier
Thu 9/186:00 amORD - OMA
1 stop12h 55mFrontier
Deal found 8/16$209
This Kiwi.com deal was found by Cheapflights users on 8/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/108:59 pmOMA - ORD
1 stop26h 54mFrontier
Sat 10/187:05 amORD - OMA
1 stop12h 59mFrontier
Deal found 8/16$211
This FlightHub deal was found by Cheapflights users on 8/17. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/117:48 pmOMA - ORD
1 stop13h 49mFrontier
Sun 9/146:00 amORD - OMA
1 stop12h 55mFrontier
Deal found 8/17$213
This Kiwi.com deal was found by Cheapflights users on 8/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/108:59 pmOMA - ORD
1 stop26h 54mFrontier
Thu 10/306:00 amORD - OMA
1 stop12h 51mFrontier
Deal found 8/16$216
This Southwest deal was found by Cheapflights users on 8/18. 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.
Tue 10/73:35 pmOMA - MDW
Nonstop1h 25mSouthwest
Wed 10/810:20 amMDW - OMA
Nonstop1h 30mSouthwest
Deal found 8/18$217
This Southwest deal was found by Cheapflights users on 8/17. 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.
Mon 9/154:20 pmOMA - MDW
Nonstop1h 25mSouthwest
Wed 10/11:30 pmMDW - OMA
Nonstop1h 30mSouthwest
Deal found 8/17$225
This Southwest deal was found by Cheapflights users on 8/17. 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 9/114:20 pmOMA - MDW
Nonstop1h 25mSouthwest
Mon 9/159:00 pmMDW - OMA
Nonstop1h 25mSouthwest
Deal found 8/17$233

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 August 18, 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 - ORD

OMAORD

Omaha Eppley Airfield

Thu 9/4

7:48 pm-9:37 am

1 stop13h 49m

Chicago O'Hare Intl

Mon 9/8

6:00 am-1:21 pm

1 stop7h 21m

$171

OmahaChicago

OMA - ORD

OMAORD

Omaha Eppley Airfield

Fri 9/5

8:35 pm-9:28 pm

1 stop24h 53m

Chicago O'Hare Intl

Mon 9/8

6:00 am-1:21 pm

1 stop7h 21m

$171

OmahaChicago

OMA - ORD

OMAORD

Omaha Eppley Airfield

Fri 9/19

8:35 pm-9:28 pm

1 stop24h 53m

Chicago O'Hare Intl

Mon 9/22

6:00 am-1:21 pm

1 stop7h 21m

$171

OmahaChicago

OMA - ORD

OMAORD

Omaha Eppley Airfield

Sat 10/25

8:59 pm-9:36 am

1 stop12h 37m

Chicago O'Hare Intl

Thu 10/30

6:00 am-6:51 pm

1 stop12h 51m

$176

OmahaChicago

OMA - ORD

OMAORD

Omaha Eppley Airfield

Thu 10/16

8:59 pm-9:36 am

1 stop12h 37m

Chicago O'Hare Intl

Sat 10/18

7:05 am-8:04 pm

1 stop12h 59m

$176

OmahaChicago

OMA - ORD

OMAORD

Omaha Eppley Airfield

Mon 9/8

2:16 pm-11:59 pm

1 stop9h 43m

Chicago O'Hare Intl

Mon 9/15

6:00 am-1:21 pm

1 stop7h 21m

$186

OmahaChicago

OMA - ORD

OMAORD

Omaha Eppley Airfield

Mon 9/8

2:16 pm-11:59 pm

1 stop9h 43m

Chicago O'Hare Intl

Sun 9/14

6:00 am-6:55 pm

1 stop12h 55m

$198

OmahaChicago

OMA - ORD

OMAORD

Omaha Eppley Airfield

Fri 9/19

8:35 pm-9:28 pm

1 stop24h 53m

Chicago O'Hare Intl

Sun 9/21

6:00 am-6:55 pm

1 stop12h 55m

$201

OmahaChicago

OMA - MDW

OMAMDW

Omaha Eppley Airfield

Tue 10/7

5:55 pm-7:25 pm

Nonstop1h 30m

Chicago Midway

Wed 10/8

10:20 am-11:50 am

Nonstop1h 30m

$217

OmahaChicago

OMA - MDW

OMAMDW

Omaha Eppley Airfield

Mon 9/15

4:20 pm-5:45 pm

Nonstop1h 25m

Chicago Midway

Wed 10/1

1:30 pm-3:00 pm

Nonstop1h 30m

$225

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/15

Showing 1-10 of 30 results
1
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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 August 8, 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 August 18, 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 in the morning could potentially save you up to 41% 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 August 17, 2025.

Travelers seeking maximum savings on their Omaha to Chicago flight should consider departing on Thursday 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.

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

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 August 18, 2025.
See what other customers who have flown with Southwest, United Airlines, and American 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.
Southwest
8.0
Very good
4,246 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
United Airlines
7.4
Good
8,925 reviews
Southwest
8.0
Very good
4,246 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

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 24 daily outbound flights to Chicago from 3 different airlines.

  • How long is the flight from Omaha to Chicago?

    Airlines like Frontier, Southwest, and Allegiant Air fly from Omaha to Chicago in about 1h 30m. The time it takes to get you to your destination can typically vary by up to 12h 19m. Omaha and Chicago are separated by a distance of 422 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, American Airlines ($129), Southwest ($192), and United Airlines ($192) offers the cheapest pricing from Omaha to Chicago. American Airlines is currently priced 54% below the average price you’ll pay for this route.

  • 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 GoJet (100%), Japan Airlines (84%) or ANA (84%) 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 $99. While the most popular route (Omaha Eppley Airfield - Chicago O'Hare Intl) can be booked for $166 on average our data indicates $1,060 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 Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
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 August 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$129Average$276FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$192Average$288FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$192Average$327FlexibilityNo cancel feeOn-time69%

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