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$55+ 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 8/18. Fares are subject to change and may not be available on all flights or dates of travel.
OMA — CHI
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheapflights Tip: The best prices from Omaha Eppley Airfield to Chicago are usually found in January or August, 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 June 12, 2025.

Round-trip from

$208
(Delta)

One-way from

$55
(Southwest)

Popular in

March

Cheapest in

January

Average price

$297

Good round-trip deal

$308 or less

Good one-way deal

$186 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. 7% potential increase in price ($22 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 12, 2025.

This American Airlines deal was found by Cheapflights users on 6/12. 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.
Thu 7/316:00 amOMA - ORD
Nonstop1h 43mAmerican Airlines
Thu 8/77:05 amORD - OMA
Nonstop1h 42mAmerican Airlines
Deal found 6/12$203
This Southwest deal was found by Cheapflights users on 6/12. 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 9/45:20 amOMA - ORD
2 stops10h 00mSouthwest
Mon 9/812:40 pmORD - OMA
1 stop6h 25mSouthwest
Deal found 6/12$204
This Delta deal was found by Cheapflights users on 6/11. 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 8/56:30 amOMA - ORD
1 stop3h 46mDelta
Tue 8/126:10 amORD - OMA
1 stop6h 27mDelta
Deal found 6/11$208
This Southwest deal was found by Cheapflights users on 6/11. 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 7/286:05 pmOMA - MDW
1 stop3h 20mSouthwest
Mon 8/412:35 pmMDW - OMA
Nonstop1h 30mSouthwest
Deal found 6/11$213
This United Airlines deal was found by Cheapflights users on 6/10. 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.
Mon 8/46:00 amOMA - ORD
Nonstop1h 51mUnited Airlines
Sat 8/98:50 amORD - OMA
Nonstop1h 42mUnited Airlines
Deal found 6/10$214
This Delta deal was found by Cheapflights users on 6/10. 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 8/52:03 pmOMA - MDW
1 stop4h 37mDelta
Fri 8/89:25 amMDW - OMA
1 stop3h 58mDelta
Deal found 6/10$247
This FlightHub deal was found by Cheapflights users on 6/12. 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 8/217:59 pmOMA - ORD
1 stop14h 38mFrontier
Fri 8/296:00 amORD - OMA
1 stop13h 50mFrontier
Deal found 6/12$255
This Mytrip deal was found by Cheapflights users on 6/11. 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.
Tue 8/58:51 amOMA - RFD
1 stop26h 06mAllegiant Air
Wed 8/61:30 pmRFD - OMA
1 stop28h 17mAllegiant Air
Deal found 6/11$257
This Mytrip deal was found by Cheapflights users on 6/11. 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.
Mon 6/3011:36 amOMA - ORD
2 stops22h 02mMultiple Airlines
Tue 7/111:50 amORD - OMA
1 stop22h 58mMultiple Airlines
Deal found 6/11$292
This FlightHub deal was found by Cheapflights users on 6/10. 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 9/258:47 pmOMA - MDW
1 stop25h 51mFrontier
Sun 9/287:56 pmMDW - OMA
1 stop23h 56mFrontier
Deal found 6/10$341
This Mytrip deal was found by Cheapflights users on 6/12. 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 7/1911:58 amOMA - RFD
2 stops23h 56mMultiple Airlines
Mon 7/218:04 pmRFD - OMA
1 stop11h 57mMultiple Airlines
Deal found 6/12$369
This Mytrip deal was found by Cheapflights users on 6/9. 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 7/179:56 amOMA - MDW
2 stops23h 45mAllegiant Air
Mon 7/212:54 pmMDW - OMA
2 stops17h 07mAllegiant Air
Deal found 6/9$457

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 June 12, 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 7/31

6:00 am-7:43 am

Nonstop1h 43m

Chicago O'Hare Intl

Thu 8/7

7:05 am-8:47 am

Nonstop1h 42m

$203

OmahaChicago

OMA - ORD

OMAORD

Omaha Eppley Airfield

Thu 9/4

5:20 am-3:20 pm

2 stops10h 00m

Chicago O'Hare Intl

Mon 9/8

12:40 pm-7:05 pm

1 stop6h 25m

$204

OmahaChicago

OMA - ORD

OMAORD

Omaha Eppley Airfield

Tue 8/5

6:30 am-10:16 am

1 stop3h 46m

Chicago O'Hare Intl

Tue 8/12

6:10 am-12:37 pm

1 stop6h 27m

$208

OmahaChicago

OMA - MDW

OMAMDW

Omaha Eppley Airfield

Mon 7/28

6:05 pm-9:25 pm

1 stop3h 20m

Chicago Midway

Mon 8/4

12:35 pm-2:05 pm

Nonstop1h 30m

$213

OmahaChicago

OMA - ORD

OMAORD

Omaha Eppley Airfield

Mon 8/4

6:00 am-7:51 am

Nonstop1h 51m

Chicago O'Hare Intl

Sat 8/9

8:50 am-10:32 am

Nonstop1h 42m

$214

OmahaChicago

OMA - MDW

OMAMDW

Omaha Eppley Airfield

Tue 8/5

2:03 pm-6:40 pm

1 stop4h 37m

Chicago Midway

Fri 8/8

9:25 am-1:23 pm

1 stop3h 58m

$247

OmahaChicago

OMA - ORD

OMAORD

Omaha Eppley Airfield

Thu 8/21

7:59 pm-10:37 am

1 stop14h 38m

Chicago O'Hare Intl

Fri 8/29

6:00 am-7:50 pm

1 stop13h 50m

$255

OmahaChicago

OMA - RFD

OMARFD

Omaha Eppley Airfield

Tue 8/5

8:51 am-10:57 am

1 stop26h 06m

Chicago Greater Rockford

Wed 8/6

1:30 pm-5:47 pm

1 stop28h 17m

$257

OmahaChicago

OMA - ORD

OMAORD

Omaha Eppley Airfield

Mon 6/30

11:36 am-9:38 am

2 stops22h 02m

Chicago O'Hare Intl

Tue 7/1

11:50 am-10:48 am

1 stop22h 58m

$292

OmahaChicago

OMA - MDW

OMAMDW

Omaha Eppley Airfield

Thu 9/25

8:47 pm-10:38 pm

1 stop25h 51m

Chicago Midway

Sun 9/28

7:56 pm-7:52 pm

1 stop23h 56m

$341

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Showing 1-10 of 24 results
1
2
3

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 June 9, 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 June 12, 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 42% 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 June 8, 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.

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 June 12, 2025.

The most flights from OMA to CHI are scheduled on a Wednesday (47 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (15 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 June 12, 2025.
Read reviews from past customers who have flown Southwest, Delta and United Airlines 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
8.0
Very good
4,287 reviews

Overall

8.0

Entertainment

7.6

Food

7.1

Boarding

8.2

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Overall

8.0

Entertainment

7.6

Food

7.1

Boarding

8.2

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,950 reviews
Southwest
8.0
Very good
4,287 reviews

Overall

8.0

Entertainment

7.6

Food

7.1

Boarding

8.2

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,790 reviews
Southwest
8.0
Very good
4,287 reviews

Overall

8.0

Entertainment

7.6

Food

7.1

Boarding

8.2

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Allegiant Air
7.3
Good
725 reviews
Southwest
8.0
Very good
4,287 reviews

Overall

8.0

Entertainment

7.6

Food

7.1

Boarding

8.2

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,287 reviews

Overall

8.0

Entertainment

7.6

Food

7.1

Boarding

8.2

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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 37 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, Delta ($208), American Airlines ($209), and Southwest ($213) offers the cheapest pricing from Omaha to Chicago. Delta is currently priced 26% below the average price you’ll pay for this route.

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

    $55 is the cheapest one-way deal found within the past few days, from Southwest. You may also be able to find cheap deals on United Airlines and American Airlines, with prices starting from $55 and $85, 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 GoJet (100%), Japan Airlines (98%) or ANA (93%) 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 $108. While the most popular route (Omaha Eppley Airfield - Chicago O'Hare Intl) can be booked for $109 on average our data indicates $1,653 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
Lansing
Benton Harbor
Porter
Hammond
Valparaiso
Chesterton

Browse thousands of different options on Cheapflights for your next trip

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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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$154Average$279FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$192Average$287FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$193Average$326FlexibilityNo cancel feeOn-time69%

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