Chicago

$64+ 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 10/16. Fares are subject to change and may not be available on all flights or dates of travel.
OMA — CHI
Jul 8 — Jul 151
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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 July 3, 2025.

Round-trip from

$168
(Southwest)

One-way from

$64
(Mytrip)

Popular in

March

Cheapest in

August

Average price

$276

Good round-trip deal

$311 or less

Good one-way deal

$183 or less
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 ($22 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Average for round-trip flights in July 2025
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).

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 July 3, 2025.

This Southwest deal was found by Cheapflights users on 7/2. 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 8/97:25 amOMA - MDW
Nonstop1h 25mSouthwest
Mon 8/119:00 pmMDW - OMA
Nonstop1h 25mSouthwest
Deal found 7/2$168
This United Airlines deal was found by Cheapflights users on 6/30. 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.
Sat 8/233:18 pmOMA - ORD
Nonstop1h 47mUnited Airlines
Mon 8/258:05 pmORD - OMA
Nonstop1h 43mUnited Airlines
Deal found 6/30$168
This Southwest deal was found by Cheapflights users on 6/30. 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 8/215:20 amOMA - ORD
2 stops11h 05mSouthwest
Mon 8/252:55 pmORD - OMA
2 stops8h 00mSouthwest
Deal found 6/30$173
This Delta deal was found by Cheapflights users on 7/1. 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 8/76:30 amOMA - MDW
1 stop5h 59mDelta
Tue 8/129:31 amMDW - OMA
1 stop3h 57mDelta
Deal found 7/1$177
This Delta deal was found by Cheapflights users on 7/1. 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.
Wed 9/36:30 amOMA - ORD
1 stop3h 50mDelta
Tue 9/96:10 amORD - OMA
1 stop4h 03mDelta
Deal found 7/1$177
This American Airlines deal was found by Cheapflights users on 7/1. 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.
Tue 7/299:03 amOMA - ORD
Nonstop1h 38mAmerican Airlines
Tue 8/510:28 pmORD - OMA
Nonstop1h 31mAmerican Airlines
Deal found 7/1$187
This Frontier deal was found by Cheapflights users on 7/2. 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 9/82:16 pmOMA - ORD
1 stop9h 43mFrontier
Sun 9/1410:42 amORD - OMA
1 stop8h 13mFrontier
Deal found 7/2$241
This Mytrip deal was found by Cheapflights users on 7/3. 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 8/36:37 pmOMA - RFD
1 stop17h 33mAllegiant Air
Mon 8/48:04 pmRFD - OMA
1 stop11h 57mAllegiant Air
Deal found 7/3$270
This Frontier deal was found by Cheapflights users on 7/2. 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.
Thu 7/3111:10 amOMA - MDW
1 stop9h 12mFrontier
Sat 8/29:12 pmMDW - OMA
1 stop13h 04mFrontier
Deal found 7/2$274
This Mytrip deal was found by Cheapflights users on 7/3. 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 7/316:37 pmOMA - RFD
1 stop17h 33mMultiple Airlines
Thu 8/79:21 amRFD - OMA
2 stops25h 27mMultiple Airlines
Deal found 7/3$338

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 July 3, 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 8/9

7:25 am-8:50 am

Nonstop1h 25m

Chicago Midway

Mon 8/11

9:00 pm-10:25 pm

Nonstop1h 25m

$168

OmahaChicago

OMA - ORD

OMAORD

Omaha Eppley Airfield

Sat 8/23

3:18 pm-5:05 pm

Nonstop1h 47m

Chicago O'Hare Intl

Mon 8/25

8:05 pm-9:48 pm

Nonstop1h 43m

$168

OmahaChicago

OMA - ORD

OMAORD

Omaha Eppley Airfield

Thu 8/21

5:20 am-4:25 pm

2 stops11h 05m

Chicago O'Hare Intl

Mon 8/25

7:00 am-7:05 pm

1 stop12h 05m

$173

OmahaChicago

OMA - MDW

OMAMDW

Omaha Eppley Airfield

Thu 8/7

6:30 am-12:29 pm

1 stop5h 59m

Chicago Midway

Tue 8/12

9:31 am-1:28 pm

1 stop3h 57m

$177

OmahaChicago

OMA - ORD

OMAORD

Omaha Eppley Airfield

Wed 9/3

6:30 am-10:20 am

1 stop3h 50m

Chicago O'Hare Intl

Tue 9/9

6:10 am-10:13 am

1 stop4h 03m

$177

OmahaChicago

OMA - ORD

OMAORD

Omaha Eppley Airfield

Tue 7/29

9:03 am-10:41 am

Nonstop1h 38m

Chicago O'Hare Intl

Tue 8/5

10:28 pm-11:59 pm

Nonstop1h 31m

$187

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

10:42 am-6:55 pm

1 stop8h 13m

$241

OmahaChicago

OMA - RFD

OMARFD

Omaha Eppley Airfield

Sun 8/3

6:37 pm-12:10 pm

1 stop17h 33m

Chicago Greater Rockford

Mon 8/4

8:04 pm-8:01 am

1 stop11h 57m

$270

OmahaChicago

OMA - MDW

OMAMDW

Omaha Eppley Airfield

Thu 7/31

11:10 am-8:22 pm

1 stop9h 12m

Chicago Midway

Sat 8/2

9:12 pm-10:16 am

1 stop13h 04m

$274

OmahaChicago

OMA - RFD

OMARFD

Omaha Eppley Airfield

Thu 7/31

6:37 pm-12:10 pm

1 stop17h 33m

Chicago Greater Rockford

Thu 8/7

9:21 am-10:48 am

2 stops25h 27m

$338

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

Showing 1-10 of 21 results
1
2
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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 June 27, 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 July 3, 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 June 29, 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 July 3, 2025.

The most flights from OMA to CHI are scheduled on a Thursday (45 on average). You will have fewer flight options on Friday, which is when the least amount of flights are scheduled (7 on average).

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 July 3, 2025.
See what other customers who have flown with Southwest, Delta, and United 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.

Entertainment

7.6

Crew

8.6

Food

7.0

Comfort

8.0

Boarding

8.2

Overall

8.0

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.

Entertainment

7.6

Crew

8.6

Food

7.0

Comfort

8.0

Boarding

8.2

Overall

8.0

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.
8.0
Very good

Entertainment

7.6

Crew

8.6

Food

7.0

Comfort

8.0

Boarding

8.2

Overall

8.0

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.

Entertainment

7.6

Crew

8.6

Food

7.0

Comfort

8.0

Boarding

8.2

Overall

8.0

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.

Entertainment

7.6

Crew

8.6

Food

7.0

Comfort

8.0

Boarding

8.2

Overall

8.0

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.

Entertainment

7.6

Crew

8.6

Food

7.0

Comfort

8.0

Boarding

8.2

Overall

8.0

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 20 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 ($168), United Airlines ($168), and Delta ($177) offers the cheapest pricing from Omaha to Chicago. Southwest is currently priced 40% below the average price you’ll pay for this route.

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

    $64 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 $69 and $69, respectively.

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

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

    Consider Japan Airlines (95%), ANA (92%) or Aer Lingus (83%) 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 $143. While the most popular route (Omaha Eppley Airfield - Chicago O'Hare Intl) can be booked for $137 on average our data indicates $1,697 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

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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 July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$114Average$280FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$191Average$322FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$192Average$292FlexibilityNo cancel feeOn-time63%

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