To Chicago

Cheap Flights from Omaha to Chicago

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Omaha

RatePunk searches hundreds of travel sites at once for deals on flights to Chicago

Prices updated 24 days ago

486,190 searches this week

171 airlines compared

80%+ AI score for best value

Fares are subject to change and may not be available for all dates. (Data last updated May 29, 2026.)

Today’s best flight deals from Omaha to Chicago

Explore current cheapest deals departing from Omaha to Chicago

Round trip

Sort by: Cheapest

October 13 - October 20

Cheapest

OMA - Chicago

$180

$216

Round trip

September 15 - September 16

Best

OMA - Chicago

$287

$234

Round trip

August 8 - August 12

OMA - Chicago

$165

$238

Round trip

September 17 - September 22

OMA - Chicago

$168

$238

Round trip

October 21 - October 26

OMA - Chicago

$185

$239

Round trip

October 15 - October 20

OMA - Chicago

$180

$245

Round trip

July 21 - July 24

Earliest

OMA - Chicago

$283

$246

Round trip

July 21 - July 28

Earliest

OMA - Chicago

$281

$250

Round trip

September 13 - October 1

OMA - Chicago

$258

$250

Round trip

August 16 - August 18

OMA - Chicago

$296

$251

Round trip

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Route Intelligence — 486,190 Searches this Week

Insights for flights from Omaha to Chicago

For travelers looking for cheap flights from Omaha to Chicago, February stands out as the most affordable month, with a median fare of just $169. Other budget-friendly options include January, with a median fare of $187, and April, where the median fare is $283. These months offer significantly lower prices compared to other times of the year, providing good opportunities for savings.

Fares for flights from Omaha to Chicago typically range from $303–$796, with a median price of $382. Right now, current fares are above the typical level for this route. New deals appear almost daily, suggesting that price fluctuations are common, and it may be beneficial to monitor prices regularly.

When flying from Omaha to Chicago, a meaningful share of itineraries are non-stop, while the rest connect once. Specifically, 40.7% of recent fares were for direct flights from Omaha to Chicago. For itineraries that include connections, the typical number of stopovers is 3, which can significantly extend travel time.

A typical journey from Omaha to Chicago takes about 23h 40m, including connections. This duration reflects the overall travel time, accounting for both direct flights and those with stopovers. Given that most itineraries connect at least once, this median time provides a realistic expectation for the total travel experience.

How much is a round trip from Omaha to Chicago

Regular price: $139 - $263

Prices for flights from Omaha to Chicago are currently within the regular range.

The regular price range for flights from Omaha to Chicago is between $139 and $263. The current lowest deal is $216 with United Airlines for travel from Oct 13-Oct 20.

now $216

Low $139

High $263

The cheapest time to fly from Omaha to Chicago

The cheapest month to fly from Omaha to Chicago is February, with a median price of $169. The most expensive month is June, with a median price of $509. Prices generally range from January to December.

February

Cheapest

Flights from $169

June

Most Expensive

Flights from $509

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Direct flights from Omaha to Chicago

United Airlines

Last-minute flights going from Omaha to Chicago

Tue, Jun 16

⌛ Last-Minute

OMA - Chicago

Omaha (OMA) - Chicago (ORD)

Frontier Airlines

$466

$410

One-way

Thu, Jun 18

⌛ Last-Minute

OMA - Chicago

Omaha (OMA) - Chicago (ORD)

Frontier Airlines

$457

$355

One-way

Thu, Jun 18

⌛ Last-Minute

OMA - Chicago

Omaha (OMA) - Chicago (ORD)

Frontier Airlines

$454

$412

One-way

Fri, Jun 19

⌛ Last-Minute

OMA - Chicago

Omaha (OMA) - Chicago (ORD)

Frontier Airlines

$464

$330

One-way

Fri, Jun 19

⌛ Last-Minute

OMA - Chicago

Omaha (OMA) - Chicago (ORD)

Frontier Airlines

$462

$342

One-way

Fri, Jun 19

⌛ Last-Minute

OMA - Chicago

Omaha (OMA) - Chicago (ORD)

Frontier Airlines

$390

$391

One-way

Biggest price drops on these dates for flights from Omaha to Chicago

1 night

Jun 19 - Jun 20

$464 → $330

29%

2 nights

Jun 19 - Jun 21

$462 → $342

26%

3 nights

Jun 18 - Jun 21

$457 → $355

22%

1 night

Jun 21 - Jun 22

$437 → $342

22%

Popular Airports to fly from Omaha to Chicago

Omaha - Chicago route insights

💸 Price insights

Recent fares are above the typical level

Recent fares for flights from Omaha to Chicago are above the typical level at $216.

📅 Best time to fly

February is historically the cheapest month to fly

Historically, February is the cheapest month to fly from Omaha to Chicago, with a median price of $169.

⏱️ Flight duration

Flights typically take 23h 40m

Flights from Omaha to Chicago typically take 23h 40m, covering a distance of 679 km.

✈️ Airlines & availability

40.7% of recent deals are direct

Historically, 40.7% of recent deals from Omaha to Chicago are for direct flights.

🏆 Airline highlight

United Airlines offers direct flights

United Airlines is one airline that offers direct flights from Omaha to Chicago.

🎯 Booking tip

Deals appear frequently

Historically, deals for flights from Omaha to Chicago appear frequently, with 1.03 deals per day.

Omaha main airports to depart from

Eppley Airfield (OMA)

Cheapest

Eppley Airfield is a good option for flights from Omaha to Chicago, often offering the cheapest fares.

📍 ~6 km from Omaha city center (reachable by car)

💸 Flights from ~$216

Chicago main airports to arrive at

O Hare International (ORD)

Cheapest

O'Hare International Airport is a good option for flights to Chicago, offering competitive prices.

📍 ~25 km from Chicago city center (reachable by various transport options)

💸 Flights from ~$216

Chicago Midway International (MDW)

Chicago Midway International Airport is another convenient choice for arriving in Chicago.

📍 ~15 km from Chicago city center (reachable by various transport options)

💸 Flights from ~$238

Chicago Rockford International (RFD)

Chicago Rockford International Airport serves the Chicago area, providing an alternative arrival point.

📍 ~120 km from Chicago city center (reachable by car)

💸 Flights from ~$250

Airports nearby Chicago used as alternative

General Mitchell International (MKE)

General Mitchell International offers high-frequency flight options and direct rail access to Chicago.

📍 ~135 km from Chicago (reachable by rail)

💸 Flights from ~$280

South Bend International (SBN)

Cheapest

South Bend International is a close alternative to Chicago with direct commuter rail connections.

📍 ~130 km from Chicago (reachable by rail)

💸 Flights from ~$266

Gerald R. Ford International (GRR)

Gerald R. Ford International is a major regional hub, good for travelers on Chicago's eastern side.

📍 ~220 km from Chicago (reachable by car)

💸 Flights from ~$281

Dane County Regional (MSN)

Dane County Regional is a reliable regional airport, less congested than major Chicago hubs.

📍 ~200 km from Chicago (reachable by car)

💸 Flights from ~$289

Fort Wayne International (FWA)

Fort Wayne International is an alternative for travelers in Chicago's southeastern suburbs.

📍 ~230 km from Chicago (reachable by car)

💸 Flights from ~$298

Business & First Class Flight Deals to Chicago

44% AI deal score

$519

From OMA

Chicago, United States

29% AI deal score

$2,456

Frequently Asked Questions About Flights to Chicago

Historically, the optimal booking window for flights from Omaha to Chicago is typically 7-13 days before departure. During this period, the average price observed was $422. Booking within 0-6 days of departure saw an average price of $476. For bookings made 60+ days out, the average price was notably higher at $701, based on data from the trailing 90 days.

Across the trailing quarter, a good price for a flight from Omaha to Chicago is considered to be $303 or less. The median price for this route was $382. Prices can vary, with 75% of observed fares being $796 or less over the 90-day period.

Historically, the cheapest months to fly from Omaha to Chicago are February, with a median price of $169, and January, with a median price of $187. April also shows a relatively lower median price of $283. The annual median price for this route is $382, based on data from the trailing 270 days.

Related routes

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