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Cheap Flights from Kansas City to Chicago

Browse current best options from Kansas City. Become a member to unlock all deals and get alerts when new deals appear.

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Kansas City

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 Kansas City to Chicago

Explore current cheapest deals departing from Kansas City to Chicago

Round trip

Sort by: Cheapest

September 23 - October 20

Cheapest

Best

MCI - Chicago

$218

$165

Round trip

September 21 - October 20

MCI - Chicago

$216

$179

Round trip

October 5 - October 20

MCI - Chicago

$223

$179

Round trip

October 14 - October 20

MCI - Chicago

$251

$189

Round trip

September 23 - October 6

MCI - Chicago

$224

$190

Round trip

August 3 - August 10

Earliest

MCI - Chicago

$226

$200

Round trip

August 19 - August 24

MCI - Chicago

$266

$210

Round trip

August 5 - August 12

MCI - Chicago

$227

$210

Round trip

September 2 - September 9

MCI - Chicago

$218

$210

Round trip

September 2 - September 16

MCI - Chicago

$192

$210

Round trip

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Route Intelligence — 486,190 Searches this Week

Insights for flights from Kansas City to Chicago

Right now, only 1% of recent fares from Kansas City to Chicago are classified as a good price. For cheap flights from Kansas City to Chicago, prices typically range from $257–$744, with a median of $355. Current fares are above the typical level. New deals appear almost daily, suggesting frequent opportunities for savings.

When is the cheapest time to fly from Kansas City to Chicago? The most affordable month to fly is typically February, with a median fare of $175. January also offers lower prices, with a median of $210, followed by December at $266.

A typical journey from Kansas City to Chicago takes about 15h 58m, including connections. This route covers a distance of 650 km, making it a short-haul flight.

For direct flights from Kansas City to Chicago, a meaningful share are non-stop, though the rest connect at least once. Specifically, 44.2% of recent fares are non-stop. When connecting, most itineraries include 3 stopovers.

How much is a round trip from Kansas City to Chicago

Regular price: $182 - $287

Prices for flights from Kansas City to Chicago are currently below the regular range.

The regular price range for flights from Kansas City to Chicago is typically between $182 and $287. The current lowest deal is $165 with Frontier Airlines, for travel from Sep 23-Oct 20.

now $165

Low $182

High $287

The cheapest time to fly from Kansas City to Chicago

The cheapest month to fly from MKC to CHI is February, with a median price of $175. The most expensive month is June, with a median price of $459. Prices are generally lower from January to December.

February

Cheapest

Flights from $175

June

Most Expensive

Flights from $459

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Direct flights from Kansas City to Chicago

United Airlines

Last-minute flights going from Kansas City to Chicago

Tue, Jun 16

⌛ Last-Minute

MCI - Chicago

Kansas City (MCI) - Chicago (ORD)

Frontier Airlines

$396

$400

One-way

Tue, Jun 16

⌛ Last-Minute

MCI - Chicago

Kansas City (MCI) - Chicago (ORD)

Frontier Airlines

$493

$411

One-way

Thu, Jun 18

⌛ Last-Minute

MCI - Chicago

Kansas City (MCI) - Chicago (ORD)

Frontier Airlines

$484

$485

One-way

Fri, Jun 19

⌛ Last-Minute

MCI - Chicago

Kansas City (MCI) - Chicago (ORD)

Frontier Airlines

$484

$390

One-way

Fri, Jun 19

⌛ Last-Minute

MCI - Chicago

Kansas City (MCI) - Chicago (ORD)

Frontier Airlines

$489

$410

One-way

Sat, Jun 20

⌛ Last-Minute

MCI - Chicago

Kansas City (MCI) - Chicago (ORD)

Frontier Airlines

$413

$390

One-way

Biggest price drops on these dates for flights from Kansas City to Chicago

3 nights

Jun 19 - Jun 22

$484 → $390

19%

1 night

Jun 16 - Jun 17

$493 → $411

17%

2 nights

Jun 19 - Jun 21

$489 → $410

16%

1 night

Jun 29 - Jun 30

$381 → $311

18%

Popular Airports to fly from Kansas City to Chicago

Kansas City - Chicago route insights

💸 Price insights

Recent fares are above the typical level.

Recent fares from Kansas City to Chicago are above the typical level at $165.

📅 Best time to fly

February is historically the cheapest month to fly.

Historically, February is the cheapest month to fly, with a median price of $175.

⏱️ Flight duration

Flights typically take 15h 58m.

The median flight duration from Kansas City to Chicago is 15h 58m.

✈️ Airlines & availability

Deals are frequent on this route.

Deals from Kansas City to Chicago are frequent, with over 1 deal per day.

🏆 Airline highlight

Frontier Airlines offers a recent deal for $165.

A recent deal on Frontier Airlines from Kansas City to Chicago was found for $165.

🎯 Booking tip

Consider flying in February for better prices.

Historically, February offers the lowest median prices at $175 for this route.

Kansas City main airports to depart from

Kansas City International (MCI)

Cheapest

Kansas City International is a great option for flights from Kansas City to Chicago.

📍 ~25 km from Kansas City (reachable by car)

💸 Flights from ~$165

Chicago main airports to arrive at

O Hare International (ORD)

Cheapest

O'Hare International Airport is a good option for flights from Kansas City to Chicago.

📍 ~20 km from Chicago (reachable by car, train, and bus).

💸 Flights from ~$179

Chicago Midway International (MDW)

Chicago Midway International Airport is a convenient choice for flights from Kansas City to Chicago.

📍 ~15 km from Chicago (reachable by car, train, and bus).

💸 Flights from ~$190

Chicago Rockford International (RFD)

Chicago Rockford International Airport is an alternative for flights from Kansas City to Chicago.

📍 ~120 km from Chicago (reachable by car and bus).

💸 Flights from ~$280

Airports nearby Chicago used as alternative

General Mitchell International (MKE)

Cheapest

Milwaukee offers excellent proximity to Chicago with high-frequency flight options and direct rail access.

📍 ~135 km from Chicago (reachable by car, train)

💸 Flights from ~$212

South Bend International (SBN)

South Bend is a close alternative to Chicago, offering direct commuter rail access and easier airport experience.

📍 ~135 km from Chicago (reachable by car, train)

💸 Flights from ~$258

Gerald R. Ford International (GRR)

Grand Rapids is a major regional hub, a good alternative for travelers on the eastern side of Chicago.

📍 ~200 km from Chicago (reachable by car)

💸 Flights from ~$251

Dane County Regional (MSN)

Madison is a reliable regional airport with consistent service, offering a less congested travel experience.

📍 ~200 km from Chicago (reachable by car)

💸 Flights from ~$287

Fort Wayne International (FWA)

Fort Wayne provides stable regional service, useful for travelers in the southeastern Chicago suburbs.

📍 ~230 km from Chicago (reachable by car)

💸 Flights from ~$276

Business & First Class Flight Deals to Chicago

36% AI deal score

$676

From MCI

Elite

Oct 27

Chicago, United States

33% AI deal score

$940

Frequently Asked Questions About Flights to Chicago

Historically, the lowest prices for flights from Kansas City to Chicago are found when booking 14-27 days in advance. During this period, the average price across the trailing quarter was around $500. Booking 7-13 days out typically saw prices averaging $537, while waiting until 0-6 days before departure resulted in an average price of $738. For those planning further ahead, booking 60+ days out had an average price of $603.

Across the trailing 90 days, a good price for a flight from Kansas City to Chicago was typically $257 or less. The median price for this route was $355. Prices historically ranged up to $744 for the higher end of the market.

Historically, the cheapest months to fly from Kansas City to Chicago are February, with a median price of $175, and January, with a median price of $210. December also offered competitive prices, with a median of $266. The annual median price for this route was $355, indicating that these months typically offer significant savings compared to the yearly average.

Related routes

Consider alternative routes from Kansas City

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Cheap Flights from Kansas City to Chicago

Today’s best flight deals from Kansas City to Chicago

Unlock all 500+ flight deals to Chicago and get alerts when great deals appear

Route Intelligence — 486,190 Searches this Week

Insights for flights from Kansas City to Chicago

How much is a round trip from Kansas City to Chicago

The cheapest time to fly from Kansas City to Chicago

Direct flights from Kansas City to Chicago

Last-minute flights going from Kansas City to Chicago

Biggest price drops on these dates for flights from Kansas City to Chicago

Popular Airports to fly from Kansas City to Chicago

Kansas City - Chicago route insights

Recent fares are above the typical level.

February is historically the cheapest month to fly.

Flights typically take 15h 58m.

Deals are frequent on this route.

Frontier Airlines offers a recent deal for $165.

Consider flying in February for better prices.

Kansas City main airports to depart from

Chicago main airports to arrive at

Airports nearby Chicago used as alternative

Business & First Class Flight Deals to Chicago

Best Elite deals to Chicago

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Frequently Asked Questions About Flights to Chicago

How early should I book Kansas City to Chicago flights to get the cheapest price?

How early should I book Kansas City to Chicago flights to get the cheapest price?

How much should a flight from Kansas City to Chicago cost?

How much should a flight from Kansas City to Chicago cost?

What's the best month to fly from Kansas City to Chicago?