What is the cheapest airline that flies from Cincinnati Cinci./N. Kentucky to Chicago?

United Airlines, Southwest, and Frontier are the most popular carriers operating from Cincinnati Cinci./N. Kentucky to Chicago

How many flights depart from Cincinnati to Chicago on average per week?

As of September 2025, 426 flights take off from Cincinnati and land in Chicago each week. The most common flight departure day for this route is Fri, with 17% of weekly flights taking off on this day.

How many flights depart from Cincinnati to Chicago on average per day?

The number of flights available between Cincinnati and Chicago is 60 per day as of September 2025. The most frequent departure time is 4:00PM, with 46% of daily flights leaving in the afternoon.

What airlines fly to Chicago?

American Airlines, United Airlines and Southwest are the top three most popular airlines that fly to Chicago from Cincinnati according to our data. American Airlines is the first choice among our users, with 51% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 4 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

When did momondo last update prices for flights from Cincinnati Cinci./N. Kentucky Airport to Chicago?

Prices for flights from Cincinnati Cinci./N. Kentucky Airport to Chicago were last updated today.

How many operators does momondo search for flights from Cincinnati Cinci./N. Kentucky Airport to Chicago?

As of September 2025, there are 4 operators available to choose from for flights from Cincinnati Cinci./N. Kentucky Airport to Chicago.

How old do you have to be to fly from Cincinnati Cinci./N. Kentucky Airport to Chicago?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Cincinnati Cinci./N. Kentucky Airport to Chicago.

What documentation or ID do you need to fly to Chicago?

The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$51 Cheap Flights from Cincinnati to Chicago in 2025/26

Q: What is the typical price of a round-trip flight between Cincinnati and Chicago?

Prices are currently low for flights on this route. Typical prices usually range from $231 to $545. The lowest price recently found on this route was $177.

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Find the cheapest flights from Cincinnati to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

11:49 am - 6:18 pmCVG-MDW

7h 29m1 stop

6:00 am - 2:15 pmMDW-CVG

7h 15m1 stop

$177Delta

Find Deal

Sat, Nov 15 - Wed, Nov 19

4:53 pm - 10:14 pmCVG-ORD

6h 21m1 stop

6:15 am - 11:05 amORD-CVG

3h 50m1 stop

$177Delta

Find Deal

Wed, Oct 1 - Sat, Oct 4

7:00 am - 7:26 amCVG-ORD

1h 26mnonstop

8:37 am - 2:07 pmORD-CVG

4h 30m1 stop

$178American Airlines

Find Deal

Wed, Oct 1 - Sat, Oct 4

2:50 pm - 3:00 pmCVG-MDW

1h 10mnonstop

10:00 am - 12:05 pmMDW-CVG

1h 05mnonstop

$182Southwest

Find Deal

Wed, Oct 1 - Sat, Oct 4

7:49 pm - 8:19 pmCVG-ORD

1h 30mnonstop

9:33 pm - 11:59 pmORD-CVG

1h 26mnonstop

$184American Airlines

Find Deal

Thu, Oct 9 - Thu, Oct 16

11:00 am - 10:03 pmCVG-MDW

12h 03m2 stops

6:15 am - 5:10 pmMDW-CVG

9h 55m1 stop

$186Frontier

Find Deal

Thu, Nov 6 - Mon, Nov 17

11:00 am - 12:11 amCVG-ORD

14h 11m2 stops

5:05 am - 5:10 pmORD-CVG

11h 05m1 stop

$186Frontier

Find Deal

Thu, Nov 6 - Mon, Nov 17

1:15 pm - 5:25 pmCVG-MDW

5h 10m1 stop

10:00 am - 12:05 pmMDW-CVG

1h 05mnonstop

$192Southwest

Find Deal

Wed, Oct 1 - Sat, Oct 4

2:05 pm - 2:39 pmCVG-ORD

1h 34mnonstop

9:27 pm - 11:52 pmORD-CVG

1h 25mnonstop

$217United Airlines

Find Deal

Tue, Oct 14 - Wed, Oct 15

7:41 pm - 8:23 pmCVG-ORD

1h 42mnonstop

6:15 pm - 8:46 pmORD-CVG

1h 31mnonstop

$247United Airlines

Find Deal

Thu, Oct 9 - Sat, Oct 11

American Airlines flights from Cincinnati to Chicago

Our best American Airlines deals on Cincinnati to Chicago flight tickets

American Airlines

Oct 1

CVG7:00 amCincinnati Cinci./N. Kentucky

1h 26m

ORD7:26 amChicago O'Hare Intl

Oct 4

ORD8:37 amChicago O'Hare Intl

4h 30m

1 stop

CVG2:07 pmCincinnati Cinci./N. Kentucky

$178

Find similar

American Airlines

Oct 9

CVG7:49 pmCincinnati Cinci./N. Kentucky

1h 30m

ORD8:19 pmChicago O'Hare Intl

Oct 16

ORD9:33 pmChicago O'Hare Intl

1h 26m

CVG11:59 pmCincinnati Cinci./N. Kentucky

$184

Find similar

American Airlines

Nov 15

CVG12:56 pmCincinnati Cinci./N. Kentucky

1h 33m

ORD1:29 pmChicago O'Hare Intl

Nov 19

ORD7:28 pmChicago O'Hare Intl

1h 26m

CVG9:54 pmCincinnati Cinci./N. Kentucky

$232

Find similar

United Airlines flights from Cincinnati to Chicago

Our best United Airlines deals on Cincinnati to Chicago flight tickets

United Airlines

Oct 14

CVG2:05 pmCincinnati Cinci./N. Kentucky

1h 34m

ORD2:39 pmChicago O'Hare Intl

Oct 15

ORD9:27 pmChicago O'Hare Intl

1h 25m

CVG11:52 pmCincinnati Cinci./N. Kentucky

$217

Find similar

United Airlines

Oct 9

CVG7:41 pmCincinnati Cinci./N. Kentucky

1h 42m

ORD8:23 pmChicago O'Hare Intl

Oct 11

ORD6:15 pmChicago O'Hare Intl

1h 31m

CVG8:46 pmCincinnati Cinci./N. Kentucky

$247

Find similar

United Airlines

Sep 29

CVG2:05 pmCincinnati Cinci./N. Kentucky

1h 34m

ORD2:39 pmChicago O'Hare Intl

Oct 2

ORD4:15 pmChicago O'Hare Intl

1h 27m

CVG6:42 pmCincinnati Cinci./N. Kentucky

$373

Find similar

Fly from

Fly to

Route

Depart

Return

Price

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Sat 11/15

11:49 am-6:18 pm

1 stop7h 29m

Chicago Midway

Wed 11/19

6:00 am-2:15 pm

1 stop7h 15m

$177

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Wed 10/1

4:53 pm-10:14 pm

1 stop6h 21m

Chicago O'Hare Intl

Sat 10/4

6:15 am-11:05 am

1 stop3h 50m

$177

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Wed 10/1

7:00 am-7:26 am

Nonstop1h 26m

Chicago O'Hare Intl

Sat 10/4

8:37 am-2:07 pm

1 stop4h 30m

$178

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Wed 10/1

2:50 pm-3:00 pm

Nonstop1h 10m

Chicago Midway

Sat 10/4

10:00 am-12:05 pm

Nonstop1h 05m

$182

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Thu 10/9

7:49 pm-8:19 pm

Nonstop1h 30m

Chicago O'Hare Intl

Thu 10/16

9:33 pm-11:59 pm

Nonstop1h 26m

$184

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Thu 11/6

11:00 am-10:03 pm

2 stops12h 03m

Chicago Midway

Mon 11/17

6:15 am-5:10 pm

1 stop9h 55m

$186

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Thu 11/6

11:00 am-12:11 am

2 stops14h 11m

Chicago O'Hare Intl

Mon 11/17

5:05 am-5:10 pm

1 stop11h 05m

$186

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Wed 10/1

1:15 pm-5:25 pm

1 stop5h 10m

Chicago Midway

Sat 10/4

10:00 am-12:05 pm

Nonstop1h 05m

$192

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Tue 10/14

2:05 pm-2:39 pm

Nonstop1h 34m

Chicago O'Hare Intl

Wed 10/15

9:27 pm-11:52 pm

Nonstop1h 25m

$217

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Thu 10/9

7:41 pm-8:23 pm

Nonstop1h 42m

Chicago O'Hare Intl

Sat 10/11

6:15 pm-8:46 pm

Nonstop1h 31m

$247

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Cincinnati to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the typical price of a round-trip flight between Cincinnati and Chicago?

What is the cheapest month to fly to Chicago?

The month of April is, on average, the cheapest month to fly to Chicago from Cincinnati, with most prices found around $160. If you’re not able to fly to Chicago in April, then March is your next best option. Flight prices from Cincinnati to Chicago during March average around $235.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $522. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Cincinnati to Chicago for around $682.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Cincinnati to Chicago during this time can be as low as $496. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $937.

What is the cheapest Cincinnati Cinci./N. Kentucky to Chicago flight route?

Fly from Cincinnati Cinci./N. Kentucky to Chicago Midway for the best Cincinnati Cinci./N. Kentucky - Chicago flight prices

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from Cincinnati when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $290 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Cincinnati for as low as $236 on momondo.

What cabin class options are available on Cincinnati Cinci./N. Kentucky to Chicago flights?

There are 4 cabin classes available to choose from on Cincinnati Cinci./N. Kentucky to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Cincinnati to Chicago flights?

You could potentially save up to 3% on your flight if you consider stops on a Cincinnati to Chicago flight.

How have Cincinnati to Chicago flight prices changed over time?

As of September 2025, prices for Cincinnati to Chicago flights are approximately 7% more expensive when compared to flights at the same time last year.

When to book flights from Cincinnati to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Cincinnati to Chicago according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Cincinnati to Chicago (CVG to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Cincinnati to Chicago

Best Price Found	$153
Fastest flight time	1h 05m
Direct flights	Every day
Airports in Chicago	2 airports

The best one-way flight to Chicago from Cincinnati in the past 72 hours is $153. The best round-trip flight deal from Cincinnati to Chicago found on momondo in the last 72 hours is $330.

The fastest flight from Cincinnati to Chicago takes 1h 05m

Direct flights go from Cincinnati to Chicago every day.

There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

Search flight deals

How far is Cincinnati Cinci./N. Kentucky to Chicago by plane?
A flight from Cincinnati Cinci./N. Kentucky to Chicago will travel around 251.8 mi. In terms of flight time, this usually takes a little over 1h 10m.
When did momondo last update prices for flights from Cincinnati Cinci./N. Kentucky Airport to Chicago?
Prices for flights from Cincinnati Cinci./N. Kentucky Airport to Chicago were last updated today.
How many operators does momondo search for flights from Cincinnati Cinci./N. Kentucky Airport to Chicago?
As of September 2025, there are 4 operators available to choose from for flights from Cincinnati Cinci./N. Kentucky Airport to Chicago.
How old do you have to be to fly from Cincinnati Cinci./N. Kentucky Airport to Chicago?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Cincinnati Cinci./N. Kentucky Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Cincinnati to Chicago?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Cincinnati to Chicago is Airbus A319 (14.19% of total bookings). The next most popular plane models are Embraer 170 (13.53%), Embraer 175 (Enhanced Winglets) (11.34%), and Embraer 175 (10.89%).
What is the most popular airline from Cincinnati to Chicago?
Based on momondo bookings for flights between Cincinnati and Chicago, the leading airline is American Airlines, making up 45% of the total bookings. Other popular airlines include United Airlines with 35%, Southwest with 13%, and Frontier with 7%.

Best airlines flying from Cincinnati to Chicago

Compare and see reviews for airlines that fly from Cincinnati to Chicago with momondo

Airline	Rating	Free Cancellation	Price
Frontier	PriceFrom $144	Free Cancellation	Rating 5.8 3,172 reviews	Search Frontier flights
United Airlines	PriceFrom $145	Free Cancellation	Rating 7.4 8,929 reviews	Search United Airlines flights
Southwest	PriceFrom $151	Free Cancellation	Rating 8.0 4,242 reviews	Search Southwest flights
American Airlines	PriceFrom $152	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights

Southwest Flights From Cincinnati to Chicago
Southwest flight deals from Cincinnati to Chicago start from $151 round-trip. Over the 7 Southwest flights for this route in a normal week, average airfare is usually $311 round-trip - but some users have found much cheaper deals with momondo.
United Airlines Flights From Cincinnati to Chicago
United Airlines is also a popular choice for this route. United Airlines flight deals for Cincinnati to Chicago start from as low as $145 round-trip, depending on your selected dates, with average United Airlines deals seen on momondo around $314. United Airlines operates 49 flights to Chicago from Cincinnati in an average week. Users have rated it 7.4/10 across 8,929 reviews.

Merrillville

New Buffalo

Hammond

Benton Harbor

Saint Joseph

Lansing

Portage

Schererville

Valparaiso

Crown Point

Munster

Chesterton

Monticello

Porter

Griffith

Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Cincinnati to Chicago?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Cincinnati.

Can I find flights from Cincinnati to Chicago with flexible booking policies on momondo?

Flights from Cincinnati to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Cincinnati to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Cincinnati.

I’m not ready to book a flight from Cincinnati to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from Cincinnati are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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Wed 10/15

Wed 10/22

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Cheap flights from Cincinnati to Chicago from $51

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Cincinnati to Chicago departing on 10/15. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Big names and deals

Filter for what you want

Filter for what you want

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Find the cheapest flights from Cincinnati to Chicago

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

American Airlines flights from Cincinnati to Chicago

Our best American Airlines deals on Cincinnati to Chicago flight tickets

United Airlines flights from Cincinnati to Chicago

Our best United Airlines deals on Cincinnati to Chicago flight tickets

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Use the filters below to find and compare flights from Cincinnati to Chicago that are best for you.

See travel insights to Chicago from

How to get the cheapest flight ticket from Cincinnati to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Cincinnati and Chicago?

What is the cheapest month to fly to Chicago?

The month of April is, on average, the cheapest month to fly to Chicago from Cincinnati, with most prices found around $160. If you’re not able to fly to Chicago in April, then March is your next best option. Flight prices from Cincinnati to Chicago during March average around $235.

What is the cheapest day to depart on your flight to Chicago?

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Cincinnati to Chicago during this time can be as low as $496. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $937.

What is the cheapest Cincinnati Cinci./N. Kentucky to Chicago flight route?

Fly from Cincinnati Cinci./N. Kentucky to Chicago Midway for the best Cincinnati Cinci./N. Kentucky - Chicago flight prices

How far in advance should I book a flight to Chicago?

What cabin class options are available on Cincinnati Cinci./N. Kentucky to Chicago flights?

There are 4 cabin classes available to choose from on Cincinnati Cinci./N. Kentucky to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Cincinnati to Chicago flights?

You could potentially save up to 3% on your flight if you consider stops on a Cincinnati to Chicago flight.

How have Cincinnati to Chicago flight prices changed over time?

As of September 2025, prices for Cincinnati to Chicago flights are approximately 7% more expensive when compared to flights at the same time last year.

What is the cheapest airline that flies from Cincinnati Cinci./N. Kentucky to Chicago?

United Airlines, Southwest, and Frontier are the most popular carriers operating from Cincinnati Cinci./N. Kentucky to Chicago

What airlines fly to Chicago?

How many flights depart from Cincinnati to Chicago on average per day?

The number of flights available between Cincinnati and Chicago is 60 per day as of September 2025. The most frequent departure time is 4:00PM, with 46% of daily flights leaving in the afternoon.

How many flights depart from Cincinnati to Chicago on average per week?

As of September 2025, 426 flights take off from Cincinnati and land in Chicago each week. The most common flight departure day for this route is Fri, with 17% of weekly flights taking off on this day.

When to book flights from Cincinnati to Chicago

Cheap Cincinnati to Chicago (CVG to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Cincinnati to Chicago

Best Price Found

Fastest flight time

Direct flights

Airports in Chicago

How far is Cincinnati Cinci./N. Kentucky to Chicago by plane?

When did momondo last update prices for flights from Cincinnati Cinci./N. Kentucky Airport to Chicago?

How many operators does momondo search for flights from Cincinnati Cinci./N. Kentucky Airport to Chicago?

How old do you have to be to fly from Cincinnati Cinci./N. Kentucky Airport to Chicago?

What documentation or ID do you need to fly to Chicago?

What is the most popular plane model from Cincinnati to Chicago?

What is the most popular airline from Cincinnati to Chicago?

Best airlines flying from Cincinnati to Chicago

Compare and see reviews for airlines that fly from Cincinnati to Chicago with momondo

Southwest Flights From Cincinnati to Chicago

United Airlines Flights From Cincinnati to Chicago

Traveling to a place near Chicago?

Why use momondo?

Why should I use momondo to find a flight deal from Cincinnati to Chicago?

Can I find flights from Cincinnati to Chicago with flexible booking policies on momondo?

How can momondo help me find flights from Cincinnati to Chicago?

I’m not ready to book a flight from Cincinnati to Chicago right now. Can momondo alert me if prices change?

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago