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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Cheap round-trip flights

Delta Logo
11:49 am - 6:18 pmCVG-MDW
7h 29m1 stop
Delta Logo
6:00 am - 2:15 pmMDW-CVG
7h 15m1 stop
$177Delta
Find Deal
Sat, Nov 15 - Wed, Nov 19
Delta Logo
4:53 pm - 10:14 pmCVG-ORD
6h 21m1 stop
Delta Logo
6:15 am - 11:05 amORD-CVG
3h 50m1 stop
$177Delta
Find Deal
Wed, Oct 1 - Sat, Oct 4
American Airlines Logo
7:00 am - 7:26 amCVG-ORD
1h 26mnonstop
American Airlines Logo
8:37 am - 2:07 pmORD-CVG
4h 30m1 stop
$178American Airlines
Find Deal
Wed, Oct 1 - Sat, Oct 4
Southwest Logo
2:50 pm - 3:00 pmCVG-MDW
1h 10mnonstop
Southwest Logo
10:00 am - 12:05 pmMDW-CVG
1h 05mnonstop
$182Southwest
Find Deal
Wed, Oct 1 - Sat, Oct 4
American Airlines Logo
7:49 pm - 8:19 pmCVG-ORD
1h 30mnonstop
American Airlines Logo
9:33 pm - 11:59 pmORD-CVG
1h 26mnonstop
$184American Airlines
Find Deal
Thu, Oct 9 - Thu, Oct 16
Frontier Logo
11:00 am - 10:03 pmCVG-MDW
12h 03m2 stops
Frontier Logo
6:15 am - 5:10 pmMDW-CVG
9h 55m1 stop
$186Frontier
Find Deal
Thu, Nov 6 - Mon, Nov 17
Frontier Logo
11:00 am - 12:11 amCVG-ORD
14h 11m2 stops
Frontier Logo
5:05 am - 5:10 pmORD-CVG
11h 05m1 stop
$186Frontier
Find Deal
Thu, Nov 6 - Mon, Nov 17
Southwest Logo
1:15 pm - 5:25 pmCVG-MDW
5h 10m1 stop
Southwest Logo
10:00 am - 12:05 pmMDW-CVG
1h 05mnonstop
$192Southwest
Find Deal
Wed, Oct 1 - Sat, Oct 4
United Airlines Logo
2:05 pm - 2:39 pmCVG-ORD
1h 34mnonstop
United Airlines Logo
9:27 pm - 11:52 pmORD-CVG
1h 25mnonstop
$217United Airlines
Find Deal
Tue, Oct 14 - Wed, Oct 15
United Airlines Logo
7:41 pm - 8:23 pmCVG-ORD
1h 42mnonstop
United Airlines Logo
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
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
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

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
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
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

momondo Fare Finder

 
Customize your flight search to find flights from Cincinnati 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, momondo users made 832,500 searches. Data last updated September 15, 2025.
Use the filters below to find and compare flights from Cincinnati to Chicago that are best for you.

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
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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?

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)
  • 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?

  • 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?

  • 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
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $144Free CancellationRating
5.8
3,172 reviews
Search Frontier flights
United AirlinesPriceFrom $145Free CancellationRating
7.4
8,929 reviews
Search United Airlines flights
SouthwestPriceFrom $151Free CancellationRating
8.0
4,242 reviews
Search Southwest flights
American AirlinesPriceFrom $152Free CancellationRating
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.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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.

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1 adult
Wed 10/15
Wed 10/22

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