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$89+ Cheap flights from Cincinnati (CVG) 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 9/6. Fares are subject to change and may not be available on all flights or dates of travel.
CVG — CHI
Aug 7 — Aug 141
Thu 8/7
Thu 8/14
1 adult, Economy
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Cheapflights Tip: The best prices from Cincinnati Cinci./N. Kentucky to Chicago are usually found in April or November, booked 36 days in advance, depart on a Friday or Thursday and return on a Thursday

Cheap flight deals from Cincinnati to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Cincinnati (CVG) 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 August 2, 2025.

Round-trip from

$177
(Southwest)

One-way from

$89
(Southwest)

Popular in

July

Cheapest in

April

Average price

$239

Good round-trip deal

$244 or less

Good one-way deal

$124 or less
From Cincinnati Cinci./N. Kentucky to Chicago (CHI)
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One-way flight from Cincinnati Cinci./N. Kentucky to Chicago (CHI)
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Highest demand for flights based on searches. 6% potential increase in price ($20 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Price to beat on a round-trip flight from Cincinnati Cinci./N. Kentucky to Chicago (CHI).
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Price to beat on a one-way flight from Cincinnati Cinci./N. Kentucky to Chicago (CHI).
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Find flight deals from Cincinnati to Chicago

Cheapest flights from Cincinnati to Chicago
Explore the most affordable flight options available from Cincinnati to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 2, 2025.

This Southwest deal was found by Cheapflights users on 8/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/46:40 amCVG - MDW
Nonstop1h 10mSouthwest
Mon 9/86:45 pmMDW - CVG
Nonstop1h 10mSouthwest
Deal found 8/1$177
This American Airlines deal was found by Cheapflights users on 8/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/287:42 amCVG - ORD
Nonstop1h 33mAmerican Airlines
Sat 8/306:46 pmORD - CVG
Nonstop1h 35mAmerican Airlines
Deal found 8/2$177
This Frontier deal was found by Cheapflights users on 8/2. 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.
Fri 9/56:05 amCVG - MDW
1 stop7h 39mFrontier
Mon 9/154:48 pmMDW - CVG
1 stop7h 52mFrontier
Deal found 8/2$178
This FlightHub deal was found by Cheapflights users on 8/1. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/57:15 amCVG - ORD
1 stop18h 17mFrontier
Wed 8/65:01 amORD - CVG
1 stop10h 49mFrontier
Deal found 8/1$185
This Delta deal was found by Cheapflights users on 8/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/235:54 pmCVG - ORD
1 stop3h 29mDelta
Mon 8/255:40 pmORD - CVG
1 stop4h 29mDelta
Deal found 8/2$197
This Delta deal was found by Cheapflights users on 8/1. 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.
Sat 8/2312:20 pmCVG - MDW
2 stops7h 17mDelta
Mon 8/251:08 pmMDW - CVG
1 stop5h 25mDelta
Deal found 8/1$202
This Mytrip deal was found by Cheapflights users on 7/31. 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.
Fri 9/55:34 pmCVG - ORD
2 stops29h 24mMultiple Airlines
Mon 9/85:05 amORD - CVG
1 stop17h 27mMultiple Airlines
Deal found 7/31$221
This United Airlines deal was found by Cheapflights users on 8/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/411:23 amCVG - ORD
Nonstop1h 27mUnited Airlines
Mon 9/154:00 pmORD - CVG
Nonstop1h 27mUnited Airlines
Deal found 8/2$237
This Mytrip deal was found by Cheapflights users on 7/31. 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 8/105:58 pmCVG - MDW
1 stop14h 15mAllegiant Air
Fri 8/157:07 pmMDW - CVG
2 stops20h 23mAllegiant Air
Deal found 7/31$293
This Mytrip deal was found by Cheapflights users on 8/2. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/176:05 pmCVG - RFD
1 stop14h 38mMultiple Airlines
Thu 8/213:06 pmRFD - CVG
3 stops27h 15mMultiple Airlines
Deal found 8/2$393
This Mytrip deal was found by Cheapflights users on 8/2. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/111:40 pmCVG - RFD
1 stop6h 39mAllegiant Air
Wed 8/1310:33 amRFD - CVG
1 stop7h 59mAllegiant Air
Deal found 8/2$523

Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated August 2, 2025.
Use the filters below to find and compare flights from Cincinnati to Chicago that are best for you.

Fly from

Cincinnati

Fly to

Chicago

Route

Depart

Return

Price

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Thu 9/4

6:40 am-6:50 am

Nonstop1h 10m

Chicago Midway

Mon 9/8

6:45 pm-8:55 pm

Nonstop1h 10m

$177

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Thu 8/28

7:42 am-8:15 am

Nonstop1h 33m

Chicago O'Hare Intl

Sat 8/30

6:46 pm-9:21 pm

Nonstop1h 35m

$177

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Fri 9/5

6:05 am-12:44 pm

1 stop7h 39m

Chicago Midway

Mon 9/15

4:48 pm-1:40 am

1 stop7h 52m

$178

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Tue 8/5

7:15 am-12:32 am

1 stop18h 17m

Chicago O'Hare Intl

Wed 8/6

5:01 am-4:50 pm

1 stop10h 49m

$185

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Sat 8/23

11:56 am-5:04 pm

1 stop6h 08m

Chicago O'Hare Intl

Mon 8/25

2:00 pm-7:33 pm

1 stop4h 33m

$197

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Sat 8/23

12:20 pm-6:37 pm

2 stops7h 17m

Chicago Midway

Mon 8/25

1:08 pm-7:33 pm

1 stop5h 25m

$202

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Fri 9/5

5:34 pm-9:58 pm

2 stops29h 24m

Chicago O'Hare Intl

Mon 9/8

5:05 am-11:32 pm

1 stop17h 27m

$221

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Thu 9/4

11:23 am-11:50 am

Nonstop1h 27m

Chicago O'Hare Intl

Mon 9/15

4:00 pm-6:27 pm

Nonstop1h 27m

$237

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Sun 8/10

5:58 pm-7:13 am

1 stop14h 15m

Chicago Midway

Fri 8/15

7:07 pm-4:30 pm

2 stops20h 23m

$293

CincinnatiChicago

CVG - RFD

CVGRFD

Cincinnati Cinci./N. Kentucky

Sun 8/17

6:05 pm-7:43 am

1 stop14h 38m

Chicago Greater Rockford

Thu 8/21

3:06 pm-7:21 pm

3 stops27h 15m

$393

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/1

Showing 1-10 of 20 results
1
2

The best insider tips for Cincinnati to Chicago flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your Cincinnati to Chicago trip
Airlines
British Airways

BA's Executive Club offers good value, especially for short-haul redemptions with Avios.


European flights offer a tiny snack and water in economy, full meal in business.

Read more about British Airwaysby Gabriel Leigh
United Airlines

Basic Economy allows only a personal item, no carry-on bags, unless exceptions apply.


Prepay checked bags 24 hours before to save on fees, especially for domestic flights.

Read more about United Airlinesby Harriet Baskas
Southwest

Southwest offers two free checked bags, including oversized items like skis or golf clubs.


Enjoy free in-flight entertainment streamed to your device, including movies and live TV.

Read more about Southwestby Marisa Garcia
Our travel experts
Gabriel Leigh

Gabriel Leigh

Expert on British Airways

Gabriel Leigh

Gabriel Leigh

Gabriel is a writer and video creator. As senior content producer for Flightradar24 and Monocle’s transport correspondent, he keeps a close eye on aviation in particular. He has also written travel articles for the likes of The New York Times. Born in New York but raised around the world, he now lives in Sweden. He’s been to 75 countries, flying 2.3 million miles on 113 airlines and through 234 airports in the process.

Read more
Harriet Baskas

Harriet Baskas

Expert on United Airlines

Harriet Baskas

Harriet Baskas

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more
Marisa Garcia

Marisa Garcia

Expert on Southwest

Marisa Garcia

Marisa Garcia

Marisa knows planes inside and out, spending 16 years working on aircraft in hangars at airports around the world. She is an aviation industry expert, specialized in airline interiors and regulations. Ten years ago, she pivoted to journalism. She shares her insights in leading aviation, travel, and business publications and on her site FlightChic.

Read more

Best time to book a flight from Cincinnati to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Cincinnati 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 Cincinnati to Chicago

How far ahead should I book a flight from Cincinnati to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Cincinnati to Chicago. Price data was last updated on August 1, 2025.

Booking 36 days in advance of your planned departure date is, on average, the best time to get cheap flights from Cincinnati 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 Cincinnati to Chicago?

Currently, August is the cheapest month in which you can book a flight from Cincinnati to Chicago (average of $245). Flying from Cincinnati 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 CVG to CHI?

Find hourly flight availability from Cincinnati 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 August 2, 2025.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 48% on flights from Cincinnati to Chicago by exploring options for tickets in the morning.

What is the cheapest day to fly from Cincinnati to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Cincinnati to Chicago. Price data was last updated on July 27, 2025.

Travelers seeking maximum savings on their Cincinnati to Chicago flight should consider departing on Thursday mornings when fares are most often at their lowest. Wednesday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Cincinnati to Chicago

Explore weekly flight availability from Cincinnati 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 August 2, 2025.

The most flights from CVG to CHI are scheduled on a Friday (62 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (17 on average).

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 August 2, 2025.
Read reviews from past customers who have flown Southwest, Delta, and United Airlines from Cincinnati to Chicago. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,985 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
United Airlines
7.4
Good
8,905 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Allegiant Air
7.2
Good
702 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

Related info for your journey

Find useful and relevant information for your journey from Cincinnati 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 Cincinnati to Chicago?

    For a flight from Cincinnati to Chicago, you will be flying from Cinci./N. Kentucky. Cincinnati Cinci./N. Kentucky (CVG) is just 8.8 mi from the center of the city. Cinci./N. Kentucky is the only Cincinnati airport and it handles 40 outbound flights to Chicago per day. 4 airlines have flights to Chicago from Cincinnati Cinci./N. Kentucky on a regular basis.

  • What are the cheapest airlines flying from Cincinnati to Chicago round-trip?

    Currently priced at $177, Southwest will fly you from Cincinnati to Chicago and back. In addition to Southwest, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from American Airlines and Frontier - these airlines can fly you to your destination from $177 and $178, respectively. Southwest is priced at 34% lower than the current average price of a flight leaving 3 months from now.

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

    To fly one-way, consider booking your trip with Southwest, which is currently one of the cheapest options available, starting at $89. Frontier flights start at $89 while deals on American Airlines start at $90 one-way.

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

    The most popular route from Cincinnati to Chicago is Cincinnati Cinci./N. Kentucky - Chicago O'Hare Intl. You may also consider Cincinnati Cinci./N. Kentucky - Chicago Midway or Cincinnati Cinci./N. Kentucky - Chicago Greater Rockford.

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

    No one likes to see their flight delayed. When booking a flight from Cincinnati to Chicago consider choosing Piedmont Airlines (100%), Avianca (82%) or ANA (82%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Cincinnati to Chicago?

    Looking for the cheapest flight from Cincinnati to Chicago? While on average our users pay $1,927, our data indicates the cheapest price to be $107. The most popular route (Cincinnati Cinci./N. Kentucky - Chicago O'Hare Intl), is priced around $177.

  • Can I find deals for flights from Cincinnati to Chicago that include hotel bookings?

    Yes. In addition to deals on Cincinnati to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Cincinnati to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Cincinnati to Chicago.

  • Can I find deals for business class flights from Cincinnati to Chicago?

    Yes. Cheapflights offers flight deals from Cincinnati 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 Cincinnati to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Cincinnati to Chicago (average of $245). Flying from Cincinnati 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 Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Valparaiso
Chesterton

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Alternative routes for Cincinnati to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Cincinnati to Chicago

Discover the top 4 airlines that operate flights from Cincinnati 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 August 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$108Average$198FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$126Average$289FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$132Average$313FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$148Average$325FlexibilityNo cancel feeOn-time63%

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