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$66+ 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 11/1. Fares are subject to change and may not be available on all flights or dates of travel.
CVG — CHI
Oct 19 — Oct 261
Sun 10/19
Sun 10/26
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 March, booked 86 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 September 19, 2025.

Round-trip from

$179
(Booking.com)

One-way from

$66
(Kiwi.com)

Popular in

February

Cheapest in

April

Average price

$290

Good round-trip deal

$330 or less

Good one-way deal

$153 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. 4% potential increase in price ($12 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 19, 2025.

This Booking.com deal was found by Cheapflights users on 9/18. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/267:26 pmCVG - MDW
1 stop15h 25mFrontier
Sun 9/286:20 amMDW - CVG
1 stop10h 18mFrontier
Deal found 9/18$179
This Booking.com deal was found by Cheapflights users on 9/16. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/278:00 amCVG - ORD
1 stop8h 17mFrontier
Sun 9/2810:42 amORD - CVG
1 stop13h 58mFrontier
Deal found 9/16$180
This Frontier deal was found by Cheapflights users on 9/18. 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.
Sat 9/205:44 pmCVG - MDW
1 stop6h 33mFrontier
Mon 9/226:20 amMDW - CVG
1 stop10h 18mFrontier
Deal found 9/18$181
This Expedia deal was found by Cheapflights users on 9/18. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/223:54 pmCVG - MDW
1 stop5h 58mFrontier
Wed 9/249:00 amMDW - CVG
1 stop4h 23mFrontier
Deal found 9/18$182
This Orbitz deal was found by Cheapflights users on 9/17. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/66:05 amCVG - MDW
1 stop6h 25mFrontier
Sun 11/96:06 pmMDW - CVG
1 stop5h 44mFrontier
Deal found 9/17$183
This Mytrip deal was found by Cheapflights users on 9/16. 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.
Sat 10/254:00 pmCVG - MDW
1 stop19h 57mFrontier
Mon 10/275:28 pmMDW - CVG
1 stop19h 13mFrontier
Deal found 9/16$184
This Booking.com deal was found by Cheapflights users on 9/16. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/257:26 pmCVG - MDW
1 stop14h 27mFrontier
Sun 9/286:20 amMDW - CVG
1 stop10h 18mFrontier
Deal found 9/16$185
This Frontier deal was found by Cheapflights users on 9/16. 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.
Thu 11/611:00 amCVG - MDW
2 stops12h 03mFrontier
Mon 11/176:15 amMDW - CVG
1 stop9h 55mFrontier
Deal found 9/16$186
This Mytrip deal was found by Cheapflights users on 9/17. 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.
Thu 10/21:21 pmCVG - ORD
1 stop11h 18mFrontier
Sun 10/58:49 pmORD - CVG
1 stop13h 07mFrontier
Deal found 9/17$186
This Frontier deal was found by Cheapflights users on 9/17. 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.
Thu 9/255:54 pmCVG - ORD
1 stop7h 04mFrontier
Thu 10/25:10 amORD - CVG
1 stop11h 28mFrontier
Deal found 9/17$188
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/147:27 pmCVG - MDW
1 stop19h 11mFrontier
Tue 10/218:05 amMDW - CVG
2 stops9h 00mFrontier
Deal found 9/15$192
This Trip.com deal was found by Cheapflights users on 9/17. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/263:58 pmCVG - ORD
1 stop9h 00mFrontier
Mon 9/298:49 pmORD - CVG
1 stop23h 28mFrontier
Deal found 9/17$192

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 September 19, 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

Fri 9/26

6:05 am-12:44 pm

1 stop7h 39m

Chicago Midway

Sun 9/28

6:20 am-5:38 pm

1 stop10h 18m

$187

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Wed 10/15

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

Wed 10/8

12:02 pm-12:25 pm

Nonstop1h 23m

Chicago O'Hare Intl

Wed 10/8

8:29 pm-11:06 pm

Nonstop1h 37m

$217

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Wed 10/8

7:00 am-7:34 am

Nonstop1h 34m

Chicago O'Hare Intl

Tue 10/21

4:15 pm-6:42 pm

Nonstop1h 27m

$217

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Tue 10/14

2:12 pm-6:49 pm

1 stop5h 37m

Chicago O'Hare Intl

Tue 10/21

6:08 am-11:20 am

1 stop4h 12m

$237

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Wed 10/22

8:45 am-9:11 am

Nonstop1h 26m

Chicago O'Hare Intl

Fri 10/24

6:15 pm-8:46 pm

Nonstop1h 31m

$238

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Mon 11/3

6:05 am-1:30 pm

1 stop8h 25m

Chicago O'Hare Intl

Tue 11/4

6:05 pm-5:10 pm

2 stops22h 05m

$241

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Wed 10/29

5:40 am-11:50 am

1 stop7h 10m

Chicago O'Hare Intl

Wed 10/29

1:50 pm-11:05 pm

1 stop8h 15m

$242

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Tue 12/2

12:05 pm-4:18 pm

1 stop5h 13m

Chicago O'Hare Intl

Wed 12/3

6:45 am-6:54 pm

2 stops11h 09m

$242

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Wed 10/8

5:40 am-11:50 am

1 stop7h 10m

Chicago O'Hare Intl

Wed 10/8

1:50 pm-11:05 pm

1 stop8h 15m

$242

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 58 results
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6

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 September 12, 2025.

Booking 86 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 September 19, 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 September 14, 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 September 19, 2025.

The most flights from CVG to CHI are scheduled on a Thursday (67 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (38 on average).

How much does it cost to fly round-trip from Cincinnati to Chicago?

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 September 19, 2025.
Read reviews from past customers who have flown Southwest, United Airlines, and American 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
4,242 reviews

Boarding

8.1

Overall

8.0

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Overall

8.0

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,926 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Overall

8.0

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Overall

8.0

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Frontier
5.8
Fair
3,171 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Overall

8.0

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 56 outbound flights to Chicago per day. 4 airlines have flights to Chicago from Cincinnati Cinci./N. Kentucky on a regular basis.

  • How long is the flight from Cincinnati to Chicago?

    Airlines like Frontier, United Airlines, and American Airlines fly from Cincinnati to Chicago in about 1h 23m. The time it takes to get you to your destination can typically vary by up to 6h 16m. The distance between Cincinnati and Chicago is about 265 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    Currently priced at $144, Frontier will fly you from Cincinnati to Chicago and back. In addition to Frontier, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from United Airlines and Southwest - these airlines can fly you to your destination from $145 and $151, respectively. Frontier is priced at 47% 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 Allegiant Air, which is currently one of the cheapest options available, starting at $107. Southwest flights start at $109 while deals on United Airlines start at $109 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 Avianca (85%), Copa Airlines (84%) or SWISS (79%) 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 $919, our data indicates the cheapest price to be $113. The most popular route (Cincinnati Cinci./N. Kentucky - Chicago O'Hare Intl), is priced around $154.

  • 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
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 September 19, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$144Average$198FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$145Average$314FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$151Average$311FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$152Average$288FlexibilityNo cancel feeOn-time71%

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