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$74+ 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 9/26. Fares are subject to change and may not be available on all flights or dates of travel.
CVG — CHI
Sep 3 — Sep 101
Thu 9/3
Thu 9/10
1 adult, Economy
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Cheapflights Tip: The best prices from Cincinnati Cinci./N. Kentucky to Chicago are usually found in October or March, booked 56 days in advance, depart on a Friday or Thursday and return on a Thursday

Cheap 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 4, 2026.

This Southwest deal was found by Cheapflights users on 8/3. 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.
Sat 9/58:20 am
CVG
-
MDW
Nonstop1h 05m
Southwest
Sun 9/69:30 am
MDW
-
CVG
Nonstop1h 10m
Southwest
Deal found 8/3$157
This United Airlines deal was found by Cheapflights users on 8/3. 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.
Sat 9/54:15 pm
CVG
-
ORD
Nonstop1h 37m
United Airlines
Sun 9/64:38 pm
ORD
-
CVG
Nonstop1h 34m
United Airlines
Deal found 8/3$157
This American Airlines deal was found by Cheapflights users on 8/3. 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.
Sat 9/59:54 am
CVG
-
ORD
Nonstop1h 41m
American Airlines
Sun 9/610:00 pm
ORD
-
CVG
Nonstop1h 27m
American Airlines
Deal found 8/3$158
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3110:09 am
CVG
-
ORD
2 stops27h 41m
Multiple Airlines
Wed 9/307:28 pm
ORD
-
CVG
1 stop15h 10m
Multiple Airlines
Deal found 7/31$162
This Frontier deal was found by Cheapflights users on 7/30. 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.
Mon 8/247:15 am
CVG
-
ORD
1 stop7h 05m
Frontier
Fri 8/289:20 am
ORD
-
CVG
1 stop8h 02m
Frontier
Deal found 7/30$171
This Southwest deal was found by Cheapflights users on 7/30. 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.
Sat 9/268:20 am
CVG
-
MDW
Nonstop1h 05m
Southwest
Wed 9/3010:10 am
MDW
-
CVG
2 stops9h 45m
Southwest
Deal found 7/30$172
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3112:26 pm
CVG
-
ORD
1 stop20h 27m
Frontier
Wed 9/307:28 pm
ORD
-
CVG
1 stop15h 10m
Frontier
Deal found 7/31$172
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2412:26 pm
CVG
-
ORD
1 stop8h 33m
Frontier
Wed 9/21:59 pm
ORD
-
CVG
1 stop20h 22m
Frontier
Deal found 8/2$173
This Kiwi.com deal was found by Cheapflights users on 7/30. 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.
Mon 8/312:23 pm
CVG
-
ORD
1 stop23h 27m
Frontier
Wed 9/21:59 pm
ORD
-
CVG
1 stop20h 22m
Frontier
Deal found 7/30$175
This Delta deal was found by Cheapflights users on 7/30. 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.
Mon 8/244:10 pm
CVG
-
ORD
1 stop5h 20m
Delta
Sat 8/295:18 pm
ORD
-
CVG
1 stop4h 22m
Delta
Deal found 7/30$177
This Southwest deal was found by Cheapflights users on 7/30. 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.
Tue 12/156:55 am
CVG
-
MDW
2 stops9h 40m
Southwest
Mon 12/217:40 am
MDW
-
CVG
Nonstop1h 15m
Southwest
Deal found 7/30$178
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1012:43 pm
CVG
-
ORD
1 stop6h 40m
Frontier
Sun 9/137:28 pm
ORD
-
CVG
1 stop15h 10m
Frontier
Deal found 7/31$179

Find 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 4, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$157
(Southwest)

One-way from

$74
(Frontier)

Popular in

June

Cheapest in

October

Average price

$279

Good round-trip deal

$350 or less

Good one-way deal

$170 or less
Provider with most accurate pricing for Cincinnati Cinci./N. Kentucky-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Cincinnati Cinci./N. Kentucky-Chicago (CHI) flights.
Search Deals
From Cincinnati Cinci./N. Kentucky to Chicago (CHI)
Search Deals
One-way flight from Cincinnati Cinci./N. Kentucky to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($36 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2026
Search Deals
Price to beat on a round-trip flight from Cincinnati Cinci./N. Kentucky to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Cincinnati Cinci./N. Kentucky to Chicago (CHI).
Search Deals

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 4, 2026.
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

Cheapest round-trip

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Sat 9/5

4:55 pm-5:05 pm

Nonstop1h 10m

Chicago Midway

Sun 9/6

8:55 am-2:00 pm

1 stop4h 05m

$167

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Sat 9/26

4:55 pm-5:05 pm

Nonstop1h 10m

Chicago Midway

Wed 9/30

2:40 pm-8:55 pm

1 stop5h 15m

$167

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Wed 9/2

10:53 am-4:17 pm

1 stop6h 24m

Chicago O'Hare Intl

Thu 9/3

8:48 am-3:28 pm

1 stop5h 40m

$177

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Wed 9/16

7:15 pm-7:25 pm

Nonstop1h 10m

Chicago Midway

Wed 9/23

5:55 pm-8:15 pm

Nonstop1h 20m

$205
Quickest round-trip

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Mon 10/5

8:20 pm-8:35 pm

Nonstop1h 15m

Chicago Midway

Sat 10/10

8:15 am-10:25 am

Nonstop1h 10m

$205

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Thu 9/24

6:00 am-9:30 am

1 stop4h 30m

Chicago Midway

Thu 9/24

6:10 pm-8:30 pm

Nonstop1h 20m

$206

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Mon 9/7

7:00 pm-7:10 pm

Nonstop1h 10m

Chicago Midway

Mon 9/14

5:55 am-12:15 pm

1 stop5h 20m

$206

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Mon 8/31

5:25 pm-10:20 pm

1 stop5h 55m

Chicago Midway

Mon 9/7

8:05 am-10:25 am

Nonstop1h 20m

$215

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Thu 9/10

5:25 pm-10:25 pm

1 stop6h 00m

Chicago Midway

Sat 9/12

3:25 pm-5:40 pm

Nonstop1h 15m

$215

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Thu 8/27

2:23 pm-6:29 pm

1 stop5h 06m

Chicago O'Hare Intl

Thu 9/3

8:48 am-3:28 pm

1 stop5h 40m

$216

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

Showing 1-10 of 60 resultsSorted by cheapest first
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Compare providers for flights from Cincinnati to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Cincinnati to Chicago in August.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Cincinnati-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Cincinnati-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Cincinnati-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Cincinnati-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Cincinnati-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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

What is the cheapest month to book a flight from Cincinnati to Chicago?

Currently, October is the cheapest month in which you can book a flight from Cincinnati to Chicago (average of $265). Flying from Cincinnati to Chicago in July is currently the most expensive (average of $397). 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 4, 2026.

Unlike at noon, when flights are generally more expensive, you can save up to 33% on flights from Cincinnati to Chicago by exploring options for tickets in the morning.

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 4, 2026.

The most flights from CVG to CHI are scheduled on a Sunday (74 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (26 on average).

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

Airfare is below average for this route at the moment.
Cincinnati to Chicago flights typically cost between $209 and $390 in September.
The cheapest round-trip price found within the last 5 days was $157 on Southwest (Sep 5-Sep 6).

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

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 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 25, 2026.

Travelers seeking maximum savings on their Cincinnati to Chicago flight should consider departing on Wednesday at noon 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.

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 4, 2026.
Read reviews from past customers who have flown Southwest,United Airlines, andAmerican 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
4,221 reviews

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers
Southwest
8.0
Very good
4,221 reviews
Southwest
8.0
Very good
4,221 reviews

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers
United Airlines
7.4
Good
10,060 reviews
Southwest
8.0
Very good
4,221 reviews

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers
American Airlines
7.1
Good
11,845 reviews
Southwest
8.0
Very good
4,221 reviews

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers
Frontier
5.6
Fair
2,736 reviews
Southwest
8.0
Very good
4,221 reviews

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

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 51 outbound flights to Chicago per day. 3 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 Southwest, Delta, and Frontier fly from Cincinnati to Chicago in about 1h 10m. The time it takes to get you to your destination can typically vary by up to 10h 32m. The distance between Cincinnati and Chicago is about 249 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 $176, American Airlines will fly you from Cincinnati to Chicago and back. In addition to American Airlines, 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 $186 and $208, respectively. American Airlines is priced at 40% 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 American Airlines, which is currently one of the cheapest options available, starting at $78. United Airlines flights start at $85 while deals on Southwest start at $95 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 Japan Airlines (84%), Avianca (80%) or Envoy Air (80%) 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 $2,173, our data indicates the cheapest price to be $123. The most popular route (Cincinnati Cinci./N. Kentucky - Chicago O'Hare Intl), is priced around $181.

  • 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, October is the cheapest month in which you can book a flight from Cincinnati to Chicago (average of $265). Flying from Cincinnati to Chicago in July is currently the most expensive (average of $397). 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
Benton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter

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Top 3 airlines flying from Cincinnati to Chicago

Discover the top 3 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 4, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$173Average$285FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$181Average$388FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$211Average$315FlexibilityNo cancel feeOn-time63%

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