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$79+ 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 8/11. Fares are subject to change and may not be available on all flights or dates of travel.
CVG — CHI
Jul 19 — Jul 261
Sun 7/19
Sun 7/26
1 adult, Economy
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Cheapflights Tip: The best prices from Cincinnati Cinci./N. Kentucky to Chicago are usually found in August or October, booked 87 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 June 19, 2026.

This Southwest deal was found by Cheapflights users on 6/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/147:00 am
CVG
-
MDW
2 stops7h 35m
Southwest
Tue 7/215:20 pm
MDW
-
CVG
1 stop3h 35m
Southwest
Deal found 6/16$182
This Southwest deal was found by Cheapflights users on 6/19. 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 8/84:55 pm
CVG
-
MDW
Nonstop1h 10m
Southwest
Mon 8/103:20 pm
MDW
-
CVG
1 stop5h 15m
Southwest
Deal found 6/19$186
This Kiwi.com deal was found by Cheapflights users on 6/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/172:30 pm
CVG
-
ORD
1 stop23h 30m
Multiple Airlines
Thu 8/208:05 am
ORD
-
CVG
1 stop12h 27m
Multiple Airlines
Deal found 6/17$186
This Southwest deal was found by Cheapflights users on 6/19. 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.
Mon 8/108:10 am
CVG
-
MDW
Nonstop1h 05m
Southwest
Tue 8/111:00 pm
MDW
-
CVG
2 stops6h 50m
Southwest
Deal found 6/19$191
This American Airlines deal was found by Cheapflights users on 6/19. 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 8/66:00 am
CVG
-
ORD
Nonstop1h 36m
American Airlines
Mon 8/1010:00 pm
ORD
-
CVG
Nonstop1h 27m
American Airlines
Deal found 6/19$194
This Southwest deal was found by Cheapflights users on 6/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/67:00 pm
CVG
-
MDW
Nonstop1h 10m
Southwest
Mon 8/106:10 pm
MDW
-
CVG
Nonstop1h 15m
Southwest
Deal found 6/16$195
This United Airlines deal was found by Cheapflights users on 6/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/267:00 am
CVG
-
ORD
Nonstop1h 34m
United Airlines
Sat 10/174:20 pm
ORD
-
CVG
Nonstop1h 36m
United Airlines
Deal found 6/16$195
This Southwest deal was found by Cheapflights users on 6/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/23:30 pm
CVG
-
MDW
1 stop6h 15m
Southwest
Sat 9/58:05 am
MDW
-
CVG
1 stop4h 50m
Southwest
Deal found 6/15$196
This Delta deal was found by Cheapflights users on 6/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/56:10 am
CVG
-
ORD
1 stop5h 32m
Delta
Mon 8/171:41 pm
ORD
-
CVG
1 stop5h 13m
Delta
Deal found 6/16$196
This Southwest deal was found by Cheapflights users on 6/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/225:50 am
CVG
-
MDW
2 stops8h 15m
Southwest
Wed 8/261:00 pm
MDW
-
CVG
2 stops6h 50m
Southwest
Deal found 6/18$206
This Kiwi.com deal was found by Cheapflights users on 6/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2812:48 pm
CVG
-
ORD
1 stop24h 14m
Frontier
Wed 10/149:33 pm
ORD
-
CVG
1 stop13h 10m
Frontier
Deal found 6/16$207
This Kiwi.com deal was found by Cheapflights users on 6/19. 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 8/172:30 pm
CVG
-
ORD
1 stop23h 30m
Frontier
Mon 8/248:05 am
ORD
-
CVG
1 stop11h 23m
Frontier
Deal found 6/19$209

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 June 19, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$182
(Southwest)

One-way from

$79
(Southwest)

Popular in

December

Cheapest in

August

Average price

$312

Good round-trip deal

$398 or less

Good one-way deal

$206 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. 7% potential increase in price ($24 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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 June 19, 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
Quickest round-trip

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Thu 8/13

8:10 am-8:15 am

Nonstop1h 05m

Chicago Midway

Sat 8/15

3:25 pm-5:35 pm

Nonstop1h 10m

$195

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Wed 10/7

4:00 pm-6:40 pm

1 stop3h 40m

Chicago O'Hare Intl

Sat 10/10

8:55 am-3:18 pm

1 stop5h 23m

$196

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Mon 11/16

4:00 pm-8:24 pm

1 stop5h 24m

Chicago O'Hare Intl

Wed 12/2

11:30 am-5:13 pm

1 stop4h 43m

$196

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Tue 7/21

6:35 pm-9:10 pm

1 stop3h 35m

Chicago Midway

Thu 7/23

5:20 pm-12:30 am

1 stop6h 10m

$235

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Sat 7/18

2:15 pm-6:07 pm

1 stop4h 52m

Chicago Midway

Tue 7/21

9:19 am-1:35 pm

1 stop3h 16m

$235

CincinnatiChicago

CVG - RFD

CVGRFD

Cincinnati Cinci./N. Kentucky

Wed 7/15

2:30 pm-10:37 am

1 stop21h 07m

Chicago Greater Rockford

Sun 7/19

11:27 am-11:48 am

2 stops23h 21m

$243

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Sun 8/23

4:15 pm-4:53 pm

Nonstop1h 38m

Chicago O'Hare Intl

Tue 8/25

12:50 pm-3:23 pm

Nonstop1h 33m

$243

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Wed 10/14

6:00 am-2:30 pm

2 stops9h 30m

Chicago Midway

Fri 10/16

7:45 am-9:55 am

Nonstop1h 10m

$244

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Fri 9/18

12:25 pm-9:35 pm

1 stop10h 10m

Chicago O'Hare Intl

Sun 9/20

10:40 pm-11:20 am

1 stop11h 40m

$266

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Sat 7/18

6:10 pm-11:20 pm

1 stop6h 10m

Chicago Midway

Mon 7/20

8:10 am-4:55 pm

2 stops7h 45m

$268

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/14

Showing 1-10 of 56 resultsSorted by cheapest first
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6

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 June.
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, August is the cheapest month in which you can book a flight from Cincinnati to Chicago (average of $98). Flying from Cincinnati to Chicago in December is currently the most expensive (average of $167). 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 June 19, 2026.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 31% 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 June 19, 2026.

The most flights from CVG to CHI are scheduled on a Wednesday (81 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (28 on average).

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

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

Booking 82 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 June 13, 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 June 19, 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
7.9
Good
4,241 reviews

Overall

7.9

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

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
7.9
Good
4,241 reviews
Southwest
7.9
Good
4,241 reviews

Overall

7.9

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

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
9,864 reviews
Southwest
7.9
Good
4,241 reviews

Overall

7.9

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

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
11,714 reviews
Southwest
7.9
Good
4,241 reviews

Overall

7.9

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

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
2,877 reviews
Southwest
7.9
Good
4,241 reviews

Overall

7.9

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

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 66 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 United Airlines fly from Cincinnati to Chicago in about 1h 05m. The time it takes to get you to your destination can typically vary by up to 2h 35m. 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 $173, 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 $177 and $208, respectively. American Airlines is priced at 39% 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. Southwest flights start at $95 while deals on United Airlines 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 Copa Airlines (90%), Republic Airways (88%) or Royal Jordanian (83%) 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 $1,116, our data indicates the cheapest price to be $150. The most popular route (Cincinnati Cinci./N. Kentucky - Chicago O'Hare Intl), is priced around $157.

  • 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 $98). Flying from Cincinnati to Chicago in December is currently the most expensive (average of $167). 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
Hammond
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 June 19, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$173Average$275FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$177Average$349FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$208Average$301FlexibilityNo cancel feeOn-time63%

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