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$71+ 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 6/1. Fares are subject to change and may not be available on all flights or dates of travel.
CVG — CHI
Jun 3 — Jun 101
Wed 6/3
Wed 6/10
1 adult, Economy
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1. Tell us where you want to go

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Cheapflights Tip: The best prices from Cincinnati Cinci./N. Kentucky to Chicago are usually found in August or October, 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 May 4, 2026.

This Southwest deal was found by Cheapflights users on 5/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/278:35 am
CVG
-
MDW
Nonstop1h 10m
Southwest
Wed 5/276:10 pm
MDW
-
CVG
Nonstop1h 10m
Southwest
Deal found 5/2$192
This American Airlines deal was found by Cheapflights users on 5/3. 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.
Thu 5/286:00 am
CVG
-
ORD
Nonstop1h 34m
American Airlines
Mon 6/13:27 pm
ORD
-
CVG
Nonstop1h 29m
American Airlines
Deal found 5/3$193
This Delta deal was found by Cheapflights users on 4/29. 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 5/203:00 pm
CVG
-
MDW
1 stop7h 09m
Delta
Thu 5/216:23 am
MDW
-
CVG
1 stop5h 30m
Delta
Deal found 4/29$194
This Delta deal was found by Cheapflights users on 4/29. 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 5/258:10 am
CVG
-
ORD
1 stop3h 19m
Delta
Tue 5/265:19 pm
ORD
-
CVG
1 stop4h 10m
Delta
Deal found 4/29$194
This Delta deal was found by Cheapflights users on 4/30. 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 6/16:00 pm
CVG
-
ORD
1 stop6h 59m
Delta
Wed 6/37:00 am
ORD
-
CVG
2 stops8h 37m
Delta
Deal found 4/30$199
This Kiwi.com deal was found by Cheapflights users on 5/2. 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.
Sat 5/2312:46 pm
CVG
-
ORD
2 stops24h 51m
Frontier
Thu 5/281:50 pm
ORD
-
CVG
1 stop20h 51m
Frontier
Deal found 5/2$200
This Southwest deal was found by Cheapflights users on 4/29. 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 5/286:50 pm
CVG
-
MDW
1 stop5h 40m
Southwest
Mon 6/17:00 pm
MDW
-
CVG
Nonstop1h 10m
Southwest
Deal found 4/29$201
This Frontier deal was found by Cheapflights users on 4/29. 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 5/152:12 pm
CVG
-
ORD
1 stop10h 47m
Frontier
Wed 6/38:05 am
ORD
-
CVG
1 stop11h 30m
Frontier
Deal found 4/29$201
This Southwest deal was found by Cheapflights users on 5/3. 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.
Wed 6/177:40 pm
CVG
-
MDW
Nonstop1h 10m
Southwest
Wed 6/244:10 pm
MDW
-
CVG
1 stop5h 55m
Southwest
Deal found 5/3$202
This Kiwi.com deal was found by Cheapflights users on 5/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/187:11 pm
CVG
-
ORD
2 stops37h 44m
Frontier
Wed 5/271:50 pm
ORD
-
CVG
1 stop20h 14m
Frontier
Deal found 5/1$202
This Frontier deal was found by Cheapflights users on 4/30. 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.
Tue 6/212:12 pm
CVG
-
MDW
1 stop10h 50m
Frontier
Wed 6/36:00 am
MDW
-
CVG
1 stop4h 41m
Frontier
Deal found 4/30$205
This Priceline deal was found by Cheapflights users on 4/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/3012:46 pm
CVG
-
ORD
1 stop7h 55m
Frontier
Sat 6/69:10 am
ORD
-
CVG
1 stop8h 07m
Frontier
Deal found 4/30$205

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 May 4, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$192
(Southwest)

One-way from

$71
(Kiwi.com)

Popular in

December

Cheapest in

August

Average price

$295

Good round-trip deal

$391 or less

Good one-way deal

$231 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 ($22 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 May 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 - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Mon 6/1

6:00 pm-11:59 pm

1 stop6h 59m

Chicago O'Hare Intl

Wed 6/3

7:00 am-4:37 pm

2 stops8h 37m

$199

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Thu 5/28

8:15 pm-8:25 pm

Nonstop1h 10m

Chicago Midway

Mon 6/1

5:30 am-11:50 am

1 stop5h 20m

$201

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Sat 5/23

12:50 pm-5:10 pm

2 stops5h 20m

Chicago Midway

Thu 5/28

1:00 pm-3:10 pm

Nonstop1h 10m

$206

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Sat 5/23

3:00 pm-8:24 pm

1 stop6h 24m

Chicago O'Hare Intl

Thu 5/28

3:47 pm-10:58 pm

1 stop6h 11m

$211
Quickest round-trip

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Wed 6/10

7:40 pm-7:50 pm

Nonstop1h 10m

Chicago Midway

Sat 6/13

12:50 pm-3:00 pm

Nonstop1h 10m

$215

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Thu 8/27

12:12 pm-10:11 pm

1 stop10h 59m

Chicago Midway

Fri 8/28

6:00 am-11:49 am

1 stop4h 49m

$224

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Mon 6/29

6:00 am-11:31 am

1 stop6h 31m

Chicago O'Hare Intl

Tue 6/30

7:01 am-1:35 pm

1 stop5h 34m

$235

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Wed 7/1

6:00 am-11:31 am

1 stop6h 31m

Chicago O'Hare Intl

Sat 7/4

1:49 pm-7:31 pm

1 stop4h 42m

$235

CincinnatiChicago

CVG - ORD

CVGORD

Cincinnati Cinci./N. Kentucky

Sat 5/23

3:00 pm-6:41 pm

1 stop4h 41m

Chicago O'Hare Intl

Sun 5/24

6:24 am-3:14 pm

2 stops7h 50m

$257

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Thu 7/23

8:25 pm-8:35 pm

Nonstop1h 10m

Chicago Midway

Mon 7/27

7:05 pm-9:15 pm

Nonstop1h 10m

$273

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/2

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 May.
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

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

Booking 55 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, July is the cheapest month in which you can book a flight from Cincinnati to Chicago (average of $77). 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 May 4, 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.

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 May 2, 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. Monday 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 May 4, 2026.

The most flights from CVG to CHI are scheduled on a Friday (73 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (53 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 May 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
7.9
Good
4,308 reviews

Food

7.0

Crew

8.6

Entertainment

7.5

Overall

7.9

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
7.9
Good
4,308 reviews
Southwest
7.9
Good
4,308 reviews

Food

7.0

Crew

8.6

Entertainment

7.5

Overall

7.9

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
United Airlines
7.4
Good
9,680 reviews
Southwest
7.9
Good
4,308 reviews

Food

7.0

Crew

8.6

Entertainment

7.5

Overall

7.9

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,673 reviews
Southwest
7.9
Good
4,308 reviews

Food

7.0

Crew

8.6

Entertainment

7.5

Overall

7.9

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Frontier
5.6
Fair
2,966 reviews
Southwest
7.9
Good
4,308 reviews

Food

7.0

Crew

8.6

Entertainment

7.5

Overall

7.9

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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 Delta, Southwest, 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 9h 49m. 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 $168, United Airlines will fly you from Cincinnati to Chicago and back. In addition to United Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from American Airlines and Southwest - these airlines can fly you to your destination from $169 and $204, respectively. United Airlines is priced at 41% 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 $75. United Airlines flights start at $88 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 Turkish Airlines (74%), United Airlines (74%) or Republic Airways (73%) 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 $912, our data indicates the cheapest price to be $136. The most popular route (Cincinnati Cinci./N. Kentucky - Chicago O'Hare Intl), is priced around $174.

  • 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, July is the cheapest month in which you can book a flight from Cincinnati to Chicago (average of $77). 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 May 4, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$168Average$345FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$169Average$270FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$204Average$281FlexibilityNo cancel feeOn-time63%

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