Chicago

$66+ Cheap flights from Cincinnati (CVG) to Chicago (CHI)

CVG — CHI
Nov 29 — Dec 64
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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 March or February, booked 57 days in advance, depart on a Friday or Thursday and return on a Saturday

Cheap flight deals from Cincinnati to Chicago

Cheapest flights from Cincinnati to Chicago

Tue 11/1712:43 pm -
1 stop6h 04m
Fri 11/208:16 am -
1 stop10h 01m
Deal found 10/25$240
Tue 11/2412:09 pm -
1 stop12h 25m
Mon 11/307:49 am -
1 stop10h 28m
Deal found 10/25$240
Tue 11/1012:43 pm -
1 stop6h 47m
Mon 11/167:50 pm -
1 stop14h 53m
Deal found 10/26$242
Mon 11/167:30 pm -
Nonstop1h 10m
Thu 11/196:10 pm -
Nonstop1h 20m
Deal found 10/25$243
Mon 11/97:59 pm -
2 stops22h 48m
Wed 11/116:42 pm -
1 stop13h 37m
Deal found 10/25$246
Fri 12/119:24 am -
1 stop7h 42m
Mon 12/1410:40 am -
1 stop7h 46m
Deal found 10/25$250
Mon 11/167:59 pm -
1 stop22h 08m
Thu 11/198:30 pm -
1 stop11h 50m
Deal found 10/25$250
Tue 12/18:34 pm -
2 stops15h 59m
Sat 12/512:28 pm -
1 stop6h 56m
Deal found 10/26$254
Tue 12/17:30 pm -
Nonstop1h 10m
Thu 12/311:30 am -
2 stops8h 55m
Deal found 10/29$258
Fri 11/132:59 pm -
2 stops25h 38m
Mon 11/167:50 pm -
1 stop14h 53m
Deal found 10/27$259
Mon 12/147:30 pm -
Nonstop1h 10m
Mon 1/186:50 am -
1 stop4h 35m
Deal found 10/29$260
Tue 11/1012:43 pm -
1 stop6h 47m
Wed 11/116:30 am -
1 stop7h 52m
Deal found 10/28$260

Find flight deals from Cincinnati to Chicago

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$240
(Orbitz)

One-way from

$66
(Super.com)

Popular in

August

Cheapest in

March

Average price

$301

Good round-trip deal

$345 or less

Good one-way deal

$243 or less
Provider with most accurate pricing for Cincinnati Cinci./N. Kentucky-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Cincinnati Cinci./N. Kentucky-Chicago (CHI) flights.
From Cincinnati Cinci./N. Kentucky to Chicago (CHI)
One-way flight from Cincinnati Cinci./N. Kentucky to Chicago (CHI)
Highest demand for flights based on searches. 18% potential increase in price ($74 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($11 potential savings vs. average RT price).
Average for round-trip flights in October 2026
Price to beat on a round-trip flight from Cincinnati Cinci./N. Kentucky to Chicago (CHI).
Price to beat on a one-way flight from Cincinnati Cinci./N. Kentucky to Chicago (CHI).

Cheapflights Fare Finder

 
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 Cincinnati Cinci./N. Kentucky - ORD Chicago O'Hare Intl

CVGORD

Cincinnati Cinci./N. Kentucky

Tue 2/9

5:01 am-12:55 am

1 stop20h 54m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$106
Quickest round-trip

CincinnatiChicago

CVG Cincinnati Cinci./N. Kentucky - MDW Chicago Midway

CVGMDW

Cincinnati Cinci./N. Kentucky

Thu 12/3

7:30 pm-7:40 pm

Nonstop1h 10m

Chicago Midway

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$122

CincinnatiChicago

CVG Cincinnati Cinci./N. Kentucky - ORD Chicago O'Hare Intl

CVGORD

Cincinnati Cinci./N. Kentucky

Wed 11/25

4:20 pm-4:59 pm

Nonstop1h 39m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$122

CincinnatiChicago

CVG Cincinnati Cinci./N. Kentucky - ORD Chicago O'Hare Intl

CVGORD

Cincinnati Cinci./N. Kentucky

Tue 11/24

5:33 am-6:10 am

Nonstop1h 37m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$122

CincinnatiChicago

CVG Cincinnati Cinci./N. Kentucky - ORD Chicago O'Hare Intl

CVGORD

Cincinnati Cinci./N. Kentucky

Sat 12/12

5:15 am-5:54 am

Nonstop1h 39m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$122

CincinnatiChicago

CVG Cincinnati Cinci./N. Kentucky - ORD Chicago O'Hare Intl

CVGORD

Cincinnati Cinci./N. Kentucky

Sat 12/12

10:26 am-4:04 pm

2 stops30h 38m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$125

CincinnatiChicago

CVG Cincinnati Cinci./N. Kentucky - MDW Chicago Midway

CVGMDW

Cincinnati Cinci./N. Kentucky

Mon 11/23

8:00 am-12:51 pm

1 stop5h 51m

Chicago Midway

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$132

CincinnatiChicago

CVG Cincinnati Cinci./N. Kentucky - MDW Chicago Midway

CVGMDW

Cincinnati Cinci./N. Kentucky

Fri 12/11

8:20 pm-8:30 pm

Nonstop1h 10m

Chicago Midway

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$142

CincinnatiChicago

CVG Cincinnati Cinci./N. Kentucky - ORD Chicago O'Hare Intl

CVGORD

Cincinnati Cinci./N. Kentucky

Fri 12/11

9:15 pm-10:00 pm

Nonstop1h 45m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$142

CincinnatiChicago

CVG Cincinnati Cinci./N. Kentucky - MDW Chicago Midway

CVGMDW

Cincinnati Cinci./N. Kentucky

Fri 11/27

8:10 am-8:20 am

Nonstop1h 10m

Chicago Midway

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$142

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 42 resultsSorted by cheapest first
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Compare providers for flights from Cincinnati to Chicago

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Cincinnati to Chicago in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy2 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

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, April is the cheapest month in which you can book a flight from Cincinnati to Chicago (average of $272). Flying from Cincinnati to Chicago in August is currently the most expensive (average of $430). 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?

Unlike in the afternoon, when flights are generally more expensive, you can save up to 32% on flights from Cincinnati to Chicago by exploring options for tickets in the morning.

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 $273 and $399 in November.
The cheapest round-trip price found within the last 5 days was $240 on Frontier (Nov 17-Nov 20).

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

Booking 73 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?

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

Reviews of airlines servicing Chicago

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.

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

Overall

7.9

Entertainment

7.4

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

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

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

Overall

7.9

Entertainment

7.4

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

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

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

Overall

7.9

Entertainment

7.4

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

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

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

Overall

7.9

Entertainment

7.4

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

  • 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 27 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 Southwest, Delta, and United Airlines 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 3h 02m. 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 $157, 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 Southwest and United Airlines - these airlines can fly you to your destination from $171 and $190, respectively. American Airlines is priced at 51% 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 $86. United Airlines flights start at $95 while deals on Southwest start at $105 one-way.

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

  • 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 Qatar Airways (85%), Envoy Air (85%) or Japan Airlines (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 $934, our data indicates the cheapest price to be $158. The most popular route (Cincinnati Cinci./N. Kentucky - Chicago O'Hare Intl), is priced around $197.

  • 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, April is the cheapest month in which you can book a flight from Cincinnati to Chicago (average of $272). Flying from Cincinnati to Chicago in August is currently the most expensive (average of $430). 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
Merrillville
Lansing
Valparaiso
Hammond
Saint Joseph
Porter

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Top 4 airlines flying from Cincinnati to Chicago

AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$157Average$310FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$171Average$320FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$190Average$426FlexibilityNo cancel feeOn-time69%
DeltaCheapest$246Average$666FlexibilityNo cancel feeOn-timeN/A

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