$77 Cheap Flights from Cincinnati (CVG) to Chicago (MDW)

View $77 flight on Mon, Oct 6, 2025Opens in a new window

Popular airlines from Cincinnati-Northern Kentucky Int'l Airport (CVG) to Chicago Midway Airport (MDW)

Cheap Flights from Cincinnati to Chicago (CVG-MDW)

Prices were available within the past 7 days and start at $77 for one-way flights and $153 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Mon, Oct 6 - Thu, Oct 9
CVG
Cincinnati
MDW
Chicago
$153 Roundtrip, just found
$153
Roundtrip
just found
Select Frontier Airlines flight, departing Mon, Oct 6 from Cincinnati to Chicago, returning Thu, Oct 9, priced at $153 just found
Frontier Airlines
Mon, Oct 6 - Fri, Oct 10
CVG
Cincinnati
MDW
Chicago
$154 Roundtrip, just found
$154
Roundtrip
just found
Select Frontier Airlines flight, departing Mon, Oct 6 from Cincinnati to Chicago, returning Fri, Oct 10, priced at $154 just found
Frontier Airlines
Thu, Oct 16 - Fri, Oct 17
CVG
Cincinnati
MDW
Chicago
$159 Roundtrip, just found
$159
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Oct 16 from Cincinnati to Chicago, returning Fri, Oct 17, priced at $159 just found
Frontier Airlines
Thu, Oct 16 - Fri, Oct 17
CVG
Cincinnati
MDW
Chicago
$164 Roundtrip, just found
$164
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Oct 16 from Cincinnati to Chicago, returning Fri, Oct 17, priced at $164 just found
Frontier Airlines
Thu, Oct 16 - Fri, Oct 17
CVG
Cincinnati
MDW
Chicago
$168 Roundtrip, just found
$168
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Oct 16 from Cincinnati to Chicago, returning Fri, Oct 17, priced at $168 just found
Frontier Airlines
Thu, Oct 16 - Fri, Oct 17
CVG
Cincinnati
MDW
Chicago
$173 Roundtrip, just found
$173
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Oct 16 from Cincinnati to Chicago, returning Fri, Oct 17, priced at $173 just found
Frontier Airlines
Mon, Oct 6 - Fri, Oct 10
CVG
Cincinnati
MDW
Chicago
$177 Roundtrip, just found
$177
Roundtrip
just found
Select Frontier Airlines flight, departing Mon, Oct 6 from Cincinnati to Chicago, returning Fri, Oct 10, priced at $177 just found
Frontier Airlines
Fri, Oct 31 - Sun, Nov 2
CVG
Cincinnati
MDW
Chicago
$182 Roundtrip, found 1 hour ago
$182
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Fri, Oct 31 from Cincinnati to Chicago, returning Sun, Nov 2, priced at $182 found 1 hour ago
Frontier Airlines
Thu, Oct 16 - Sun, Oct 19
CVG
Cincinnati
MDW
Chicago
$183 Roundtrip, just found
$183
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Oct 16 from Cincinnati to Chicago, returning Sun, Oct 19, priced at $183 just found
Southwest Airlines
Wed, Oct 15 - Fri, Oct 17
CVG
Cincinnati
MDW
Chicago
$187 Roundtrip, found 2 days ago
$187
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Wed, Oct 15 from Cincinnati to Chicago, returning Fri, Oct 17, priced at $187 found 2 days ago

Find the cheapest month to fly from Cincinnati (CVG) to Chicago (MDW)

October is typically the cheapest month to fly

From $118 - $320 per traveler.

Frequently asked questions

How much does a flight from Cincinnati - Northern Kentucky Intl. Airport (CVG) to Midway Intl. Airport (MDW) cost?
Grab a cheap one-way flight from $77 or cheap return flight from $153 from Cincinnati - Northern Kentucky Intl. Airport (CVG) to Midway Intl. Airport (MDW) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Cincinnati - Northern Kentucky Intl. Airport (CVG) to Midway Intl. Airport (MDW)?
October is the most affordable month to fly from CVG to MDW. Traveling during quieter months is often the key to finding better deals on flights.
Which airlines fly direct from Cincinnati - Northern Kentucky Intl. Airport (CVG) to Midway Intl. Airport (MDW)?
When setting off from Cincinnati - Northern Kentucky Intl. Airport (CVG), you can board a nonstop flight to Midway Intl. Airport (MDW) with Southwest Airlines.
What is the cheapest airline that flies from Cincinnati - Northern Kentucky Intl. Airport (CVG) to Midway Intl. Airport (MDW)?
To find the cheapest airline that'll fly you from CVG to MDW, use Expedia's filter tool. Customize your search based on what matters most to you, such as preferred carriers and number of stops. You can then sort your results by "Price (lowest to highest)" to see the cheapest fares upfront.
How many flights per day from Cincinnati - Northern Kentucky Intl. Airport (CVG) to Midway Intl. Airport (MDW)?
On average, Cincinnati - Northern Kentucky Intl. Airport (CVG) only has 1 direct flight to Midway Intl. Airport (MDW) each day. For more choices, try our easy-to-use filters. Simply enter your travel details, then click on "1 Stop" or "2+ Stops" to find flights with layovers.
What are the most popular departure times for flights from Cincinnati - Northern Kentucky Intl. Airport (CVG) to Midway Intl. Airport (MDW)?
More travelers fly between CVG and MDW at 6 AM than at any other point in the day. Rather go when it's quieter? Try choosing a quieter departure window and there's a chance you'll save on your fare as well.
What day of the week has the most flights from CVG to MDW?
If you depart on a Saturday, you'll get the greatest range of choices for flights from Cincinnati - Northern Kentucky Intl. Airport (CVG) to Midway Intl. Airport (MDW).
What is the earliest flight from Cincinnati - Northern Kentucky Intl. Airport (CVG) to Midway Intl. Airport (MDW)?
The earliest flight leaving from Cincinnati - Northern Kentucky Intl. Airport (CVG) is at around 6:50AM UTC-5. Catch this flight and you'll touch down at Midway Intl. Airport (MDW) at approximately 6:50AM UTC-6. The overall travel time is 1h.
How long does it take to fly from Cincinnati - Northern Kentucky Intl. Airport (CVG) to Midway Intl. Airport (MDW)?
It takes about 1 hour and 3 minutes to fly the 250 mi from CVG to MDW.
What airline has the least delays from CVG to MDW?
Consider booking with Southwest Airlines if you'd like to fly straight from Cincinnati - Northern Kentucky Intl. Airport (CVG) to Midway Intl. Airport (MDW) without any holdups. This airline has the best track record for punctuality, with an on-time performance of 91%. Want to be updated if anything changes? You can check your flight status using the Expedia App.
What is the best time to fly from Cincinnati - Northern Kentucky Intl. Airport (CVG) to Midway Intl. Airport (MDW)?
To touch down at Midway Intl. Airport (MDW) without delays, select a flight that takes off from Cincinnati - Northern Kentucky Intl. Airport (CVG) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this time.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Chicago from Cincinnati - Northern Kentucky Intl. Airport (CVG)?
You can land at O'Hare Intl. Airport (ORD) or Midway Intl. Airport (MDW) when traveling to Chicago on a direct flight from Cincinnati - Northern Kentucky Intl. Airport (CVG).
Is it cheaper to buy a plane ticket from Cincinnati - Northern Kentucky Intl. Airport (CVG) to Midway Intl. Airport (MDW) last-minute?
Booking your plane ticket from CVG to MDW just before your journey is typically more expensive. However, if you're flexible with your departure times and dates, you could land a cheap last-minute fare.
Is it cheaper to book a CVG to MDW flight and hotel package?
You'll typically save money by booking a CVG to MDW flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's simple to manage everything in one place. After choosing your ideal accommodations and flights, consider adding extras such as activities, car rentals and tours.
Can I cancel or change the date of my flight from Cincinnati - Northern Kentucky Intl. Airport (CVG) to Midway Intl. Airport (MDW)?
In most instances, you can reschedule or cancel your CVG to MDW flight. However, additional charges may apply, especially if you booked over 24 hours ago. Check your itinerary for the airline's policies and fees on flight changes, or if you need further details, head to our Customer Service portal.

Travel information

Travel information

0
Origin airport
Cincinnati - Northern Kentucky Intl.
Destination airport
Midway Intl.
Airlines serving
Delta, Frontier Airlines, Southwest Airlines
Roundtrip price
$148
Distance
248 mi

Book with confidence

Book with confidence

Cincinnati to Chicago Flights

The cheapest times to fly from Cincinnati to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Cincinnati to Chicago are during the month of October. You can find some of the cheapest flights from Cincinnati to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Cincinnati to Chicago

Sunday is one of the best days to book for cheap flights from Cincinnati to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Cincinnati to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Cincinnati to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $77 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Cincinnati to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Cincinnati to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Cincinnati to Chicago Flights

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*Available to One Key members.