CVG - MDW

$73 Find Cheap Flights from Cincinnati to Chicago Midway Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Cincinnati to Midway departing on 9/20. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Cincinnati to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Cincinnati to Chicago, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Cincinnati to Midway (CVG-MDW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Cincinnati to Midway that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Cincinnati to Midway

Thu, Sep 18 - Sat, Sep 20
Frontier Logo
1:21 pm - 11:20 pmCVG-MDW
10h 59m1 stop
Frontier Logo
6:15 am - 4:39 pmMDW-CVG
9h 24m1 stop
$171Frontier
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Sat, Oct 11 - Sun, Oct 12
Frontier Logo
10:50 am - 11:25 pmCVG-MDW
13h 35m1 stop
Frontier Logo
5:20 am - 12:53 amMDW-CVG
18h 33m1 stop
$173Frontier
Find Deal
Thu, Sep 11 - Mon, Sep 15
Frontier Logo
1:21 pm - 7:11 amCVG-MDW
18h 50m2 stops
Frontier Logo
6:20 am - 5:38 pmMDW-CVG
10h 18m1 stop
$186Frontier
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Thu, Sep 11 - Mon, Sep 15
Southwest Logo
6:40 am - 6:50 amCVG-MDW
1h 10mnonstop
Southwest Logo
6:45 pm - 8:55 pmMDW-CVG
1h 10mnonstop
$227Southwest
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Sat, Sep 13 - Wed, Sep 17
Southwest Logo
4:25 pm - 4:35 pmCVG-MDW
1h 10mnonstop
Southwest Logo
1:00 pm - 3:10 pmMDW-CVG
1h 10mnonstop
$229Southwest
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Sat, Sep 13 - Wed, Sep 17
Southwest Logo
7:05 am - 7:15 amCVG-MDW
1h 10mnonstop
Southwest Logo
7:25 am - 2:10 pmMDW-CVG
5h 45m1 stop
$232Southwest
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Thu, Sep 11 - Mon, Sep 15
Southwest Logo
4:35 pm - 9:35 pmCVG-MDW
6h 00m1 stop
Southwest Logo
6:45 pm - 8:55 pmMDW-CVG
1h 10mnonstop
$237Southwest
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Thu, Sep 11 - Mon, Sep 15
Delta Logo
4:00 pm - 6:35 pmCVG-MDW
3h 35m1 stop
Delta Logo
9:35 am - 1:33 pmMDW-CVG
2h 58m1 stop
$247Delta
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Thu, Sep 11 - Mon, Sep 15
Delta Logo
4:00 pm - 6:35 pmCVG-MDW
3h 35m1 stop
Delta Logo
6:15 pm - 10:28 pmMDW-CVG
3h 13m1 stop
$248Delta
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Sat, Aug 30 - Sat, Sep 20
Delta Logo
11:44 am - 5:37 pmCVG-MDW
6h 53m1 stop
Delta Logo
1:08 pm - 9:36 pmMDW-CVG
7h 28m2 stops
$253Delta
Find Deal
Booking Insights

KAYAK's insights & trends for Cincinnati to Midway flights

Get data-powered insights and trends into flights from Cincinnati to Midway to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Cincinnati to Chicago Midway Airport?

The average price of all round-trip flights from Cincinnati to Chicago Midway Airport clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Chicago Midway Airport on a Tuesday and more expensive on a Sunday. On your return trip to Cincinnati, you should consider flying back on a Friday, and avoid Saturdays for better deals.

What is the cheapest month to fly from Cincinnati to Chicago Midway Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Cincinnati to Chicago Midway Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Cincinnati to Chicago Midway Airport is April, where tickets cost $170 (return) on average. On the other hand, the most expensive months are August and March, where the average cost of round-trip tickets is $594 and $459 respectively.

Can I save money by flying with a layover from Cincinnati to Chicago Midway Airport?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $281, prices are generally cheapest when you fly direct.

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Good to know

Low seasonFebruary
Cheapest flight$73
Best time to beat the crowds with an average 25% drop in price.
Most popular time to fly and prices are also 3% lower on average.
Flight from Cincinnati to Chicago Midway Airport

When to book flights from Cincinnati to Midway

Are your dates flexible? Find out the best times to travel from Cincinnati to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Cincinnati to Chicago Midway Airport flights

  • What is the cheapest flight from Cincinnati to Chicago Midway Airport?

    In the last 3 days, the lowest price for a flight from Cincinnati to Chicago Midway Airport was $73 for a one-way ticket and $171 for a round-trip.

  • Do I need a passport to fly between Cincinnati and Chicago Midway Airport?

    A passport is not required to fly from Cincinnati to Chicago Midway Airport.

  • Which airlines offer Wi-Fi service onboard planes from Cincinnati to Chicago Midway Airport?

    American Airlines, and Delta offer inflight Wi-Fi service on the Cincinnati to Chicago Midway Airport flight route.

  • Which aircraft models fly most regularly from Cincinnati to Chicago Midway Airport?

    The Boeing 737-800 is the aircraft model that flies most regularly on the Cincinnati to Chicago Midway Airport flight route.

  • On which days can I fly direct from Cincinnati to Chicago Midway Airport?

    There are nonstop flights from Cincinnati to Chicago Midway Airport on a daily basis.

  • How does KAYAK find such low prices on flights from Cincinnati to Chicago Midway Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Cincinnati to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Cincinnati to Chicago Midway Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Cincinnati is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Cincinnati to Chicago Midway Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago Midway Airport with an airline and back to Cincinnati with another airline. Booking your flights between Cincinnati and MDW can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Cincinnati to Chicago Midway Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago Midway Airport from Cincinnati up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Cincinnati to Chicago Midway Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $153 or less one-way and $267 or less round-trip.

Prefer to fly direct from Cincinnati to Chicago Midway Airport?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Cincinnati Cinci./N. Kentucky to Chicago Midway.
Find which airlines fly direct from Cincinnati Cinci./N. Kentucky Airport to Chicago Midway Airport, which days they fly and book direct flights.

Direct departures

Cincinnati Cinci./N. Kentucky to Chicago Midway

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Direct returns

Chicago Midway to Cincinnati Cinci./N. Kentucky

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Reviews of the top airline flying from Cincinnati to Midway

 
See real verified KAYAK customer reviews for airlines flying from Cincinnati to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Cincinnati to Midway? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4246 reviews
8.6Crew
8.0Comfort
8.1Boarding
7.5Entertainment
7.0Food
Airline reviews

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

6.0 GoodDavid, Aug 2025MCO - DEN
Read more Southwest reviews

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

Southwest's seats are the least comfortable I have ever sat in.

The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.

Southwest like most American domestic airlines, is a mediocre airline. But it is among the cheapest. Oh well.

My flight was delayed 50 minutes and we were rushed to board to then sit for 15 minutes until the pilot arrived. Unacceptable since we could have waited to board. Also the delayed flight was updated AFTER we boarded to more than the 10 minutes as originally stated.

Other than a bit of a delay, everything was good. Again, the boarding process and picking seats is the only thing I don't enjoy.

If we are going to have to pay for luggage, make it easier to do. Put something on the app during check-in so I don't need to do it at the kiosk. I've done it twice recently and I ended up having to pay at the desk because something went wrong at the kiosk in Tampa.

southwest just starting charging for luggage. hadnt realized it until it was too late. now out $70 when i couldve bought a carry on if i wouldve known. free bags was one of the only reasons i chose southwest over another airline (the other being no assigned seats, which is apparently also being changed). stupid business decision. wont be flying southwest anymore.

The quality of Southwest Airlines continues to degrade each time I fly with them. If it were not for the free luggage, I would probably choose another airline. Their prices are a little bit competitive, but way too high for the quality of the service. Southwest is not unique in this way. Domestic flight in the United States of America has continued to be a lower and lower quality product. Very sad when you compare the quality of domestic airlines to that of many international airlines around the world.

Very smooth checking in our luggage with a super pleasant SW agent. I enjoyed a fun entertaining movie.

Everything you need to know for your flight from Cincinnati to Midway

Information on your arrival and departure airports

Cincinnati (CVG)
Midway (MDW)

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