CVG - MDW

$54 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 11/8. 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

Mon, Oct 20 - Wed, Oct 22
Frontier Logo
7:04 pm - 1:38 pmCVG-MDW
19h 34m2 stops
Frontier Logo
8:05 am - 1:56 pmMDW-CVG
4h 51m1 stop
$203Frontier
Find Deal
Mon, Oct 20 - Mon, Oct 20
Frontier Logo
6:35 am - 4:09 pmCVG-MDW
10h 34m1 stop
Frontier Logo
6:24 pm - 1:39 amMDW-CVG
6h 15m1 stop
$209Frontier
Find Deal
Mon, Oct 20 - Sat, Nov 15
Frontier Logo
12:52 pm - 11:20 pmCVG-MDW
11h 28m2 stops
Frontier Logo
6:15 am - 4:33 pmMDW-CVG
9h 18m1 stop
$212Frontier
Find Deal
Thu, Dec 4 - Tue, Dec 9
Multiple Airlines Logo
11:45 am - 11:05 pmCVG-MDW
12h 20m1 stop
Multiple Airlines Logo
5:56 pm - 5:01 pmMDW-CVG
46h 05m2 stops
$213Multiple Airlines
Find Deal
Wed, Nov 5 - Wed, Nov 5
Southwest Logo
7:00 am - 7:15 amCVG-MDW
1h 15mnonstop
Southwest Logo
6:20 pm - 8:35 pmMDW-CVG
1h 15mnonstop
$217Southwest
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Fri, Oct 31 - Mon, Nov 3
Southwest Logo
7:00 am - 7:15 amCVG-MDW
1h 15mnonstop
Southwest Logo
6:20 pm - 8:35 pmMDW-CVG
1h 15mnonstop
$221Southwest
Find Deal
Wed, Nov 5 - Sat, Nov 8
Southwest Logo
7:00 am - 7:15 amCVG-MDW
1h 15mnonstop
Southwest Logo
5:35 pm - 7:45 pmMDW-CVG
1h 10mnonstop
$224Southwest
Find Deal
Fri, Oct 24 - Wed, Oct 29
Multiple Airlines Logo
6:00 am - 11:20 pmCVG-MDW
18h 20m2 stops
Multiple Airlines Logo
2:06 pm - 5:10 pmMDW-CVG
26h 04m1 stop
$235Multiple Airlines
Find Deal
Wed, Nov 5 - Wed, Nov 12
Delta Logo
7:00 am - 12:28 pmCVG-MDW
6h 28m2 stops
Delta Logo
6:00 am - 2:15 pmMDW-CVG
7h 15m1 stop
$242Delta
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Sat, Nov 15 - Wed, Nov 19
Delta Logo
6:05 am - 8:52 amCVG-MDW
3h 47m1 stop
Delta Logo
9:41 am - 3:44 pmMDW-CVG
5h 03m1 stop
$244Delta
Find Deal

Everything you should know

Top airlines
Frontier
Cheapest • from $203 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Cheapest round-trip
$203
Frontier
Mon 10/20Wed 10/22
CVG - MDW • 2 stops
Cheapest non-stop
$217
Typical prices: $249-$321
Southwest
Wed 11/5Wed 11/5
CVG - MDW • Non-stop
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Midway!
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 Wednesday, and avoid Sundays for better deals.

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.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $259 on average.

Find deals

Good to know

Low seasonApril
Cheapest flight$54
Best time to beat the crowds with an average 44% drop in price.
Most popular time to fly and prices are also 5% 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 $54 for a one-way ticket and $203 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, Delta, and Alaska Airlines 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 $344 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 4237 reviews
8.0Comfort
7.0Food
8.1Boarding
7.5Entertainment
8.6Crew
Airline reviews

mandatory demand customer to check their carry on because not enough people check bags.

6.0 GoodHung, Oct 2025PHX - ABQ
Read more Southwest reviews

mandatory demand customer to check their carry on because not enough people check bags.

Connecting flight is on time and boarding was a breeze!

Excellent. Would encourage Southwest to keep current boarding procedures with free style seating. Makes for a fantastic experience

As always, the entire Southwest experience was perfect. Purchasing the tickets on the Southwest web site was effortless, departure and arrival gates were spotless and comfortable, plane was clean and comfortable, crew was excellent and flight was on time. Wheelchair service in Las Vegas at departure was somewhat chaotic and disjointed, but I am not sure if that was Southwest problem, airport problem or combination.

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.

The weather could have been better. There was a 40 minute ATC delay in SFO because of marine fog and a micro cell storm delayed landing and take-off at Nashville. The gate was changed 5 minutes from boarding from gate B3 to gate C23 at Nashville airport.

After being assaulted by a flight attendant I was then brushed off as oh well because he long braids didn’t mean to whip me in the eye. I have filed complaints and will see. But like any other issue I’ve had with kayak involved it’s been trash. Last time I’ll be using your app

AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.

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.

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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