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$89+ Cheap flights from Cincinnati (CVG) to Midway (MDW)

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 9/6. Fares are subject to change and may not be available on all flights or dates of travel.
CVG — MDW
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
1 adult, Economy
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Cheap flight deals from Cincinnati to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Cincinnati (CVG) to Midway (MDW). 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 July 29, 2025.

Round-trip from

$177
(Southwest)

One-way from

$89
(Southwest)

Popular in

August

Cheapest in

April

Average price

$346

Good round-trip deal

$244 or less

Good one-way deal

$124 or less
From Cincinnati Cinci./N. Kentucky to Chicago Midway
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One-way flight from Cincinnati Cinci./N. Kentucky to Chicago Midway
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Highest demand for flights based on searches. 13% potential increase in price ($46 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($21 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from Cincinnati Cinci./N. Kentucky to Chicago Midway.
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Price to beat on a one-way flight from Cincinnati Cinci./N. Kentucky to Chicago Midway.
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Find flight deals from Cincinnati to Midway

Cheapest flights from Cincinnati to Midway
Explore the most affordable flight options available from Cincinnati to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 29, 2025.

This Southwest deal was found by Cheapflights users on 7/29. 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.
Wed 8/272:50 pmCVG - MDW
Nonstop1h 10mSouthwest
Sat 8/304:20 pmMDW - CVG
Nonstop1h 10mSouthwest
Deal found 7/29$177
This Frontier deal was found by Cheapflights users on 7/26. 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 9/121:21 pmCVG - MDW
1 stop10h 59mFrontier
Sun 9/146:20 amMDW - CVG
1 stop10h 18mFrontier
Deal found 7/26$178
This Delta deal was found by Cheapflights users on 7/28. 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.
Sat 8/236:00 amCVG - MDW
1 stop3h 35mDelta
Tue 8/266:00 amMDW - CVG
1 stop5h 47mDelta
Deal found 7/28$197

Cheapflights Fare Finder

 
Customize your flight search to find flights from Cincinnati to Midway 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 July 29, 2025.
Use the filters below to find and compare flights from Cincinnati to Chicago Midway Airport that are best for you.

Fly from

Cincinnati

Fly to

Midway

Route

Depart

Return

Price

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Wed 8/27

2:50 pm-3:00 pm

Nonstop1h 10m

Chicago Midway

Sat 8/30

9:45 am-11:55 am

Nonstop1h 10m

$177

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Fri 9/12

6:05 am-12:44 pm

1 stop7h 39m

Chicago Midway

Fri 9/12

4:48 pm-1:40 am

1 stop7h 52m

$178

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Sat 8/23

2:05 pm-6:37 pm

1 stop5h 32m

Chicago Midway

Sat 8/30

6:17 pm-11:06 pm

1 stop3h 49m

$197

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Sat 9/6

4:25 pm-4:35 pm

Nonstop1h 10m

$89

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Mon 8/11

6:05 am-11:41 am

1 stop6h 36m

$91

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Tue 8/26

6:00 am-8:35 am

1 stop3h 35m

$99

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Sun 10/19

5:32 pm-4:33 pm

2 stops24h 01m

$144

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Fri 9/26

9:00 am-8:52 pm

2 stops12h 52m

$225

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

Best time to book a flight from Cincinnati to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway 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 Midway Airport

What is the cheapest month to book a flight from Cincinnati to Chicago Midway Airport?

Currently, April is the cheapest month in which you can book a flight from Cincinnati to Chicago Midway Airport (average of $160). Flying from Cincinnati to Chicago Midway Airport in November is currently the most expensive (average of $249). 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 MDW?

Find hourly flight availability from Cincinnati to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 29, 2025.

A simple way to save on the total cost of your ticket is to fly from Cincinnati to Chicago Midway Airport in the afternoon. If you’re flexible enough to do this you can expect to save up to 39% on your trip compared to booking a flight in the evening.

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated July 29, 2025.
Read reviews from past customers who have flown Southwest, Delta, and Allegiant Air from Cincinnati to Chicago Midway Airport. 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
8.0
Very good
4,238 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,977 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Allegiant Air
7.2
Good
703 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Frontier
5.9
Fair
3,238 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

Related info for your journey

Find useful and relevant information for your journey from Cincinnati to Midway. 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 Midway?

    For a flight from Cincinnati to Chicago Midway, 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 0 outbound flights to Chicago Midway per day. 1 airline has flights to Chicago Midway from Cincinnati Cinci./N. Kentucky on a regular basis.

  • What are the cheapest airlines flying from Cincinnati to Chicago Midway Airport round-trip?

    Flying on Southwest is currently your cheapest option to Chicago Midway Airport, with prices starting at $177. Additional round-trip tickets that might be worth considering are offered by Frontier and Delta, with the lowest prices starting at $178 and $197, respectively. Southwest is currently priced 43% below the average price you’ll pay for this route.

  • What are the cheapest airlines to fly from Cincinnati to Chicago Midway Airport one-way?

    One-way options have recently been found by users for as low as $89 on Southwest. Other airlines that offer cheap prices include Frontier from $91 and Delta from $99 one-way.

  • What are the cheapest flights from Cincinnati to Chicago Midway Airport?

    Looking at all options, your cheapest flight can be booked for $76. While the most popular route (Cincinnati Cinci./N. Kentucky - Chicago Midway) can be booked for $177 on average our data indicates $263 when flying from Cincinnati to Chicago Midway Airport.

  • Can I find deals for flights from Cincinnati to Midway that include hotel bookings?

    Yes. In addition to deals on Cincinnati to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Cincinnati to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Cincinnati to Midway.

  • Can I find deals for business class flights from Cincinnati to Midway?

    Yes. Cheapflights offers flight deals from Cincinnati to Midway 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 Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Cincinnati to Chicago Midway Airport (average of $160). Flying from Cincinnati to Chicago Midway Airport in November is currently the most expensive (average of $249). 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 Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Valparaiso
Chesterton

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Top airline flying from Cincinnati to Midway

Discover the top airline that operate flights from Cincinnati to Midway. 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 July 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$148Average$325FlexibilityNo cancel feeOn-time63%

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