HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Midway

$51+ 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 10/28. Fares are subject to change and may not be available on all flights or dates of travel.
CVG — MDW
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Cincinnati to Midway with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 September 11, 2025.

Round-trip from

$177
(Delta)

One-way from

$51
(Southwest)

Popular in

August

Cheapest in

April

Average price

$233

Good round-trip deal

$310 or less

Good one-way deal

$159 or less
From Cincinnati Cinci./N. Kentucky to Chicago Midway
Search Deals
One-way flight from Cincinnati Cinci./N. Kentucky to Chicago Midway
Search Deals
Highest demand for flights based on searches. 17% potential increase in price ($65 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease ($26 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals
Price to beat on a round-trip flight from Cincinnati Cinci./N. Kentucky to Chicago Midway.
Search Deals
Price to beat on a one-way flight from Cincinnati Cinci./N. Kentucky to Chicago Midway.
Search Deals

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 September 11, 2025.

This Frontier deal was found by Cheapflights users on 9/11. 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.
Thu 9/188:00 amCVG - MDW
1 stop14h 58mFrontier
Sun 9/216:20 amMDW - CVG
1 stop10h 18mFrontier
Deal found 9/11$177
This Expedia deal was found by Cheapflights users on 9/10. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/146:05 amCVG - MDW
1 stop7h 39mFrontier
Sun 9/216:30 amMDW - CVG
1 stop10h 29mFrontier
Deal found 9/10$178
This Frontier deal was found by Cheapflights users on 9/9. 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.
Thu 10/28:00 amCVG - MDW
1 stop14h 58mFrontier
Sun 10/56:30 amMDW - CVG
1 stop10h 29mFrontier
Deal found 9/9$179
This Booking.com deal was found by Cheapflights users on 9/10. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/83:10 pmCVG - MDW
1 stop19h 37mFrontier
Fri 10/106:24 pmMDW - CVG
1 stop6h 25mFrontier
Deal found 9/10$180
This Southwest deal was found by Cheapflights users on 9/10. 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.
Tue 9/302:50 pmCVG - MDW
Nonstop1h 10mSouthwest
Wed 10/17:25 amMDW - CVG
1 stop5h 45mSouthwest
Deal found 9/10$181
This Delta deal was found by Cheapflights users on 9/10. 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.
Wed 10/19:52 amCVG - MDW
2 stops9h 43mDelta
Wed 10/86:00 amMDW - CVG
1 stop4h 18mDelta
Deal found 9/10$182
This Delta deal was found by Cheapflights users on 9/10. 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.
Tue 9/306:00 amCVG - MDW
1 stop4h 40mDelta
Wed 10/16:00 amMDW - CVG
1 stop4h 08mDelta
Deal found 9/10$183
This Booking.com deal was found by Cheapflights users on 9/8. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/135:44 pmCVG - MDW
1 stop6h 33mFrontier
Sun 9/146:21 amMDW - CVG
1 stop16h 08mFrontier
Deal found 9/8$184
This Frontier deal was found by Cheapflights users on 9/11. 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.
Thu 11/611:00 amCVG - MDW
2 stops12h 03mFrontier
Mon 11/176:15 amMDW - CVG
1 stop9h 55mFrontier
Deal found 9/11$186
This Delta deal was found by Cheapflights users on 9/9. 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 11/158:10 amCVG - MDW
2 stops11h 08mDelta
Wed 11/199:32 amMDW - CVG
2 stops8h 22mDelta
Deal found 9/9$187
This Frontier deal was found by Cheapflights users on 9/10. 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.
Sat 10/1111:51 amCVG - MDW
2 stops12h 29mFrontier
Sun 10/126:20 amMDW - CVG
1 stop9h 50mFrontier
Deal found 9/10$189

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 September 11, 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

Sat 11/15

8:10 am-6:18 pm

2 stops11h 08m

Chicago Midway

Wed 11/19

10:47 am-6:54 pm

1 stop7h 07m

$182

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Sat 10/25

7:10 am-7:20 am

Nonstop1h 10m

Chicago Midway

Mon 10/27

7:10 pm-9:20 pm

Nonstop1h 10m

$194

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Sat 11/1

7:10 am-7:20 am

Nonstop1h 10m

Chicago Midway

Mon 11/3

6:40 am-12:50 pm

1 stop5h 10m

$204

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Wed 10/15

6:35 am-6:45 am

Nonstop1h 10m

Chicago Midway

Wed 10/15

7:55 am-1:10 pm

1 stop4h 15m

$205

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Sun 11/16

6:35 am-6:50 am

Nonstop1h 15m

Chicago Midway

Tue 11/18

12:25 pm-6:15 pm

1 stop4h 50m

$221

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Wed 10/8

5:40 am-12:00 pm

1 stop7h 20m

Chicago Midway

Fri 10/10

7:10 pm-9:20 pm

Nonstop1h 10m

$222

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Tue 9/30

2:50 pm-3:00 pm

Nonstop1h 10m

Chicago Midway

Wed 10/1

1:00 pm-3:10 pm

Nonstop1h 10m

$226

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Sun 10/12

7:55 pm-8:00 pm

Nonstop1h 05m

Chicago Midway

Tue 10/14

7:55 am-1:10 pm

1 stop4h 15m

$233

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Tue 10/21

6:35 am-6:45 am

Nonstop1h 10m

Chicago Midway

Fri 10/24

5:20 pm-12:05 am

1 stop5h 45m

$235

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Tue 10/21

6:35 am-6:45 am

Nonstop1h 10m

$70

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 20 results
1
2

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 September 11, 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 38% on your trip compared to booking a flight in the evening.

How much does it cost to fly round-trip from Cincinnati to Chicago Midway Airport?

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 September 11, 2025.
Read reviews from past customers who have flown Southwest 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
4,248 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Crew

8.6

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Crew

8.6

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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.

  • How long is the flight from Cincinnati to Chicago Midway Airport?

    Departing from Cincinnati to Chicago Midway Airport will take you 1h 10m. The distance from Cincinnati to Chicago Midway Airport is about 249 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What is the cheapest airline to fly from Cincinnati to Chicago Midway Airport round-trip?

    Flying on Southwest is currently your cheapest option to Chicago Midway Airport, with prices starting at $151. Southwest is currently priced 52% below the average price you’ll pay for this route.

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

    Looking at all options, your cheapest flight can be booked for $108. While the most popular route (Cincinnati Cinci./N. Kentucky - Chicago Midway) can be booked for $149 on average, our data indicates $283 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
Chesterton

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$151Average$311FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.