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Midway

$79+ 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 9/10. Fares are subject to change and may not be available on all flights or dates of travel.
CVG — MDW
Aug 27 — Sep 31
Thu 8/27
Thu 9/3
1 adult, Economy
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Cheap 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 28, 2026.

This Southwest deal was found by Cheapflights users on 7/27. 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.
Thu 9/106:00 am
CVG
-
MDW
2 stops7h 20m
Southwest
Thu 9/178:05 am
MDW
-
CVG
Nonstop1h 20m
Southwest
Deal found 7/27$172
This Southwest deal was found by Cheapflights users on 7/27. 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 8/195:30 pm
CVG
-
MDW
1 stop5h 50m
Southwest
Sat 8/222:25 pm
MDW
-
CVG
1 stop3h 25m
Southwest
Deal found 7/27$177
This Southwest deal was found by Cheapflights users on 7/22. 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.
Sat 8/222:50 pm
CVG
-
MDW
1 stop6h 40m
Southwest
Wed 8/2610:10 am
MDW
-
CVG
2 stops9h 40m
Southwest
Deal found 7/22$182
This Southwest deal was found by Cheapflights users on 7/27. 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.
Fri 9/117:05 am
CVG
-
MDW
2 stops9h 25m
Southwest
Mon 9/148:05 am
MDW
-
CVG
Nonstop1h 20m
Southwest
Deal found 7/27$183
This Southwest deal was found by Cheapflights users on 7/23. 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.
Mon 8/247:05 am
CVG
-
MDW
2 stops6h 10m
Southwest
Thu 8/272:35 pm
MDW
-
CVG
2 stops6h 45m
Southwest
Deal found 7/23$187
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/207:05 am
CVG
-
MDW
2 stops9h 20m
Southwest
Mon 8/245:55 am
MDW
-
CVG
1 stop5h 20m
Southwest
Deal found 7/26$188
This Southwest deal was found by Cheapflights users on 7/27. 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.
Thu 8/207:00 pm
CVG
-
MDW
Nonstop1h 10m
Southwest
Sun 8/239:15 am
MDW
-
CVG
Nonstop1h 10m
Southwest
Deal found 7/27$196
This Southwest deal was found by Cheapflights users on 7/23. 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.
Fri 9/47:00 pm
CVG
-
MDW
Nonstop1h 10m
Southwest
Sun 9/66:30 pm
MDW
-
CVG
Nonstop1h 10m
Southwest
Deal found 7/23$201
This Southwest deal was found by Cheapflights users on 7/25. 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 10/147:10 am
CVG
-
MDW
2 stops9h 20m
Southwest
Thu 10/157:30 pm
MDW
-
CVG
Nonstop1h 05m
Southwest
Deal found 7/25$202
This Southwest deal was found by Cheapflights users on 7/27. 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.
Mon 9/77:00 pm
CVG
-
MDW
Nonstop1h 10m
Southwest
Mon 9/145:55 am
MDW
-
CVG
1 stop5h 20m
Southwest
Deal found 7/27$206
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/72:23 pm
CVG
-
MDW
1 stop5h 10m
Delta
Thu 9/109:29 am
MDW
-
CVG
1 stop2h 59m
Delta
Deal found 7/26$208

Find 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 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$172
(Southwest)

One-way from

$79
(Southwest)

Popular in

January

Cheapest in

October

Average price

$501

Good round-trip deal

$360 or less

Good one-way deal

$179 or less
Provider with most accurate pricing for Cincinnati Cinci./N. Kentucky-Chicago Midway flight deals.
Search Deals
Provider most trusted by Cheapflights users for Cincinnati Cinci./N. Kentucky-Chicago Midway flights.
Search Deals
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. 11% potential increase in price ($46 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
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

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 28, 2026.
Use the filters below to find and compare flights from Cincinnati to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Wed 8/26

5:40 am-9:00 am

1 stop4h 20m

Chicago Midway

Wed 9/2

10:10 am-8:50 pm

2 stops9h 40m

$182

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Tue 9/15

7:00 am-10:50 am

1 stop4h 50m

Chicago Midway

Wed 9/16

10:10 am-8:55 pm

2 stops9h 45m

$182

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Sat 8/29

2:23 pm-6:33 pm

1 stop5h 10m

Chicago Midway

Mon 8/31

5:45 pm-10:40 pm

1 stop3h 55m

$187

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Thu 8/20

7:05 am-3:25 pm

2 stops9h 20m

Chicago Midway

Mon 8/24

5:55 am-12:15 pm

1 stop5h 20m

$188

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Thu 8/20

7:05 am-3:25 pm

2 stops9h 20m

Chicago Midway

Sat 8/22

2:25 pm-6:50 pm

1 stop3h 25m

$188

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Thu 8/27

7:00 pm-7:10 pm

Nonstop1h 10m

Chicago Midway

Sun 8/30

6:00 pm-8:15 pm

Nonstop1h 15m

$196
Quickest round-trip

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Fri 9/25

8:10 am-8:15 am

Nonstop1h 05m

Chicago Midway

Tue 9/29

12:45 pm-2:55 pm

Nonstop1h 10m

$196

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Sat 8/15

5:50 am-1:05 pm

2 stops8h 15m

Chicago Midway

Mon 8/17

5:55 am-12:15 pm

1 stop5h 20m

$221

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Fri 10/2

8:20 pm-8:35 pm

Nonstop1h 15m

Chicago Midway

Sun 10/4

7:05 pm-9:15 pm

Nonstop1h 10m

$235

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Fri 8/28

5:25 pm-10:20 pm

1 stop5h 55m

Chicago Midway

Sun 8/30

9:15 am-11:25 am

Nonstop1h 10m

$245

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/24

Showing 1-10 of 18 resultsSorted by cheapest first
1
2

Compare providers for flights from Cincinnati to Midway

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Cincinnati to Midway in July.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Cincinnati-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Cincinnati-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Cincinnati-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Cincinnati-Chicago Midway Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Cincinnati-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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, October is the cheapest month in which you can book a flight from Cincinnati to Chicago Midway Airport (average of $217). Flying from Cincinnati to Chicago Midway Airport in January is currently the most expensive (average of $521). 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 28, 2026.

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 11% on your trip compared to booking a flight at noon.

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 28, 2026.
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
4,229 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Comfort

8.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers
Southwest
8.0
Very good
4,229 reviews
Southwest
8.0
Very good
4,229 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Comfort

8.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

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 1 outbound flight 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 4h 20m. 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 $208. Southwest is currently priced 44% 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 $78. While the most popular route (Cincinnati Cinci./N. Kentucky - Chicago Midway) can be booked for $157 on average, our data indicates $328 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, October is the cheapest month in which you can book a flight from Cincinnati to Chicago Midway Airport (average of $217). Flying from Cincinnati to Chicago Midway Airport in January is currently the most expensive (average of $521). 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
Benton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter

Browse thousands of different options on Cheapflights for your next trip

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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 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$208Average$315FlexibilityNo cancel feeOn-time63%

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