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$88+ 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 8/5. Fares are subject to change and may not be available on all flights or dates of travel.
CVG — MDW
Jul 10 — Jul 171
Fri 7/10
Fri 7/17
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 June 10, 2026.

This Southwest deal was found by Cheapflights users on 6/10. 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 7/147:00 am
CVG
-
MDW
2 stops7h 35m
Southwest
Wed 7/1512:45 pm
MDW
-
CVG
Nonstop1h 10m
Southwest
Deal found 6/10$192
This Southwest deal was found by Cheapflights users on 6/10. 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.
Wed 8/267:15 pm
CVG
-
MDW
Nonstop1h 10m
Southwest
Sat 8/298:00 am
MDW
-
CVG
Nonstop1h 25m
Southwest
Deal found 6/10$195
This Delta deal was found by Cheapflights users on 6/10. 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 7/12:15 pm
CVG
-
MDW
1 stop5h 16m
Delta
Wed 7/89:19 am
MDW
-
CVG
1 stop3h 16m
Delta
Deal found 6/10$197
This Southwest deal was found by Cheapflights users on 6/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/104:00 pm
CVG
-
MDW
1 stop6h 20m
Southwest
Wed 11/111:15 pm
MDW
-
CVG
2 stops7h 50m
Southwest
Deal found 6/9$201
This Southwest deal was found by Cheapflights users on 6/6. 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 8/158:20 am
CVG
-
MDW
Nonstop1h 05m
Southwest
Sat 8/225:55 am
MDW
-
CVG
1 stop5h 45m
Southwest
Deal found 6/6$205
This Southwest deal was found by Cheapflights users on 6/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/108:10 am
CVG
-
MDW
Nonstop1h 05m
Southwest
Mon 8/178:05 am
MDW
-
CVG
Nonstop1h 20m
Southwest
Deal found 6/9$213

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 June 10, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$192
(Southwest)

One-way from

$88
(Southwest)

Popular in

January

Cheapest in

October

Average price

$300

Good round-trip deal

$398 or less

Good one-way deal

$217 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. 12% potential increase in price ($48 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($17 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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.
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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 June 10, 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

Tue 7/14

7:00 am-1:35 pm

2 stops7h 35m

Chicago Midway

Wed 7/15

12:45 pm-2:55 pm

Nonstop1h 10m

$192

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Wed 8/26

3:30 pm-8:45 pm

1 stop6h 15m

Chicago Midway

Sat 8/29

8:00 am-10:25 am

Nonstop1h 25m

$204

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Wed 7/8

7:40 pm-7:50 pm

Nonstop1h 10m

Chicago Midway

Fri 7/10

7:00 pm-12:30 am

1 stop4h 30m

$249
Quickest round-trip

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Fri 7/17

8:25 pm-8:35 pm

Nonstop1h 10m

Chicago Midway

Mon 7/20

7:05 pm-9:20 pm

Nonstop1h 15m

$287

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Sat 7/25

1:40 pm-7:15 pm

2 stops6h 35m

Chicago Midway

Mon 7/27

7:05 pm-9:20 pm

Nonstop1h 15m

$288

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Thu 7/23

2:15 pm-6:25 pm

1 stop5h 10m

Chicago Midway

Sat 7/25

9:19 am-1:35 pm

1 stop3h 16m

$293

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Mon 7/6

6:55 pm-12:10 am

1 stop6h 15m

Chicago Midway

Mon 7/13

5:05 pm-11:05 pm

1 stop5h 00m

$293

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Thu 7/9

7:00 am-1:35 pm

2 stops7h 35m

Chicago Midway

Mon 7/13

5:05 pm-11:05 pm

1 stop5h 00m

$298

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Sat 7/25

4:00 pm-6:07 pm

1 stop3h 07m

Chicago Midway

Mon 7/27

9:19 am-3:16 pm

1 stop4h 57m

$321

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Sun 7/26

3:40 pm-8:25 pm

2 stops5h 45m

Chicago Midway

Thu 7/30

5:20 pm-12:30 am

1 stop6h 10m

$337

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/8

Showing 1-10 of 22 resultsSorted by cheapest first
1
2
3

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 June.
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 June 10, 2026.

A simple way to save on the total cost of your ticket is to fly from Cincinnati to Chicago Midway Airport at noon. If you’re flexible enough to do this you can expect to save up to 31% 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 June 10, 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
7.9
Good
4,235 reviews

Overall

7.9

Crew

8.6

Entertainment

7.5

Food

7.0

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.
Southwest
7.9
Good
4,235 reviews
Southwest
7.9
Good
4,235 reviews

Overall

7.9

Crew

8.6

Entertainment

7.5

Food

7.0

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

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 7h 35m. The distance from Cincinnati to Chicago Midway Airport is about 249 mi.

  • 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 38% 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 $168. While the most popular route (Cincinnati Cinci./N. Kentucky - Chicago Midway) can be booked for $176 on average, our data indicates $353 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
Hammond
Porter

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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 June 10, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$208Average$301FlexibilityNo cancel feeOn-time63%

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