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$55+ 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 11/15. Fares are subject to change and may not be available on all flights or dates of travel.
CVG — MDW
nov 28 — dec 51
fre 11/28
fre 12/5
1 adult, Economy
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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 oktober 29, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
tis 11/118:00 amCVG - MDW
2 stops29h 41mFrontier
tors 11/139:39 pmMDW - CVG
1 stop11h 12mFrontier
Deal found 10/28$180
This Orbitz deal was found by Cheapflights users on 10/29. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
tors 11/612:52 pmCVG - MDW
1 stop10h 11mFrontier
sön 11/96:30 amMDW - CVG
1 stop10h 24mFrontier
Deal found 10/29$186
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lör 11/159:52 amCVG - MDW
2 stops12h 43mFrontier
mån 11/176:15 amMDW - CVG
1 stop9h 55mFrontier
Deal found 10/28$189
This Frontier deal was found by Cheapflights users on 10/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
tors 12/45:05 amCVG - MDW
1 stop17h 53mFrontier
mån 12/812:35 pmMDW - CVG
1 stop8h 59mFrontier
Deal found 10/29$190
This Mytrip deal was found by Cheapflights users on 10/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
tors 12/45:05 amCVG - MDW
1 stop17h 53mFrontier
sön 12/76:37 pmMDW - CVG
1 stop15h 15mFrontier
Deal found 10/29$192
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mån 11/109:17 pmCVG - MDW
2 stops27h 38mMultiple Airlines
tors 11/139:39 pmMDW - CVG
1 stop11h 12mMultiple Airlines
Deal found 10/28$194
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
fre 11/1412:01 pmCVG - MDW
1 stop11h 09mFrontier
mån 11/176:15 amMDW - CVG
1 stop9h 55mFrontier
Deal found 10/29$199
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
tors 11/1311:00 amCVG - MDW
2 stops12h 03mFrontier
lör 11/156:15 amMDW - CVG
1 stop9h 18mFrontier
Deal found 10/28$201
This Frontier deal was found by Cheapflights users on 10/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sön 11/25:05 amCVG - MDW
1 stop6h 25mFrontier
fre 11/712:30 pmMDW - CVG
1 stop6h 50mFrontier
Deal found 10/29$202
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lör 12/208:47 pmCVG - MDW
1 stop22h 17mMultiple Airlines
tis 12/306:14 amMDW - CVG
2 stops27h 04mMultiple Airlines
Deal found 10/28$206
This Booking.com deal was found by Cheapflights users on 10/29. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
fre 12/55:33 pmCVG - MDW
1 stop6h 06mFrontier
sön 12/76:37 pmMDW - CVG
1 stop15h 15mFrontier
Deal found 10/29$208
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ons 11/129:30 pmCVG - MDW
2 stops15h 00mFrontier
tors 11/139:39 pmMDW - CVG
1 stop11h 12mFrontier
Deal found 10/29$212

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 oktober 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$180
(Kiwi.com)

One-way from

$55
(Priceline)

Popular in

March

Cheapest in

April

Average price

$288

Good round-trip deal

$332 or less

Good one-way deal

$162 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
High demand for flights, 6% potential price rise
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 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

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 oktober 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

sön 12/7

11:59 am-10:12 pm

1 stop11h 13m

Chicago Midway

mån 12/8

12:35 pm-10:34 pm

1 stop8h 59m

$202

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

tis 12/9

5:50 am-10:10 am

1 stop5h 20m

Chicago Midway

tors 12/11

6:20 pm-8:35 pm

Nonstop1h 15m

$241

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

ons 12/17

6:05 am-8:54 am

1 stop3h 49m

Chicago Midway

tis 12/30

6:00 am-1:13 pm

1 stop6h 13m

$251

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

lör 12/13

7:00 am-7:15 am

Nonstop1h 15m

Chicago Midway

fre 1/9

5:30 pm-7:40 pm

Nonstop1h 10m

$256

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

mån 11/24

6:35 am-6:50 am

Nonstop1h 15m

Chicago Midway

fre 11/28

7:35 pm-9:45 pm

Nonstop1h 10m

$267

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

mån 12/15

5:50 am-10:10 am

1 stop5h 20m

Chicago Midway

ons 12/17

6:20 pm-8:35 pm

Nonstop1h 15m

$268

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

tors 12/4

7:00 am-7:15 am

Nonstop1h 15m

Chicago Midway

sön 12/7

7:35 pm-9:45 pm

Nonstop1h 10m

$270

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

lör 12/13

11:30 am-3:44 pm

1 stop5h 14m

Chicago Midway

fre 1/9

6:45 am-1:20 pm

1 stop5h 35m

$287

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

sön 11/9

6:05 am-11:30 am

1 stop6h 25m

$88

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

mån 11/24

6:05 am-8:54 am

1 stop3h 49m

$113

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 17 results
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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice 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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Cincinnati-Chicago Midway Airport flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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, January is the cheapest month in which you can book a flight from Cincinnati to Chicago Midway Airport (average of $73). Flying from Cincinnati to Chicago Midway Airport in May is currently the most expensive (average of $192). 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 oktober 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 21% 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 oktober 29, 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
4,241 reviews

Boarding

8.1

Overall

8.0

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

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
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Boarding

8.1

Overall

8.0

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

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 3h 49m. 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 $183. Southwest is currently priced 40% 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 $88 on Frontier. Other airlines that offer cheap prices include Delta from $113 and Southwest from $116 one-way.

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

    Looking at all options, your cheapest flight can be booked for $134. While the most popular route (Cincinnati Cinci./N. Kentucky - Chicago Midway) can be booked for $194 on average, our data indicates $273 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, January is the cheapest month in which you can book a flight from Cincinnati to Chicago Midway Airport (average of $73). Flying from Cincinnati to Chicago Midway Airport in May is currently the most expensive (average of $192). 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
Porter
Benton Harbor

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 oktober 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$183Average$311FlexibilityNo cancel feeOn-time63%

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