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Cheap flights from Cincinnati to Chicago from $73

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Cincinnati to Chicago departing on 9/20. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap round-trip flights

Frontier Logo
1:21 pm - 11:20 pmCVG-MDW
10h 59m1 stop
Frontier Logo
6:15 am - 4:39 pmMDW-CVG
9h 24m1 stop
$171Frontier
Find Deal
Thu, Sep 18 - Sat, Sep 20
Frontier Logo
10:50 am - 11:25 pmCVG-MDW
13h 35m1 stop
Frontier Logo
5:20 am - 12:53 amMDW-CVG
18h 33m1 stop
$173Frontier
Find Deal
Sat, Oct 11 - Sun, Oct 12
Frontier Logo
1:21 pm - 7:11 amCVG-MDW
18h 50m2 stops
Frontier Logo
6:20 am - 5:38 pmMDW-CVG
10h 18m1 stop
$186Frontier
Find Deal
Thu, Sep 11 - Mon, Sep 15
Southwest Logo
6:40 am - 6:50 amCVG-MDW
1h 10mnonstop
Southwest Logo
6:45 pm - 8:55 pmMDW-CVG
1h 10mnonstop
$227Southwest
Find Deal
Thu, Sep 11 - Mon, Sep 15
Southwest Logo
4:25 pm - 4:35 pmCVG-MDW
1h 10mnonstop
Southwest Logo
1:00 pm - 3:10 pmMDW-CVG
1h 10mnonstop
$229Southwest
Find Deal
Sat, Sep 13 - Wed, Sep 17
Southwest Logo
7:05 am - 7:15 amCVG-MDW
1h 10mnonstop
Southwest Logo
7:25 am - 2:10 pmMDW-CVG
5h 45m1 stop
$232Southwest
Find Deal
Sat, Sep 13 - Wed, Sep 17
Southwest Logo
4:35 pm - 9:35 pmCVG-MDW
6h 00m1 stop
Southwest Logo
6:45 pm - 8:55 pmMDW-CVG
1h 10mnonstop
$237Southwest
Find Deal
Thu, Sep 11 - Mon, Sep 15
Delta Logo
4:00 pm - 6:35 pmCVG-MDW
3h 35m1 stop
Delta Logo
9:35 am - 1:33 pmMDW-CVG
2h 58m1 stop
$247Delta
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Thu, Sep 11 - Mon, Sep 15
Delta Logo
4:00 pm - 6:35 pmCVG-MDW
3h 35m1 stop
Delta Logo
6:15 pm - 10:28 pmMDW-CVG
3h 13m1 stop
$248Delta
Find Deal
Thu, Sep 11 - Mon, Sep 15
Delta Logo
11:44 am - 5:37 pmCVG-MDW
6h 53m1 stop
Delta Logo
1:08 pm - 9:36 pmMDW-CVG
7h 28m2 stops
$253Delta
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Sat, Aug 30 - Sat, Sep 20

Delta flights from Cincinnati to Chicago Midway Airport

Our best Delta deals on Cincinnati to Chicago Midway Airport flight tickets
Delta
Sep 11
CVG4:00 pmCincinnati Cinci./N. Kentucky
3h 35m
1 stop
MDW6:35 pmChicago Midway
Sep 15
MDW9:35 amChicago Midway
2h 58m
1 stop
CVG1:33 pmCincinnati Cinci./N. Kentucky
$247
Find similar
Delta
Sep 11
CVG4:00 pmCincinnati Cinci./N. Kentucky
3h 35m
1 stop
MDW6:35 pmChicago Midway
Sep 15
MDW6:15 pmChicago Midway
3h 13m
1 stop
CVG10:28 pmCincinnati Cinci./N. Kentucky
$248
Find similar
Delta
Aug 30
CVG6:45 amCincinnati Cinci./N. Kentucky
5h 49m
1 stop
MDW11:34 amChicago Midway
Aug 30
MDW6:17 pmChicago Midway
3h 49m
1 stop
CVG11:06 pmCincinnati Cinci./N. Kentucky
$249
Find similar

Frontier flights from Cincinnati to Chicago Midway Airport

Our best Frontier deals on Cincinnati to Chicago Midway Airport flight tickets
Frontier
Sep 18
CVG1:21 pmCincinnati Cinci./N. Kentucky
10h 59m
1 stop
MDW11:20 pmChicago Midway
Sep 20
MDW6:15 amChicago Midway
9h 24m
1 stop
CVG4:39 pmCincinnati Cinci./N. Kentucky
$171
Find similar
Frontier
Oct 11
CVG10:50 amCincinnati Cinci./N. Kentucky
13h 35m
1 stop
MDW11:25 pmChicago Midway
Oct 12
MDW5:20 amChicago Midway
18h 33m
1 stop
CVG12:53 amCincinnati Cinci./N. Kentucky
$173
Find similar
Frontier
Sep 11
CVG1:21 pmCincinnati Cinci./N. Kentucky
18h 50m
2 stops
MDW7:11 amChicago Midway
Sep 15
MDW6:20 amChicago Midway
10h 18m
1 stop
CVG5:38 pmCincinnati Cinci./N. Kentucky
$186
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Cincinnati to Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated August 18, 2025.
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

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Thu 9/18

1:21 pm-11:20 pm

1 stop10h 59m

Chicago Midway

Sat 9/20

6:15 am-4:39 pm

1 stop9h 24m

$171

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Sat 10/11

10:50 am-11:25 pm

1 stop13h 35m

Chicago Midway

Sun 10/12

5:20 am-12:53 am

1 stop18h 33m

$173

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Thu 9/11

1:21 pm-7:11 am

2 stops18h 50m

Chicago Midway

Mon 9/15

6:20 am-5:38 pm

1 stop10h 18m

$186

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Thu 9/11

6:40 am-6:50 am

Nonstop1h 10m

Chicago Midway

Mon 9/15

6:45 pm-8:55 pm

Nonstop1h 10m

$227

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Sat 9/13

4:25 pm-4:35 pm

Nonstop1h 10m

Chicago Midway

Wed 9/17

1:00 pm-3:10 pm

Nonstop1h 10m

$229

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Sat 9/13

7:05 am-7:15 am

Nonstop1h 10m

Chicago Midway

Wed 9/17

7:25 am-2:10 pm

1 stop5h 45m

$232

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Thu 9/11

4:35 pm-9:35 pm

1 stop6h 00m

Chicago Midway

Mon 9/15

6:45 pm-8:55 pm

Nonstop1h 10m

$237

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Thu 9/11

4:00 pm-6:35 pm

1 stop3h 35m

Chicago Midway

Mon 9/15

9:35 am-1:33 pm

1 stop2h 58m

$247

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Thu 9/11

4:00 pm-6:35 pm

1 stop3h 35m

Chicago Midway

Mon 9/15

6:15 pm-10:28 pm

1 stop3h 13m

$248

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Sat 8/30

11:44 am-5:37 pm

1 stop6h 53m

Chicago Midway

Sat 9/20

1:08 pm-9:36 pm

2 stops7h 28m

$253

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Cincinnati to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago Midway Airport?

The month of April is, on average, the cheapest month to fly to Chicago Midway Airport from Cincinnati, with most prices found around $170. If you are unable to visit Chicago Midway Airport during the month of April, then departing from Cincinnati during the month September is also very affordable. Most momondo users find prices during this month for around $203.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Tuesday is the cheapest day to fly to Chicago Midway Airport from Cincinnati. The lowest ticket price found for a Tuesday departure recently was $379. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from Cincinnati because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $432.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Cincinnati in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $336 when looking at flights departing in the afternoon. Try not to purchase tickets in the evening because they tend to be around $546. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Cincinnati Cinci./N. Kentucky to Chicago Midway flight route?

Fly from Cincinnati Cinci./N. Kentucky to Chicago Midway for the best Cincinnati Cinci./N. Kentucky - Chicago Midway flight prices

What cabin class options are available on Cincinnati Cinci./N. Kentucky to Chicago Midway flights?

There are 1 cabin classes available to choose from on Cincinnati Cinci./N. Kentucky to Chicago Midway flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Cincinnati to Chicago Midway Airport flights?

You could potentially save up to 10% on your flight if you consider stops on a Cincinnati to Chicago Midway Airport flight.

When to book flights from Cincinnati to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Cincinnati to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Cincinnati to Chicago Midway Airport (CVG to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Cincinnati to Chicago Midway Airport

Best Price Found

$73

Fastest flight time

1h 10m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Cincinnati in the past 72 hours is $73. The best round-trip flight deal from Cincinnati to Chicago Midway Airport found on momondo in the last 72 hours is $171.
The fastest flight from Cincinnati to Chicago Midway Airport takes 1h 10m
Direct flights go from Cincinnati to Chicago Midway Airport every day.
Search flight deals

  • How far is Cincinnati Cinci./N. Kentucky to Chicago Midway by plane?

    Chicago Midway is 251.4 mi away from Cincinnati Cinci./N. Kentucky. A reasonable flight in good conditions will take 1h 10m.

  • When did momondo last update prices for flights from Cincinnati Cinci./N. Kentucky Airport to Chicago Midway Airport?

    Prices for flights from Cincinnati Cinci./N. Kentucky Airport to Chicago Midway Airport are updated daily.

  • How many operators does momondo search for flights from Cincinnati Cinci./N. Kentucky Airport to Chicago Midway Airport?

  • How old do you have to be to fly from Cincinnati Cinci./N. Kentucky Airport to Chicago Midway Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Cincinnati Cinci./N. Kentucky Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Cincinnati to Chicago Midway Airport?

  • What is the most popular airline from Cincinnati to Chicago Midway Airport?

Best airlines flying from Cincinnati to Chicago Midway Airport

Compare and see reviews for airlines that fly from Cincinnati to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $148Free CancellationRating
8.0
4,246 reviews
Search Southwest flights

  • Southwest Flights From Cincinnati to Chicago Midway Airport

    Across 7 Southwest flights from Cincinnati to Chicago Midway Airport this week, the average price was $321, with the best Southwest deals starting from $148 round-trip. 4,246 users have rated Southwest on momondo, with an average score of 8.0/10.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Lansing
Portage
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Cincinnati to Chicago?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Cincinnati.

Can I find flights from Cincinnati to Chicago with flexible booking policies on momondo?

All flight searches from Cincinnati to Chicago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Cincinnati to Chicago?

momondo helps you find the best flight between Cincinnati and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Cincinnati to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from Cincinnati are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Chicago Midway Airport trip

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