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Cheap flights from Cincinnati to Chicago from $56

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 4/25. 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

Enter your travel dates to find the best prices.
Frontier Logo
9:26 pm - 7:07 pm
CVG
-
MDW
22h 41m
2 stops
Frontier Logo
9:05 am - 5:32 pm
MDW
-
CVG
7h 27m
1 stop
$189Frontier
Mon, Feb 16 - Thu, Feb 19
Frontier Logo
1:07 pm - 10:37 pm
CVG
-
MDW
10h 30m
1 stop
Frontier Logo
6:00 am - 12:59 am
MDW
-
CVG
17h 59m
2 stops
$191Frontier
Thu, Feb 19 - Fri, Feb 20
Frontier Logo
1:07 pm - 5:53 pm
CVG
-
MDW
5h 46m
1 stop
Frontier Logo
2:19 pm - 9:25 pm
MDW
-
CVG
30h 06m
2 stops
$192Frontier
Fri, Feb 20 - Mon, Feb 23
Frontier Logo
1:07 pm - 10:29 pm
CVG
-
MDW
10h 22m
1 stop
Frontier Logo
6:00 am - 11:33 pm
MDW
-
CVG
16h 33m
1 stop
$197Frontier
Mon, Feb 16 - Sat, Feb 21
Frontier Logo
3:20 pm - 7:07 pm
CVG
-
MDW
28h 47m
2 stops
Frontier Logo
6:00 am - 5:32 pm
MDW
-
CVG
10h 32m
1 stop
$199Frontier
Tue, Feb 17 - Fri, Feb 20
Frontier Logo
1:22 pm - 10:19 pm
CVG
-
MDW
9h 57m
1 stop
Frontier Logo
6:25 am - 5:32 pm
MDW
-
CVG
10h 07m
1 stop
$200Frontier
Mon, Feb 9 - Thu, Feb 12
Southwest Logo
8:25 pm - 8:35 pm
CVG
-
MDW
1h 10mnonstop
Southwest Logo
5:40 pm - 11:20 pm
MDW
-
CVG
4h 40m
1 stop
$201Southwest
Sat, Mar 14 - Wed, Mar 18
Multiple Airlines Logo
1:07 pm - 10:29 pm
CVG
-
MDW
10h 22m
1 stop
Multiple Airlines Logo
3:40 pm - 11:29 pm
MDW
-
CVG
6h 49m
1 stop
$203Multiple Airlines
Thu, Feb 26 - Sun, Mar 1
Frontier Logo
1:07 pm - 6:38 pm
CVG
-
MDW
6h 31m
1 stop
Frontier Logo
6:00 am - 5:32 pm
MDW
-
CVG
10h 32m
1 stop
$205Frontier
Fri, Feb 27 - Sun, Mar 1
Frontier Logo
6:42 pm - 10:29 pm
CVG
-
MDW
28h 47m
2 stops
Frontier Logo
6:25 am - 5:32 pm
MDW
-
CVG
10h 07m
1 stop
$207Frontier
Sun, Feb 22 - Thu, Feb 26

Southwest flights from Cincinnati to Chicago Midway Airport

Our best Southwest deals on Cincinnati to Chicago Midway Airport flight tickets
Southwest
Mar 14
CVG8:25 pmCincinnati Cinci./N. Kentucky
1h 10m
MDW8:35 pmChicago Midway
Mar 18
MDW5:40 pmChicago Midway
4h 40m
1 stop
CVG11:20 pmCincinnati Cinci./N. Kentucky
$201
Southwest
Mar 4
CVG7:00 amCincinnati Cinci./N. Kentucky
1h 25m
MDW7:25 amChicago Midway
Mar 11
MDW6:05 pmChicago Midway
1h 10m
CVG8:15 pmCincinnati Cinci./N. Kentucky
$211
Southwest
Mar 20
CVG8:15 pmCincinnati Cinci./N. Kentucky
1h 15m
MDW8:30 pmChicago Midway
Mar 28
MDW6:50 pmChicago Midway
1h 10m
CVG9:00 pmCincinnati Cinci./N. Kentucky
$217

Frontier flights from Cincinnati to Chicago Midway Airport

Our best Frontier deals on Cincinnati to Chicago Midway Airport flight tickets
Frontier
Feb 16
CVG9:26 pmCincinnati Cinci./N. Kentucky
22h 41m
2 stops
MDW7:07 pmChicago Midway
Feb 19
MDW9:05 amChicago Midway
7h 27m
1 stop
CVG5:32 pmCincinnati Cinci./N. Kentucky
$189
Frontier
Feb 19
CVG1:07 pmCincinnati Cinci./N. Kentucky
10h 30m
1 stop
MDW10:37 pmChicago Midway
Feb 20
MDW6:00 amChicago Midway
17h 59m
2 stops
CVG12:59 amCincinnati Cinci./N. Kentucky
$191
Frontier
Feb 20
CVG1:07 pmCincinnati Cinci./N. Kentucky
5h 46m
1 stop
MDW5:53 pmChicago Midway
Feb 23
MDW2:19 pmChicago Midway
30h 06m
2 stops
CVG9:25 pmCincinnati Cinci./N. Kentucky
$192

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 February 4, 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

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Mon 2/16

9:26 pm-7:07 pm

2 stops22h 41m

Chicago Midway

Thu 2/19

9:05 am-5:32 pm

1 stop7h 27m

$189

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Thu 2/19

1:07 pm-10:37 pm

1 stop10h 30m

Chicago Midway

Fri 2/20

6:00 am-12:59 am

2 stops17h 59m

$191

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Fri 2/20

1:07 pm-5:53 pm

1 stop5h 46m

Chicago Midway

Mon 2/23

2:19 pm-9:25 pm

2 stops30h 06m

$192

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Mon 2/16

1:07 pm-10:29 pm

1 stop10h 22m

Chicago Midway

Sat 2/21

6:00 am-11:33 pm

1 stop16h 33m

$197

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Tue 2/17

3:20 pm-7:07 pm

2 stops28h 47m

Chicago Midway

Fri 2/20

6:00 am-5:32 pm

1 stop10h 32m

$199

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Mon 2/9

1:22 pm-10:19 pm

1 stop9h 57m

Chicago Midway

Thu 2/12

6:25 am-5:32 pm

1 stop10h 07m

$200

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Sat 3/14

8:25 pm-8:35 pm

Nonstop1h 10m

Chicago Midway

Wed 3/18

5:40 pm-11:20 pm

1 stop4h 40m

$201

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Thu 2/26

1:07 pm-10:29 pm

1 stop10h 22m

Chicago Midway

Sun 3/1

3:40 pm-11:29 pm

1 stop6h 49m

$203

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Fri 2/27

1:07 pm-6:38 pm

1 stop6h 31m

Chicago Midway

Sun 3/1

6:00 am-5:32 pm

1 stop10h 32m

$205

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Sun 2/22

6:42 pm-10:29 pm

2 stops28h 47m

Chicago Midway

Thu 2/26

6:25 am-5:32 pm

1 stop10h 07m

$207

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

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 day to depart on your flight to Chicago Midway Airport?

According to our data, Saturday is the cheapest day to fly to Chicago Midway Airport from Cincinnati. The lowest ticket price found for a Saturday departure recently was $360. 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 $433.

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 $347 when looking at flights departing in the afternoon. Try not to purchase tickets in the evening because they tend to be around $416. 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 is only 1 cabin class 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 65% 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

$187

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 $187. The best round-trip flight deal from Cincinnati to Chicago Midway Airport found on momondo in the last 72 hours is $336.
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 $137Free CancellationRating
8.0
4,272 reviews
Search Southwest flights

  • Southwest Flights From Cincinnati to Chicago Midway Airport

    Across 4 Southwest flights from Cincinnati to Chicago Midway Airport this week, the average price was $315, with the best Southwest deals starting from $137 round-trip. 4,272 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
Portage
Lansing
Schererville
Valparaiso
Munster
Crown Point
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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