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Cheap flights from Cincinnati to Chicago from $88

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 8/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Find the cheapest flights from Cincinnati to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
7:00 am - 1:35 pm
CVG
-
MDW
7h 35m
2 stops
Southwest Logo
6:15 pm - 8:30 pm
MDW
-
CVG
1h 15mnonstop
$192Southwest
Tue, Jul 14 - Tue, Jul 14
Southwest Logo
4:55 pm - 5:05 pm
CVG
-
MDW
1h 10mnonstop
Southwest Logo
8:05 am - 10:25 am
MDW
-
CVG
1h 20mnonstop
$195Southwest
Sat, Sep 5 - Mon, Sep 7
Southwest Logo
6:00 am - 10:45 am
CVG
-
MDW
5h 45m
1 stop
Southwest Logo
4:40 pm - 6:50 pm
MDW
-
CVG
1h 10mnonstop
$196Southwest
Wed, Oct 28 - Sat, Oct 31
Southwest Logo
4:30 pm - 9:35 pm
CVG
-
MDW
6h 05m
1 stop
Southwest Logo
5:20 pm - 9:55 pm
MDW
-
CVG
3h 35m
1 stop
$197Southwest
Wed, Jul 1 - Wed, Jul 8
Southwest Logo
6:00 am - 2:30 pm
CVG
-
MDW
9h 30m
2 stops
Southwest Logo
8:00 am - 10:20 am
MDW
-
CVG
1h 20mnonstop
$201Southwest
Wed, Oct 28 - Sat, Oct 31
Southwest Logo
7:00 am - 1:35 pm
CVG
-
MDW
7h 35m
2 stops
Southwest Logo
3:10 pm - 9:55 pm
MDW
-
CVG
5h 45m
1 stop
$202Southwest
Tue, Jul 14 - Tue, Jul 14
Southwest Logo
7:15 pm - 7:25 pm
CVG
-
MDW
1h 10mnonstop
Southwest Logo
5:55 am - 12:15 pm
MDW
-
CVG
5h 20m
1 stop
$204Southwest
Tue, Aug 4 - Thu, Aug 6
Southwest Logo
8:20 am - 8:25 am
CVG
-
MDW
1h 05mnonstop
Southwest Logo
5:55 am - 12:15 pm
MDW
-
CVG
5h 20m
1 stop
$205Southwest
Sat, Sep 5 - Mon, Sep 7
Southwest Logo
5:50 am - 1:05 pm
CVG
-
MDW
8h 15m
2 stops
Southwest Logo
8:05 am - 10:25 am
MDW
-
CVG
1h 20mnonstop
$210Southwest
Sat, Sep 5 - Mon, Sep 7
Southwest Logo
6:00 am - 2:30 pm
CVG
-
MDW
9h 30m
2 stops
Southwest Logo
5:05 am - 12:00 pm
MDW
-
CVG
5h 55m
1 stop
$211Southwest
Wed, Oct 28 - Sat, Oct 31

Frontier flights from Cincinnati to Chicago Midway Airport

Our best Frontier deals on Cincinnati to Chicago Midway Airport flight tickets
Frontier
Jul 21
CVG12:18 pmCincinnati Cinci./N. Kentucky
10h 45m
1 stop
MDW10:03 pmChicago Midway
Jul 28
MDW6:05 amChicago Midway
28h 43m
1 stop
CVG11:48 amCincinnati Cinci./N. Kentucky
$230
Frontier
Jul 21
CVG12:18 pmCincinnati Cinci./N. Kentucky
10h 45m
1 stop
MDW10:03 pmChicago Midway
Jul 25
MDW12:11 pmChicago Midway
22h 02m
1 stop
CVG11:13 amCincinnati Cinci./N. Kentucky
$233
Frontier
Jul 21
CVG12:18 pmCincinnati Cinci./N. Kentucky
10h 45m
1 stop
MDW10:03 pmChicago Midway
Jul 25
MDW12:11 pmChicago Midway
22h 02m
1 stop
CVG11:13 amCincinnati Cinci./N. Kentucky
$234

Southwest flights from Cincinnati to Chicago Midway Airport

Our best Southwest deals on Cincinnati to Chicago Midway Airport flight tickets
Southwest
Jul 14
CVG7:00 amCincinnati Cinci./N. Kentucky
7h 35m
2 stops
MDW1:35 pmChicago Midway
Jul 14
MDW6:15 pmChicago Midway
1h 15m
CVG8:30 pmCincinnati Cinci./N. Kentucky
$192
Southwest
Sep 5
CVG4:55 pmCincinnati Cinci./N. Kentucky
1h 10m
MDW5:05 pmChicago Midway
Sep 7
MDW8:05 amChicago Midway
1h 20m
CVG10:25 amCincinnati Cinci./N. Kentucky
$195
Southwest
Oct 28
CVG6:00 amCincinnati Cinci./N. Kentucky
5h 45m
1 stop
MDW10:45 amChicago Midway
Oct 31
MDW4:40 pmChicago Midway
1h 10m
CVG6:50 pmCincinnati Cinci./N. Kentucky
$196

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 June 8, 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

Tue 7/14

6:15 pm-8:30 pm

Nonstop1h 15m

$192
Quickest round-trip

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Sat 9/5

4:55 pm-5:05 pm

Nonstop1h 10m

Chicago Midway

Mon 9/7

8:05 am-10:25 am

Nonstop1h 20m

$195

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Wed 10/28

6:00 am-10:45 am

1 stop5h 45m

Chicago Midway

Sat 10/31

4:40 pm-6:50 pm

Nonstop1h 10m

$196

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Wed 7/1

4:30 pm-9:35 pm

1 stop6h 05m

Chicago Midway

Wed 7/8

5:20 pm-9:55 pm

1 stop3h 35m

$197

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Wed 10/28

6:00 am-2:30 pm

2 stops9h 30m

Chicago Midway

Sat 10/31

8:00 am-10:20 am

Nonstop1h 20m

$201

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Tue 7/14

7:00 am-1:35 pm

2 stops7h 35m

Chicago Midway

Tue 7/14

3:10 pm-9:55 pm

1 stop5h 45m

$202

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Tue 8/4

7:15 pm-7:25 pm

Nonstop1h 10m

Chicago Midway

Thu 8/6

5:55 am-12:15 pm

1 stop5h 20m

$204

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Sat 9/5

8:20 am-8:25 am

Nonstop1h 05m

Chicago Midway

Mon 9/7

5:55 am-12:15 pm

1 stop5h 20m

$205

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Sat 9/5

5:50 am-1:05 pm

2 stops8h 15m

Chicago Midway

Mon 9/7

8:05 am-10:25 am

Nonstop1h 20m

$210

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Wed 10/28

6:00 am-2:30 pm

2 stops9h 30m

Chicago Midway

Sat 10/31

5:05 am-12:00 pm

1 stop5h 55m

$211

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 typical price of a round-trip flight between Cincinnati and Chicago Midway Airport?

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

The month of October is, on average, the cheapest month to fly to Chicago Midway Airport from Cincinnati, with most prices found around $217. If you are unable to visit Chicago Midway Airport during the month of October, then departing from Cincinnati during the month February is also very affordable. Most momondo users find prices during this month for around $250.

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 $392. 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 at noon is the least expensive time of day to depart. momondo users have found prices as low as $291 when looking at flights departing at noon. Try not to purchase tickets in the evening because they tend to be around $425. 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 to Chicago Midway Airport flights?

There is only 1 cabin class available to choose from on Cincinnati to Chicago Midway Airport 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 19% 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

$217

Fastest flight time

1h 05m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Cincinnati in the past 72 hours is $217. The best round-trip flight deal from Cincinnati to Chicago Midway Airport found on momondo in the last 72 hours is $398.
The fastest flight from Cincinnati to Chicago Midway Airport takes 1h 05m
Direct flights go from Cincinnati to Chicago Midway Airport every day.
Search flight deals

Frequently asked questions about flying from Cincinnati to Chicago Midway Airport

  • 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 05m.

  • 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 $208Free CancellationRating
7.9
4,249 reviews
Search Southwest flights

  • Southwest Flights From Cincinnati to Chicago Midway Airport

    Across 10 Southwest flights from Cincinnati to Chicago Midway Airport this week, the average price was $301, with the best Southwest deals starting from $208 round-trip. 4,250 users have rated Southwest on momondo, with an average score of 7.9/10.

Traveling to a place near Chicago?

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