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Cheap flights from Cincinnati to Chicago from $68

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 6/8. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
12:19 pm - 8:07 pm
CVG
-
MDW
8h 48m
1 stop
Frontier Logo
6:00 am - 5:33 pm
MDW
-
CVG
10h 33m
1 stop
$180Frontier
Mon, Apr 13 - Thu, Apr 16
Frontier Logo
6:45 am - 3:04 pm
CVG
-
MDW
9h 19m
1 stop
Frontier Logo
6:00 am - 5:48 pm
MDW
-
CVG
10h 48m
1 stop
$181Frontier
Thu, Apr 16 - Sun, Apr 19
Southwest Logo
7:35 pm - 7:50 pm
CVG
-
MDW
1h 15mnonstop
Southwest Logo
8:00 am - 12:40 pm
MDW
-
CVG
3h 40m
1 stop
$185Southwest
Tue, Apr 14 - Wed, Apr 15
Southwest Logo
8:45 am - 8:55 am
CVG
-
MDW
1h 10mnonstop
Southwest Logo
3:40 pm - 5:45 pm
MDW
-
CVG
1h 05mnonstop
$191Southwest
Sat, Apr 25 - Sat, May 2
Southwest Logo
7:35 pm - 7:50 pm
CVG
-
MDW
1h 15mnonstop
Southwest Logo
7:00 pm - 9:10 pm
MDW
-
CVG
1h 10mnonstop
$193Southwest
Wed, May 13 - Mon, May 18
Frontier Logo
8:17 pm - 10:14 pm
CVG
-
MDW
26h 57m
2 stops
Frontier Logo
6:00 am - 5:33 pm
MDW
-
CVG
10h 33m
1 stop
$194Frontier
Fri, Apr 17 - Thu, Apr 23
Southwest Logo
3:50 pm - 7:30 pm
CVG
-
MDW
4h 40m
1 stop
Southwest Logo
4:50 pm - 9:15 pm
MDW
-
CVG
3h 25m
1 stop
$195Southwest
Tue, Apr 14 - Wed, Apr 15
Frontier Logo
7:00 am - 2:01 pm
CVG
-
MDW
8h 01m
1 stop
Frontier Logo
2:15 pm - 11:55 am
MDW
-
CVG
20h 40m
2 stops
$200Frontier
Fri, Apr 10 - Wed, Apr 15
Southwest Logo
3:55 pm - 8:40 pm
CVG
-
MDW
5h 45m
1 stop
Southwest Logo
3:40 pm - 5:45 pm
MDW
-
CVG
1h 05mnonstop
$201Southwest
Sat, Apr 25 - Sat, May 2
Southwest Logo
7:35 pm - 7:50 pm
CVG
-
MDW
1h 15mnonstop
Southwest Logo
5:30 am - 11:50 am
MDW
-
CVG
5h 20m
1 stop
$203Southwest
Wed, Apr 22 - Thu, Apr 23

Southwest flights from Cincinnati to Chicago Midway Airport

Our best Southwest deals on Cincinnati to Chicago Midway Airport flight tickets
Southwest
Apr 14
CVG7:35 pmCincinnati Cinci./N. Kentucky
1h 15m
MDW7:50 pmChicago Midway
Apr 15
MDW8:00 amChicago Midway
3h 40m
1 stop
CVG12:40 pmCincinnati Cinci./N. Kentucky
$185
Southwest
Apr 25
CVG5:00 pmCincinnati Cinci./N. Kentucky
1h 15m
MDW5:15 pmChicago Midway
May 2
MDW7:40 amChicago Midway
1h 05m
CVG9:45 amCincinnati Cinci./N. Kentucky
$191
Southwest
May 13
CVG7:35 pmCincinnati Cinci./N. Kentucky
1h 15m
MDW7:50 pmChicago Midway
May 18
MDW7:00 pmChicago Midway
1h 10m
CVG9:10 pmCincinnati Cinci./N. Kentucky
$193

Delta flights from Cincinnati to Chicago Midway Airport

Our best Delta deals on Cincinnati to Chicago Midway Airport flight tickets
Delta
Apr 14
CVG5:59 amCincinnati Cinci./N. Kentucky
3h 48m
1 stop
MDW8:47 amChicago Midway
Apr 14
MDW1:24 pmChicago Midway
3h 47m
1 stop
CVG6:11 pmCincinnati Cinci./N. Kentucky
$195
Delta
Apr 22
CVG5:59 amCincinnati Cinci./N. Kentucky
3h 48m
1 stop
MDW8:47 amChicago Midway
Apr 23
MDW9:27 amChicago Midway
3h 49m
1 stop
CVG2:16 pmCincinnati Cinci./N. Kentucky
$213
Delta
May 27
CVG6:10 amCincinnati Cinci./N. Kentucky
8h 09m
2 stops
MDW1:19 pmChicago Midway
May 28
MDW1:22 pmChicago Midway
8h 42m
2 stops
CVG11:04 pmCincinnati Cinci./N. Kentucky
$221

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 March 29, 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

Mon 4/13

12:19 pm-8:07 pm

1 stop8h 48m

Chicago Midway

Thu 4/16

6:00 am-5:33 pm

1 stop10h 33m

$180

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Thu 4/16

6:45 am-3:04 pm

1 stop9h 19m

Chicago Midway

Sun 4/19

6:00 am-5:48 pm

1 stop10h 48m

$181

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Tue 4/14

7:35 pm-7:50 pm

Nonstop1h 15m

Chicago Midway

Wed 4/15

8:00 am-12:40 pm

1 stop3h 40m

$185
Quickest round-trip

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Sat 4/25

8:45 am-8:55 am

Nonstop1h 10m

Chicago Midway

Sat 5/2

3:40 pm-5:45 pm

Nonstop1h 05m

$191

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Wed 5/13

7:35 pm-7:50 pm

Nonstop1h 15m

Chicago Midway

Mon 5/18

7:00 pm-9:10 pm

Nonstop1h 10m

$193

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Fri 4/17

8:17 pm-10:14 pm

2 stops26h 57m

Chicago Midway

Thu 4/23

6:00 am-5:33 pm

1 stop10h 33m

$194

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Tue 4/14

3:50 pm-7:30 pm

1 stop4h 40m

Chicago Midway

Wed 4/15

4:50 pm-9:15 pm

1 stop3h 25m

$195

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Fri 4/10

7:00 am-2:01 pm

1 stop8h 01m

Chicago Midway

Wed 4/15

2:15 pm-11:55 am

2 stops20h 40m

$200

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Sat 4/25

3:55 pm-8:40 pm

1 stop5h 45m

Chicago Midway

Sat 5/2

3:40 pm-5:45 pm

Nonstop1h 05m

$201

CincinnatiChicago

CVG - MDW

CVGMDW

Cincinnati Cinci./N. Kentucky

Wed 4/22

7:35 pm-7:50 pm

Nonstop1h 15m

Chicago Midway

Thu 4/23

5:30 am-11:50 am

1 stop5h 20m

$203

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 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 $372. 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, Friday 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 $434.

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 $357 when looking at flights departing at noon. Try not to purchase tickets in the evening because they tend to be around $401. 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?

No. A direct flight is the cheapest option for a flight between Cincinnati to Chicago Midway Airport.

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

$208

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 $208. The best round-trip flight deal from Cincinnati to Chicago Midway Airport found on momondo in the last 72 hours is $331.
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

  • 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 $204Free CancellationRating
8.0
4,331 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 $276, with the best Southwest deals starting from $204 round-trip. 4,331 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
Saint Joseph
Benton Harbor
Portage
Lansing
Valparaiso
Schererville
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.

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