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Not ready to book? to track prices.Southwest flights from Cincinnati to Chicago Midway Airport
Our best Southwest deals on Cincinnati to Chicago Midway Airport flight tickets
Frontier flights from Cincinnati to Chicago Midway Airport
Our best Frontier deals on Cincinnati to Chicago Midway Airport flight tickets
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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
CincinnatiChicago
CVG Cincinnati Cinci./N. Kentucky - MDW Chicago Midway
CVGMDW
Cincinnati Cinci./N. Kentucky
Mon 11/9
2:59 pm-11:47 pm
1 stop9h 48m
Chicago Midway
Tue 11/10
12:27 pm-11:19 am
2 stops21h 52m
CincinnatiChicago
CVG Cincinnati Cinci./N. Kentucky - MDW Chicago Midway
CVGMDW
Cincinnati Cinci./N. Kentucky
Tue 10/27
1:10 pm-5:27 pm
1 stop5h 17m
Chicago Midway
Tue 11/3
6:16 am-11:53 pm
2 stops16h 37m
CincinnatiChicago
CVG Cincinnati Cinci./N. Kentucky - MDW Chicago Midway
CVGMDW
Cincinnati Cinci./N. Kentucky
Mon 10/26
12:43 pm-11:22 am
2 stops23h 39m
Chicago Midway
Sat 10/31
7:25 am-10:19 am
1 stop25h 54m
CincinnatiChicago
CVG Cincinnati Cinci./N. Kentucky - MDW Chicago Midway
CVGMDW
Cincinnati Cinci./N. Kentucky
Mon 11/9
8:20 pm-8:35 pm
Nonstop1h 15m
Chicago Midway
Wed 11/11
1:15 pm-3:25 pm
Nonstop1h 10m
CincinnatiChicago
CVG Cincinnati Cinci./N. Kentucky - MDW Chicago Midway
CVGMDW
Cincinnati Cinci./N. Kentucky
Mon 11/2
8:20 pm-8:30 pm
Nonstop1h 10m
Chicago Midway
Tue 11/3
1:15 pm-3:25 pm
Nonstop1h 10m
CincinnatiChicago
CVG Cincinnati Cinci./N. Kentucky - MDW Chicago Midway
CVGMDW
Cincinnati Cinci./N. Kentucky
Thu 12/3
9:29 pm-2:55 pm
2 stops18h 26m
Chicago Midway
Sat 12/5
12:28 pm-8:24 pm
1 stop6h 56m
CincinnatiChicago
CVG Cincinnati Cinci./N. Kentucky - MDW Chicago Midway
CVGMDW
Cincinnati Cinci./N. Kentucky
Mon 11/2
8:20 pm-8:30 pm
Nonstop1h 10m
Chicago Midway
Wed 11/4
6:10 pm-8:30 pm
Nonstop1h 20m
CincinnatiChicago
CVG Cincinnati Cinci./N. Kentucky - MDW Chicago Midway
CVGMDW
Cincinnati Cinci./N. Kentucky
Mon 11/9
8:20 pm-8:35 pm
Nonstop1h 15m
Chicago Midway
Tue 11/10
6:10 pm-8:30 pm
Nonstop1h 20m
CincinnatiChicago
CVG Cincinnati Cinci./N. Kentucky - MDW Chicago Midway
CVGMDW
Cincinnati Cinci./N. Kentucky
Tue 12/1
8:40 am-8:55 am
Nonstop1h 15m
Chicago Midway
Sat 12/5
3:40 pm-5:55 pm
Nonstop1h 15m
CincinnatiChicago
CVG Cincinnati Cinci./N. Kentucky - MDW Chicago Midway
CVGMDW
Cincinnati Cinci./N. Kentucky
Wed 11/4
7:30 pm-7:40 pm
Nonstop1h 10m
Chicago Midway
Wed 11/11
1:15 pm-3:25 pm
Nonstop1h 10m
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 month to fly to Chicago Midway Airport?
The month of March is, on average, the cheapest month to fly to Chicago Midway Airport from Cincinnati, with most prices found around $253. If you are unable to visit Chicago Midway Airport during the month of March, then departing from Cincinnati during the month April is also very affordable. Most momondo users find prices during this month for around $274.
What is the cheapest day to depart on your flight to Chicago Midway Airport?
According to our data, Wednesday is the cheapest day to fly to Chicago Midway Airport from Cincinnati. The lowest ticket price found for a Wednesday departure recently was $398. 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 $453.
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 $386 when looking at flights departing in the afternoon. Try not to purchase tickets in the morning because they tend to be around $435. 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 9% on your flight if you consider stops on a Cincinnati to Chicago Midway Airport flight.
How many flights depart from Cincinnati to Chicago Midway Airport on average per day?
As of October 2026, 1 flights take off from Cincinnati and land in Chicago Midway Airport each day. The most common flight departure time for this route is 8:00AM, with 50% of daily flights taking off at noon.
How many flights depart from Cincinnati to Chicago Midway Airport on average per week?
As of October 2026, there are 10 flights per week flying from Cincinnati to Chicago Midway Airport. The most common day of the week flights depart is Mon, with 20% of flights taking off on this day.
When to book flights from Cincinnati to Chicago Midway Airport
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
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 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?
As of October 2026, there is 1 operator available to choose from 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?
momondo data reveals that the most frequently booked plane model on the route from Cincinnati to Chicago Midway Airport is Embraer 175 (Enhanced Winglets), representing 10.31% of all bookings. The subsequent popular models are Embraer 175 at 10.31%, Airbus A319 at 9.11%, and Boeing 737-800 at 8.59%.
What is the most popular airline from Cincinnati to Chicago Midway Airport?
momondo data reveals that the most frequently booked airline on the route from Cincinnati to Chicago Midway Airport is Southwest, representing 100% of all bookings.
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 | ||
|---|---|---|---|---|---|
| PriceFrom $171 | Free Cancellation | Rating 7.9 4,219 reviews |
Southwest Flights From Cincinnati to Chicago Midway Airport
Across 10 Southwest flights from Cincinnati to Chicago Midway Airport this week, the average price was $320, with the best Southwest deals starting from $171 round-trip. 4,219 users have rated Southwest on momondo, with an average score of 7.9/10.
Traveling to a place near Chicago?
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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.