AED 543 Cheap flights from Cincinnati Northern Kentucky to Chicago Midway

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Flight deals from Cincinnati Northern Kentucky Airport to Chicago Midway Airport

Looking for a cheap last-minute deal or the best round-trip flight from Cincinnati Northern Kentucky Airport to Chicago Midway Airport? If you want to travel next month, round-trip fares start from AED 543. Find the lowest prices on one-way and round-trip tickets right here.

Chicago.AED 543 per passenger.Departing Thu, Feb 19, returning Mon, Feb 23.Round-trip flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departing from Cincinnati Northern Kentucky on Thu, Feb 19, arriving in Chicago Midway.Inbound indirect flight with Frontier Airlines, departing from Chicago Midway on Mon, Feb 23, arriving in Cincinnati Northern Kentucky.Price includes taxes and charges.From AED 543, select.

Chicago.AED 576 per passenger.Departing Sat, Mar 7, returning Mon, Mar 9.Round-trip flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departing from Cincinnati Northern Kentucky on Sat, Mar 7, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departing from Chicago Midway on Mon, Mar 9, arriving in Cincinnati Northern Kentucky.Price includes taxes and charges.From AED 576, select.

Chicago.AED 632 per passenger.Departing Sat, Feb 21, returning Mon, Feb 23.Round-trip flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departing from Cincinnati Northern Kentucky on Sat, Feb 21, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departing from Chicago Midway on Mon, Feb 23, arriving in Cincinnati Northern Kentucky.Price includes taxes and charges.From AED 632, select.

Chicago.AED 654 per passenger.Departing Tue, Mar 31, returning Tue, Apr 7.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Cincinnati Northern Kentucky on Tue, Mar 31, arriving in Chicago Midway.Inbound indirect flight with Delta, departing from Chicago Midway on Tue, Apr 7, arriving in Cincinnati Northern Kentucky.Price includes taxes and charges.From AED 654, select.

Chicago.AED 679 per passenger.Departing Wed, Feb 25, returning Mon, Mar 2.Round-trip flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departing from Cincinnati Northern Kentucky on Wed, Feb 25, arriving in Chicago Midway.Inbound indirect flight with Southwest Airlines, departing from Chicago Midway on Mon, Mar 2, arriving in Cincinnati Northern Kentucky.Price includes taxes and charges.From AED 679, select.

Chicago.AED 718 per passenger.Departing Wed, Apr 22, returning Thu, Apr 30.Round-trip flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departing from Cincinnati Northern Kentucky on Wed, Apr 22, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departing from Chicago Midway on Thu, Apr 30, arriving in Cincinnati Northern Kentucky.Price includes taxes and charges.From AED 718, select.

Chicago.AED 725 per passenger.Departing Wed, May 6, returning Wed, May 6.Round-trip flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departing from Cincinnati Northern Kentucky on Wed, May 6, arriving in Chicago Midway.Inbound indirect flight with Southwest Airlines, departing from Chicago Midway on Wed, May 6, arriving in Cincinnati Northern Kentucky.Price includes taxes and charges.From AED 725, select.

Chicago.AED 756 per passenger.Departing Fri, Jan 30, returning Sun, Feb 1.Round-trip flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departing from Cincinnati Northern Kentucky on Fri, Jan 30, arriving in Chicago Midway.Inbound indirect flight with Frontier Airlines, departing from Chicago Midway on Sun, Feb 1, arriving in Cincinnati Northern Kentucky.Price includes taxes and charges.From AED 756, select.

Chicago.AED 912 per passenger.Departing Wed, Aug 26, returning Sat, Aug 29.Round-trip flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departing from Cincinnati Northern Kentucky on Wed, Aug 26, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departing from Chicago Midway on Sat, Aug 29, arriving in Cincinnati Northern Kentucky.Price includes taxes and charges.From AED 912, select.

Chicago.AED 1,010 per passenger.Departing Wed, Jul 29, returning Mon, Aug 3.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Cincinnati Northern Kentucky on Wed, Jul 29, arriving in Chicago Midway.Inbound indirect flight with Delta, departing from Chicago Midway on Mon, Aug 3, arriving in Cincinnati Northern Kentucky.Price includes taxes and charges.From AED 1,010, select.

Chicago.AED 1,014 per passenger.Departing Sat, May 23, returning Sun, May 24.Round-trip flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departing from Cincinnati Northern Kentucky on Sat, May 23, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departing from Chicago Midway on Sun, May 24, arriving in Cincinnati Northern Kentucky.Price includes taxes and charges.From AED 1,014, select.

Chicago.AED 1,075 per passenger.Departing Tue, Jun 9, returning Sun, Jun 14.Round-trip flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departing from Cincinnati Northern Kentucky on Tue, Jun 9, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departing from Chicago Midway on Sun, Jun 14, arriving in Cincinnati Northern Kentucky.Price includes taxes and charges.From AED 1,075, select.

Chicago.AED 1,090 per passenger.Departing Fri, Feb 27, returning Sun, Mar 1.Round-trip flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departing from Cincinnati Northern Kentucky on Fri, Feb 27, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departing from Chicago Midway on Sun, Mar 1, arriving in Cincinnati Northern Kentucky.Price includes taxes and charges.From AED 1,090, select.

Chicago.AED 1,997 per passenger.Departing Thu, Jan 29, returning Thu, Feb 5.Round-trip flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departing from Cincinnati Northern Kentucky on Thu, Jan 29, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departing from Chicago Midway on Thu, Feb 5, arriving in Cincinnati Northern Kentucky.Price includes taxes and charges.From AED 1,997, select.

Find the cheapest month to fly from Cincinnati Northern Kentucky to Chicago Midway

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Cincinnati Northern Kentucky to Chicago Midway flights are currently cheapest in February.

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Direct flights from Cincinnati Northern Kentucky to Chicago Midway

Cincinnati Northern Kentucky to Chicago Midway: Alternative routes

Compare routes from Cincinnati Northern Kentucky to Chicago below. You may find an airport to fly into that's cheaper, faster, or easier than Chicago Midway.

Cincinnati to Chicago: Flight information

The things to know before you go.

Cheapest flight found	AED 543
Cheapest month to fly	February
Average flight time	1 hr, 11 mins
Most popular airline	Southwest Airlines
Average flights per week	14

Finding cheap flights from Cincinnati Northern Kentucky to Chicago Midway: Frequently asked questions

How much are round-trip flights from Cincinnati Northern Kentucky to Chicago Midway?

The best price we found for a round-trip flight from Cincinnati Northern Kentucky to Chicago Midway is AED 543. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.

How long does it take to fly from Cincinnati Northern Kentucky to Chicago Midway?

1 hour and 11 minutes is the average flight time from Cincinnati Northern Kentucky to Chicago Midway.

Which airlines fly direct from Cincinnati Northern Kentucky to Chicago Midway?

Southwest Airlines flies direct from Cincinnati Northern Kentucky to Chicago Midway.

How many flights are there a week from Cincinnati Northern Kentucky to Chicago Midway?

There are 14 flights per week flying from Cincinnati Northern Kentucky to Chicago Midway, as of January 2026.

When is the cheapest time to fly from Cincinnati Northern Kentucky to Chicago Midway?

The cheapest month to fly from Cincinnati Northern Kentucky to Chicago Midway is usually February.

Which upcoming date is cheapest to fly from Cincinnati Northern Kentucky Airport to Chicago Midway Airport on?

After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Cincinnati Northern Kentucky Airport to Chicago Midway Airport on Thursday, February 19, 2026.

Can I get a direct flight from Cincinnati Northern Kentucky Airport to Chicago Midway Airport?

Yes – the average flight time is 1 hour and 11 minutes.

How can I find the best flight deal to Chicago Midway?

We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago Midway but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

When is the best time to book flights to Chicago?

We crunched all the numbers in our flight calendar, and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.

Which is the cheapest airline to fly with from Cincinnati Northern Kentucky Airport to Chicago Midway?

Currently, Frontier Airlines and Southwest Airlines offer the cheapest flight tickets to Chicago Midway.

Traveling from Cincinnati/Northern Kentucky Airport (CVG) to Chicago Midway International Airport (MDW): what you need to know

The average time for a direct flight from Cincinnati/Northern Kentucky Airport to Chicago Midway International Airport is 1 hour 10 minutes.
The timezone in Chicago is UTC-5, which is one hour behind Cincinnati.
Choose from six weekly Cincinnati/Northern Kentucky Airport to Chicago Midway International Airport flights. The 06:20 departure with Southwest Airlines is the earliest you can take. Southwest Airlines operates the latest service of the day at 21:45.
Give yourself enough time to make your CVG to MDW flight. As a general rule, turn up at least two hours before international departures and an hour ahead for domestic flights.
During popular months like July, you'll want to get to the airport earlier than usual. Plan to arrive two hours before domestic departures and four hours ahead for international flights whenever you're flying during peak periods in general.
Getting to Chicago (and then seeing more of United States!) is a snap with Southwest Airlines. This popular carrier offers direct flights from Cincinnati/Northern Kentucky Airport to Chicago Midway International Airport.
Southwest Airlines is the most frequently booked airline on this route.
Southwest Airlines is a leader in on-time performance for CVG to MDW flights, with 82.54% of its services landing as scheduled.
If you want to add a stop to your trip, just uncheck 'Direct flights only' when searching for your ticket from Cincinnati/Northern Kentucky Airport to Chicago Midway International Airport. Here are the most popular stopovers between CVG and MDW:
- Detroit Metropolitan Wayne County Airport
- Nashville International Airport
- Raleigh-Durham International Airport

How to find the cheapest flights from Cincinnati/Northern Kentucky Airport (CVG) to Chicago Midway International Airport (MDW)

The lowest price we've seen for a one-way Cincinnati/Northern Kentucky Airport to Chicago Midway International Airport flight is AED 272. A round-trip fare right now is AED 543. Depending on the availability when you book, these fares may change.
Book seven months before you want to fly. After looking at the numbers on our calendar, this is how far you'll want to book ahead to secure cheap tickets from CVG to MDW.
June is the cheapest month for flights from Cincinnati/Northern Kentucky Airport to Chicago Midway International Airport. If you'd like to fly at a different time of year, the 'Whole month' tool will show you the lowest airfares for each month.
Spend less time searching for cheap flights from CVG to MDW by setting up a Price Alert. You'll receive an email or notification on the app when a special offer becomes available.
Pick your ideal arrival and departure times, airlines and number of stops with the filters. Or sort your results by 'Cheapest' to get the best deals on flights from Cincinnati/Northern Kentucky Airport to Chicago Midway International Airport.

Handy information about Cincinnati/Northern Kentucky Airport (CVG)

77.0% of flights taking off from Cincinnati/Northern Kentucky Airport land at their destination on time.
To reach Cincinnati/Northern Kentucky Airport from central Cincinnati, it'll take about 20 minutes if you're going by car. This depends on traffic, however. It's approximately 21 kilometers from the airport to the city center.
You can expect a trip time of roughly 40 minutes when using public transport.

Arriving at Chicago Midway International Airport (MDW)

The last thing you want is a long trip to your hotel if you're getting in late on a Cincinnati/Northern Kentucky Airport to Chicago Midway International Airport flight. Stay at one of these accommodation options near MDW instead:
Pick up a Chicago Midway International Airport rental car and discover Chicago and beyond with your own wheels. Dollar, Hertz and Budget are popular providers to choose from here.
Reserving your vehicle from Chicago Midway International Airport around four weeks ahead can help you get the lowest rate.

Getting from Chicago Midway International Airport (MDW) to central Chicago

You'll find MDW at 5700 South Cicero.
From Chicago Midway International Airport, Chicago is approximately 19 kilometers away. It takes around 20 minutes to get to the center driving.
It typically takes 45 minutes to get there by public transport.

When to fly to Chicago Midway International Airport (MDW)

July is the busiest month for flights from Cincinnati/Northern Kentucky Airport to Chicago Midway International Airport. To avoid the crowds, head to Chicago in May.
When booking your flight from Cincinnati/Northern Kentucky Airport to Chicago Midway International Airport, think about the kind of weather you like. July is the warmest month in Chicago, with the temperature ranging from 15ºC (59ºF) to 29ºC (84ºF).
Look for cheap tickets from CVG to MDW in January if you'd rather travel during cooler conditions. Temperatures are at their lowest then, ranging between -12ºC (10ºF) and 3ºC (37ºF) on average.

Explore more of United States

Chicago has its own special appeal, but there are so many other corners of United States waiting to be explored. Around 451 kilometers south-east of Chicago, a trip to Columbus will fill your itinerary to the brim. Start with leading sights like Franklin Park Conservatory and Botanical Gardens, Ohio Statehouse and German Village.
Indianapolis is another must-experience destination in United States and is around 257 kilometers south-east of Chicago. No trip is complete without seeing The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo.