Cheap flights from Port Columbus to Chicago Midway

Roundtrip selected

origin

Enter the city you're flying from, or choose from the options below

Include nearby airports

selected

destination

. Enter your destination, or choose from the options below

Include nearby airports

selected

Travelers and cabin class, 1 Adult, Economy

Compare Port Columbus to Chicago Midway flight deals

Find the cheapest month or even day of the year to fly to Chicago Midway

Book the best Chicago Midway fare with no extra fees

Flight deals Cheapest month Find the best route Route info FAQs Tips and advice

Flight deals from Port Columbus to Chicago Midway

Looking for a cheap last-minute deal or the best round-trip flight from Port Columbus Airport to Chicago Midway Airport? If you want to travel next month, round-trip fares start from $217. Find the lowest prices on one-way and round-trip tickets right here.

Chicago.$194 per passenger.Departing Tue, Nov 3, returning Tue, Nov 10.Round-trip flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departing from Port Columbus on Tue, Nov 3, arriving in Chicago Midway.Inbound indirect flight with Frontier Airlines, departing from Chicago Midway on Tue, Nov 10, arriving in Port Columbus.Price includes taxes and charges.From $194, select.

Chicago.$216 per passenger.Departing Sat, Nov 14, returning Sat, Dec 5.Round-trip flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departing from Port Columbus on Sat, Nov 14, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departing from Chicago Midway on Sat, Dec 5, arriving in Port Columbus.Price includes taxes and charges.From $216, select.

Chicago.$216 per passenger.Departing Sat, Oct 31, returning Sat, Nov 7.Round-trip flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departing from Port Columbus on Sat, Oct 31, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departing from Chicago Midway on Sat, Nov 7, arriving in Port Columbus.Price includes taxes and charges.From $216, select.

Chicago.$216 per passenger.Departing Sat, Nov 14, returning Sat, Nov 14.Round-trip flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departing from Port Columbus on Sat, Nov 14, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departing from Chicago Midway on Sat, Nov 14, arriving in Port Columbus.Price includes taxes and charges.From $216, select.

Chicago.$217 per passenger.Departing Wed, Oct 14, returning Sat, Oct 17.Round-trip flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departing from Port Columbus on Wed, Oct 14, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departing from Chicago Midway on Sat, Oct 17, arriving in Port Columbus.Price includes taxes and charges.From $217, select.

Chicago.$232 per passenger.Departing Thu, Dec 10, returning Sat, Dec 12.Round-trip flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departing from Port Columbus on Thu, Dec 10, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departing from Chicago Midway on Sat, Dec 12, arriving in Port Columbus.Price includes taxes and charges.From $232, select.

Chicago.$248 per passenger.Departing Mon, Feb 8, returning Thu, Feb 18.Round-trip flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departing from Port Columbus on Mon, Feb 8, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departing from Chicago Midway on Thu, Feb 18, arriving in Port Columbus.Price includes taxes and charges.From $248, select.

Chicago.$266 per passenger.Departing Tue, Jan 12, returning Tue, Jan 26.Round-trip flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departing from Port Columbus on Tue, Jan 12, arriving in Chicago Midway.Inbound indirect flight with Frontier Airlines, departing from Chicago Midway on Tue, Jan 26, arriving in Port Columbus.Price includes taxes and charges.From $266, select.

Chicago.$275 per passenger.Departing Tue, Jan 5, returning Thu, Jan 7.Round-trip flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departing from Port Columbus on Tue, Jan 5, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departing from Chicago Midway on Thu, Jan 7, arriving in Port Columbus.Price includes taxes and charges.From $275, select.

Chicago.$275 per passenger.Departing Mon, Dec 14, returning Tue, Jan 5.Round-trip flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departing from Port Columbus on Mon, Dec 14, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departing from Chicago Midway on Tue, Jan 5, arriving in Port Columbus.Price includes taxes and charges.From $275, select.

Chicago.$345 per passenger.Departing Tue, Mar 16, returning Tue, Mar 16.Round-trip flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departing from Port Columbus on Tue, Mar 16, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departing from Chicago Midway on Tue, Mar 16, arriving in Port Columbus.Price includes taxes and charges.From $345, select.

Chicago.$375 per passenger.Departing Sun, Sep 27, returning Tue, Sep 29.Round-trip flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departing from Port Columbus on Sun, Sep 27, arriving in Chicago Midway.Inbound indirect flight with Frontier Airlines, departing from Chicago Midway on Tue, Sep 29, arriving in Port Columbus.Price includes taxes and charges.From $375, select.

Chicago.$382 per passenger.Departing Fri, May 21, returning Sun, May 23.Round-trip flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departing from Port Columbus on Fri, May 21, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departing from Chicago Midway on Sun, May 23, arriving in Port Columbus.Price includes taxes and charges.From $382, select.

Chicago.$384 per passenger.Departing Sun, Sep 27, returning Sun, Oct 4.Round-trip flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departing from Port Columbus on Sun, Sep 27, arriving in Chicago Midway.Inbound indirect flight with Frontier Airlines, departing from Chicago Midway on Sun, Oct 4, arriving in Port Columbus.Price includes taxes and charges.From $384, select.

Chicago.$404 per passenger.Departing Fri, Apr 2, returning Mon, Apr 5.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Port Columbus on Fri, Apr 2, arriving in Chicago Midway.Inbound indirect flight with Delta, departing from Chicago Midway on Mon, Apr 5, arriving in Port Columbus.Price includes taxes and charges.From $404, select.

Chicago.$444 per passenger.Departing Fri, Apr 2, returning Mon, Apr 5.Round-trip flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departing from Port Columbus on Fri, Apr 2, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departing from Chicago Midway on Mon, Apr 5, arriving in Port Columbus.Price includes taxes and charges.From $444, select.

Find the cheapest month to fly from Port Columbus to Chicago Midway

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

Sep

Oct

Nov

Dec

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Direct flights from Port Columbus to Chicago Midway

Port Columbus to Chicago Midway: Alternative routes

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

Columbus to Chicago: Flight information

The things to know before you go.

Cheapest flight found	$194
Cheapest month to fly	November
Average flight time	1 hr, 16 mins
Most popular airline	Southwest Airlines
Average flights per week	26

Finding cheap flights from Port Columbus to Chicago Midway: Frequently asked questions

How much are round-trip flights from Port Columbus to Chicago Midway?

The best price we found for a round-trip flight from Port Columbus to Chicago Midway is $194. 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 Port Columbus to Chicago Midway?

1 hour and 16 minutes is the average flight time from Port Columbus to Chicago Midway.

Which airlines fly direct from Port Columbus to Chicago Midway?

Southwest Airlines flies direct from Port Columbus to Chicago Midway.

How many flights are there a week from Port Columbus to Chicago Midway?

There are 26 flights per week flying from Port Columbus to Chicago Midway, as of September 2026.

When is the cheapest time to fly from Port Columbus to Chicago Midway?

The cheapest month to fly from Port Columbus to Chicago Midway is usually November.

Which upcoming date is cheapest to fly from Port Columbus Airport to Chicago Midway Airport on?

After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Port Columbus Airport to Chicago Midway Airport on Tuesday, November 3, 2026.

Can I get a direct flight from Port Columbus Airport to Chicago Midway Airport?

Yes – the average flight time is 1 hour and 16 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 Port Columbus Airport to Chicago Midway?

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

Traveling from Port Columbus Airport (CMH) to Chicago Midway Airport (MDW): what you need to know

Hop on a direct flight from Port Columbus Airport to Chicago Midway Airport and you'll be in the air for an average of 1 hour 15 minutes.
Chicago's timezone is UTC-6, which makes Chicago one hour behind Columbus.
Take your pick of 15 weekly Port Columbus Airport to Chicago Midway Airport flights. The 06:15 departure with Southwest Airlines is the earliest flight available. Southwest Airlines operates the last service of the day at 21:20.
Get to the airport on time so you don't miss your CMH to MDW flight. Be there at least two hours ahead for international flights and an hour early for domestic departures to avoid sprinting to your gate.
Flying during a peak time like July? School holidays and other popular seasons can mean longer queues and delays at check-in and security. Play things extra safe and arrive up to four hours ahead of an international flight and two hours before domestic departures.
Flying into Chicago (and then discovering more of the United States!) is a cinch with Southwest Airlines. This popular carrier has direct flights from Port Columbus Airport to Chicago Midway Airport.
Southwest Airlines is the most frequently booked airline on this route.
The most punctual carrier that operates CMH to MDW flights is Southwest Airlines. Its services arrive as planned 77.0% of the time.
Consider adding a stopover when booking your ticket from Port Columbus Airport to Chicago Midway Airport. Just deselect 'Direct flights only' to break up your journey, or enjoy a detour to a new and interesting place. Check out these options between CMH and MDW:
- Atlanta Hartsfield-Jackson Airport
- Detroit Wayne County Airport
- Nashville Airport

Handy information about Port Columbus Airport (CMH)

You'll find CMH at 4600 International Gateway.
When it comes to the on-time performance of Port Columbus Airport, 77% of flights complete their journey on time.
Central Columbus to Port Columbus Airport is approximately 16 kilometers. Depending on traffic, it'll take about 20 minutes to get there if you're ride-sharing, catching a cab or driving.
Expect a trip time of around 40 minutes when using public transport.
Get your journey off to a leisurely start by staying near CMH. Whether you have an early flight from Port Columbus Airport to Chicago Midway Airport or just don't like being rushed, these stays are perfect:

Arriving at Chicago Midway Airport (MDW)

Consider staying in a hotel close to MDW if you're on a late Port Columbus Airport to Chicago Midway Airport flight. Settle into one of these options and skip the long transfer:
Explore without limits with a Chicago Midway Airport rental car. Book your wheels from Dollar, Hertz or Budget and discover more of Chicago and beyond.
To lock in the lowest price, book your ride from Chicago Midway Airport about four weeks in advance.

Getting from Chicago Midway Airport (MDW) to central Chicago

You'll find MDW at 5700 South Cicero.
From Chicago Midway Airport, Chicago is approximately 16 kilometers away. It takes around 25 minutes to drive to the center.
It typically takes 30 minutes if you're traveling on public transport.

When to fly to Chicago Midway Airport (MDW)

July is the busiest month for flights from Port Columbus Airport to Chicago Midway Airport. For smaller crowds, head to Chicago in December.
Lock in your flight from Port Columbus Airport to Chicago Midway Airport for July if you want to visit Chicago during its warmest month. You can expect temperatures of between 16ºC (61ºF) and 28ºC (82ºF).
January sees average temperatures of between -12ºC (10ºF) and 3ºC (37ºF). Look for cheap tickets from CMH to MDW sometime then if you like traveling in cooler conditions.

Explore more of the United States

Chicago has loads to offer, but there are so many other corners of the United States just waiting to be explored. About 451 kilometers south-east of Chicago, a visit to Columbus will keep you on the go. Start with leading sights like Franklin Park Conservatory and Botanical Gardens, Whetstone Park / Park of Roses and Ohio Theater.
If you want to check out another major stop in the United States, consider Indianapolis, roughly 257 kilometers south-east of Chicago. Lucas Oil Stadium, Eiteljorg Museum and The Children's Museum of Indianapolis are key highlights.

Plan the rest of your trip from Columbus to Chicago

Prices shown on this page are estimated lowest prices only. Found in the last 12 days.