Cheap flights from Chicago Midway Airport from SAR 211| Skyscanner

Compare flights from Chicago Midway Airport from hundreds of providers

Find a cheap flight deal from Chicago Midway Airport to anywhere, any time

Book the best flight ticket in minutes... with no extra fees

Where do you want to fly to from Chicago Midway Airport?

Washington D.C.United States

DirectFrom SAR 256

DallasUnited States

DirectFrom SAR 256

See more destinations

Fast facts on flights from Chicago Midway

Cheapest flight found	Atlanta, SAR 211
Cheapest month to fly	May
Most popular destination	New York
Most popular airline	Southwest Airlines

The best flight deals leaving from Chicago Midway Airport soon

Save on your flight fare, so you can spend more when you get there. Here are the best domestic and international flights from Chicago Midway Airport departing soon.

Atlanta.SAR 211 per passenger.Departing Wed, 21 May, returning Wed, 28 May.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago Midway on Wed, 21 May, arriving in Atlanta Hartsfield-Jackson.Inbound direct flight with Frontier Airlines departs from Atlanta Hartsfield-Jackson on Wed, 28 May, arriving in Chicago Midway.Price includes taxes and charges.From SAR 211, select.

San Juan.SAR 488 per passenger.Departing Tue, 1 Apr, returning Thu, 1 May.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Tue, 1 Apr, arriving in San Juan Luis Munoz Marin.Inbound indirect flight with Frontier Airlines, departs from San Juan Luis Munoz Marin on Thu, 1 May, arriving in Chicago Midway.Price includes taxes and charges.From SAR 488, select.

Toronto.SAR 814 per passenger.Departing Thu, 10 Apr, returning Thu, 17 Apr.Return flight with Porter Airlines (Canada) Ltd.Outbound direct flight with Porter Airlines (Canada) Ltd departs from Chicago Midway on Thu, 10 Apr, arriving in Toronto Island.Inbound direct flight with Porter Airlines (Canada) Ltd departs from Toronto Island on Thu, 17 Apr, arriving in Chicago Midway.Price includes taxes and charges.From SAR 814, select.

Cancun.SAR 923 per passenger.Departing Sun, 18 May, returning Tue, 20 May.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Sun, 18 May, arriving in Cancun.Inbound direct flight with Southwest Airlines departs from Cancun on Tue, 20 May, arriving in Chicago Midway.Price includes taxes and charges.From SAR 923, select.

Punta Cana.SAR 966 per passenger.Departing Sat, 24 May, returning Fri, 30 May.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Sat, 24 May, arriving in Punta Cana.Inbound indirect flight with Frontier Airlines, departs from Punta Cana on Fri, 30 May, arriving in Chicago Midway.Price includes taxes and charges.From SAR 966, select.

San Jose.SAR 1,024 per passenger.Departing Wed, 14 May, returning Tue, 20 May.Return flight with Frontier Airlines and Spirit Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Wed, 14 May, arriving in San Jose Juan Santamaria.Inbound indirect flight with Spirit Airlines, departs from San Jose Juan Santamaria on Tue, 20 May, arriving in Chicago Midway.Price includes taxes and charges.From SAR 1,024, select.

Guatemala City.SAR 1,154 per passenger.Departing Tue, 4 Mar, returning Wed, 12 Mar.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Tue, 4 Mar, arriving in Guatemala City.Inbound indirect flight with Delta, departs from Guatemala City on Wed, 12 Mar, arriving in Chicago Midway.Price includes taxes and charges.From SAR 1,154, select.

Bogota.SAR 1,172 per passenger.Departing Wed, 12 Mar, returning Thu, 20 Mar.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Wed, 12 Mar, arriving in Bogota.Inbound indirect flight with Delta, departs from Bogota on Thu, 20 Mar, arriving in Chicago Midway.Price includes taxes and charges.From SAR 1,172, select.

See more deals

Booking flights from Chicago Midway Airport: frequently asked questions

How much are return flights from Chicago Midway Airport?

The best price we found for a return flight from Chicago Midway to Atlanta is SAR 211. 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.

Which upcoming date is cheapest to fly out of Chicago Midway Airport on?

After crunching the numbers on our flight calendar, we found that the cheapest date to fly out of Chicago Midway Airport is Wednesday, 21 May 2025, to Atlanta Hartsfield-Jackson Airport.

How can I get a great flight deal from Chicago Midway Airport?

It's easy with us. Look for cheap flights and flight offers from Chicago Midway Airport to anywhere using Everywhere search – it'll show you the lowest fares for your chosen time period.

You can also set up Price Alerts for flights you'd like to keep an eye on. We'll let you know when a particular fare from Chicago Midway Airport rises or falls so you can book when it's cheapest.

Can I get last minute flight deals from Chicago Midway Airport?

Sure – our flight search allows you to check for outbound flights from Chicago Midway departing the very same day. But if you want the cheapest fare, we recommend you book around 30 days before departure. This is on average, the time when fares are cheaper.

Can I get a one-way flight from Chicago Midway Airport?

Of course! Just select 'one way' when you search with us. And here's an extra tip: sometimes searching for a one way ticket from Chicago Midway Airport, and another one-way back home, can yield cheaper tickets than a return fare with an airline.

How long should I arrive at Chicago Midway Airport before a flight?

It's best to arrive at Chicago Midway Airport at least 2 hours before the time of your flight departure, so you have enough time to check any luggage in, clear security and find your gate.

What is the cheapest place to fly from Chicago Midway Airport?

The cheapest flight from Chicago Midway Airport we found in the next 1 year is to Atlanta Hartsfield-Jackson for SAR 211. It departs on Wednesday, 21 May 2025. There are also cheap flights from Chicago Midway Airport to San Juan Luis Munoz Marin and Toronto Island.

How to find cheap flights from Chicago Midway

Looking for cheap tickets from Chicago Midway? Whether you are flying one-way or return, here are a few tips on how to score the best price and make your flight journey as smooth as possible.

Enter your destination and hit 'search'. We've compared flights from all major airlines and online travel agents to find the cheapest flight tickets from Chicago Midway. And with us there are no hidden fees - what you see is what you pay.
Search flights everywhere. Not sure on the destination just yet? You can easily browse available places to travel to from Chicago Midway by searching flights to 'Everywhere'.
Flex your dates to secure the best fares for your flight from Chicago Midway. If your travel dates are flexible, use Skyscanner's 'Whole month' tool to find the cheapest month, and even day to fly from Chicago Midway.
Set up a Price Alert. We price check with over 1000 travel companies so you don't have to. You can easily track the price of your tickets from Chicago Midway by creating an alert. Whenever prices go down or up, you'll get an email or push notification to help make sure you get the best possible flight deal.
Look for direct flights. Only interested in non-stop flights from Chicago Midway? Make sure to tick 'Direct flights' when performing a search. If there are direct flights from Chicago Midway available, these will appear in the results.
Find the cheapest Business Class flights from Chicago Midway. Check the difference in price of your plane ticket from Chicago Midway when travelling in Economy, Premium Economy, Business or First Class. Note that not all cabin classes are available for every destination or airline.
Include nearby airports in your search. Widen your search for flight deals from Chicago Midway by selecting the "add nearby airports" option. This will allow you to see flight prices for all the nearest airports at your departure and destination point and could help you save money.
Search for flight tickets on the go. To get the best flight booking experience on the go, download our app and search for cheap flight tickets from Chicago Midway when out and about.

Book a flight from Chicago Midway with extra peace of mind

Find flexible flights from Chicago Midway. Your airline might be offering flexible tickets from Chicago Midway, which means you won't lose out if your flight has to be changed or cancelled.
Add travel cost protection. Make sure you have the right travel insurance before flying from Chicago Midway. That way you can cover the costs of any unexpected events, such as delays or lost luggage.

Combine your flight from Chicago Midway with hotels and car hire

Once you've secured your plane ticket from Chicago Midway we will also help you discover the best prices and exclusive rates for hotels in or close to your destination. Compare hundreds of car hire companies in one go so that you get the best car hire deals for your trip.