$114 Cheap Flights from Chicago (MDW) to Syracuse (SYR)

Popular airlines from Chicago Midway Airport (MDW) to Hancock Intl. Airport (SYR)

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Find available prices by choosing your travel dates.

Cheap Flights from Chicago to Syracuse (MDW-SYR)

Prices were available within the past 7 days and start at $114 for one-way flights and $208 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Frontier Airlines
Delta
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Delta
Delta
Frontier Airlines
Flights from Chicago (MDW) to Syracuse (SYR)
Origin airport
Midway Intl.
Destination airport
Hancock Intl.
Airlines serving
Delta, Frontier Airlines
Roundtrip price
$208
Distance
599 mi

Chicago to Syracuse Flights

The cheapest times to fly from Chicago to Syracuse

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Syracuse are during the month of May. You can find some of the cheapest flights from Chicago to Syracuse with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Syracuse

Sunday is one of the best days to book for cheap flights from Chicago to Syracuse: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Syracuse

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Syracuse in 2025. You can also book with separate airlines for your outbound and return journeys, from $114 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Syracuse flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Syracuse airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to Syracuse Hancock Intl. Airport last minute?
Booking your flight from Midway Intl. Airport (MDW) to SYR last minute could save you a tidy sum if you luck out and find a bargain. However, fares usually don’t drop in price closer to the departure date. If you wait, flights could also be booked out or the best seats taken. If you don’t want to risk it, book well in advance of the date you want to leave. Don’t forget that some of the biggest bargains can be found up to a year in advance. If your preferred carrier hasn’t released tickets yet, check back regularly as offers are updated on Expedia constantly.
What airports do you fly into for Syracuse from Chicago?
With Hancock Intl. Airport (SYR), Tompkins Regional Airport (ITH) and Watertown Intl. Airport (ART) to choose from, journeying from Chicago to Syracuse is a cinch. The city’s busiest terminal, Hancock Intl. Airport (SYR), is roughly 5 mi north of the center. Along with ticket costs, consider factors like the ease of getting from the airport and the distance to your hotel when choosing where to fly into. Get your Syracuse vacation off to a superb start by discovering Museum of Science and Technology and Syracuse University.
Can I change the date of my flight from MDW to SYR?
It’s so easy to make changes to your Midway Airport to SYR trip yourself. Access your itinerary via the Expedia Trips portal and choose “change flight.” Look for new flights and lock in the one that fits your plans. You’ll get an estimate of any flight change costs. You can also visit our Customer Service portal to connect with our Virtual Agent and quickly get answers to your questions.

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