$66 Cheap Flights from Chicago (MDW) to Syracuse (SYR)

View $66 flight on Thu, Jan 15, 2026Opens in a new window

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

Cheap Flights from Chicago to Syracuse (MDW-SYR)

Prices were available within the past 7 days and start at $66 for one-way flights and $140 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Thu, Nov 13 - Mon, Nov 17
MDW
Chicago
SYR
Syracuse
$140 Roundtrip, found 4 days ago
$140
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, Nov 13 from Chicago to Syracuse, returning Mon, Nov 17, priced at $140 found 4 days ago
Frontier Airlines
Thu, Nov 13 - Mon, Nov 17
MDW
Chicago
SYR
Syracuse
$160 Roundtrip, found 20 hours ago
$160
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Thu, Nov 13 from Chicago to Syracuse, returning Mon, Nov 17, priced at $160 found 20 hours ago
Frontier Airlines
Thu, Nov 13 - Mon, Nov 17
MDW
Chicago
SYR
Syracuse
$180 Roundtrip, found 4 days ago
$180
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, Nov 13 from Chicago to Syracuse, returning Mon, Nov 17, priced at $180 found 4 days ago
Delta
Mon, Jan 5 - Wed, Jan 14
MDW
Chicago
SYR
Syracuse
$229 Roundtrip, found 1 hour ago
$229
Roundtrip
found 1 hour ago
Select Delta flight, departing Mon, Jan 5 from Chicago to Syracuse, returning Wed, Jan 14, priced at $229 found 1 hour ago
Delta
Mon, Nov 17 - Mon, Nov 24
MDW
Chicago
SYR
Syracuse
$249 Roundtrip, found 3 hours ago
$249
Roundtrip
found 3 hours ago
Select Delta flight, departing Mon, Nov 17 from Chicago to Syracuse, returning Mon, Nov 24, priced at $249 found 3 hours ago
Frontier Airlines
Thu, Dec 4 - Mon, Dec 22
MDW
Chicago
SYR
Syracuse
$250 Roundtrip, found 5 days ago
$250
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Thu, Dec 4 from Chicago to Syracuse, returning Mon, Dec 22, priced at $250 found 5 days ago
Delta
Thu, Feb 12 - Fri, Mar 6
MDW
Chicago
SYR
Syracuse
$254 Roundtrip, found 8 hours ago
$254
Roundtrip
found 8 hours ago
Select Delta flight, departing Thu, Feb 12 from Chicago to Syracuse, returning Fri, Mar 6, priced at $254 found 8 hours ago
Delta
Thu, Nov 13 - Mon, Nov 17
MDW
Chicago
SYR
Syracuse
$259 Roundtrip, found 4 days ago
$259
Roundtrip
found 4 days ago
Select Delta flight, departing Thu, Nov 13 from Chicago to Syracuse, returning Mon, Nov 17, priced at $259 found 4 days ago
Frontier Airlines
Thu, Nov 13 - Fri, Nov 21
MDW
Chicago
SYR
Syracuse
$260 Roundtrip, found 4 days ago
$260
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, Nov 13 from Chicago to Syracuse, returning Fri, Nov 21, priced at $260 found 4 days ago
Delta
Fri, Nov 14 - Wed, Nov 19
MDW
Chicago
SYR
Syracuse
$269 Roundtrip, found 3 days ago
$269
Roundtrip
found 3 days ago
Select Delta flight, departing Fri, Nov 14 from Chicago to Syracuse, returning Wed, Nov 19, priced at $269 found 3 days ago

Alternative airports near Syracuse

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Hancock Intl. SYR. Cheapest and Closest option available. Average driving time to city center is 9 minutes. Flights from $229
SYR
Hancock Intl.
CheapestClosest
Average driving time to city center9 min
Flights from $229
Flights from Chicago (MDW) to Syracuse (SYR)
Origin airport
Midway Intl.
Destination airport
Hancock Intl.
Airlines serving
Delta, Frontier Airlines
Roundtrip price
$140
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 November. 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 $66 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

How much does a flight from Midway Intl. Airport (MDW) to Hancock Intl. Airport (SYR) cost?
Grab a cheap one-way flight from $66 or cheap return flight from $140 from Midway Intl. Airport (MDW) to Hancock Intl. Airport (SYR) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Midway Intl. Airport (MDW) to Hancock Intl. Airport (SYR)?
November is the most affordable month to fly from MDW to SYR. Traveling outside of peak seasons is often the key to better flight prices.
Which airlines fly direct from Midway Intl. Airport (MDW) to Hancock Intl. Airport (SYR)?
You can't fly directly from Chicago, IL (MDW-Midway Intl.) to Hancock Intl. Airport (SYR). However, you'll find other airports that offer nonstop flights. Hop on your plane at O'Hare Intl. Airport (ORD) and travel straight to Syracuse without layovers.
What is the cheapest airline that flies from Midway Intl. Airport (MDW) to Hancock Intl. Airport (SYR)?
Expedia's filter tool lets you easily compare different airlines, travel time and fares all in one place. Select your preferences, then sort by "Price (lowest to highest)" to find out which carrier offers the cheapest MDW to SYR flight.
How many flights per day from Midway Intl. Airport (MDW) to Hancock Intl. Airport (SYR)?
There aren't any daily direct flights available from Midway Intl. Airport (MDW) to Hancock Intl. Airport (SYR). But you can choose flights with layovers. Filter your search on Expedia to include one or more stops, and you'll be cruising above the clouds in no time.
What day of the week has the most flights from MDW to SYR?
Friday is usually the busiest day for flights, while Tuesday is often the quietest.* Just remember that flight schedules can change based on a number of factors, including the time of year and carrier.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Midway Intl. Airport (MDW) to Hancock Intl. Airport (SYR)?
Book a flight from Midway Intl. Airport (MDW) to Hancock Intl. Airport (SYR) that takes off before 3 PM to reduce the risk of delays and cancellations. Later departures are on average 22% more likely to be canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to Hancock Intl. Airport (SYR) last-minute?
Booking your ticket from MDW to SYR just before your getaway is generally more expensive. But if you're flexible with your travel times and dates, you could bag a cheap last-minute fare.
Is it cheaper to book a MDW to SYR flight and hotel package?
You'll generally save money by securing a MDW to SYR flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's easy to manage everything in one convenient place. After choosing your ideal flights and accommodations, you can add extras like car rentals, activities and tours.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Hancock Intl. Airport (SYR)?
Usually, it's possible to cancel or reschedule your MDW to SYR flight. However, if it's been more than 24 hours since booking, additional fees may apply. Refer to your airline's policies in your itinerary to see what changes are allowed and whether any costs are involved. You'll also find more information on our Customer Service portal.

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Syracuse nearby Airports

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$159.97
*Available to One Key members.