Cheap Flights from Syracuse to Chicago

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Flight deals from Syracuse Airport to Chicago

Looking for a cheap last-minute deal or the best return flight from Syracuse Airport to Chicago? If you want to travel next month, return fares start from $471. Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Syracuse to Chicago

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

Direct flights from Syracuse to Chicago

Syracuse to Chicago: Flight information

The things to know before you go.
Cheapest flight found$301
Cheapest month to flyJune
Average flight time2 hrs, 23 mins
Most popular airlineAmerican Airlines
Average flights per week315

Finding cheap flights from Syracuse to Chicago: Frequently asked questions

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a return flight from Syracuse to Chicago is $466. 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.
2 hours and 23 minutes is the average flight time from Syracuse to Chicago.
American Airlines, Alaska Airlines and United fly direct from Syracuse to Chicago.
As of April 2026, there are 315 flights per week flying from Syracuse to Chicago.
The cheapest month to fly from Syracuse to Chicago is usually April.
If you're flying from Syracuse Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.4 km away from the centre of Chicago. We've found flights into this airport from $466.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Syracuse Airport to Chicago on Friday, 24 April 2026.
Yes – the average flight time is 2 hours and 23 minutes.
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 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.
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.
In April, the average temperature is usually around 8°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
Currently, United offers the cheapest flight tickets to Chicago.

Flying from Syracuse Hancock International Airport (SYR) to Chicago: what you need to know

  • Take a direct flight from Syracuse Hancock International Airport to Chicago and you'll be in the air for around 1 hour 55 minutes.

  • The timezone in Chicago is UTC-6. The city is one hour behind Syracuse, where Syracuse Hancock International Airport is located.

  • With 47 flights a week between the two airports, Syracuse Hancock International Airport (SYR) to Chicago O'Hare International Airport (ORD) is the most popular route. American Airlines operates the earliest flight at 06:00. If you'd like to get more out of your day before you fly, the latest departure from SYR to ORD is with American Airlines at 20:21.

  • For a stress-free journey, turn up at the airport two hours ahead of international flights and an hour before domestic departures. That way, you won't have to rush to board your SYR to Chicago flight.

  • Flying during a popular month like April? Public holidays and other popular periods can lead to longer lines and delays at check-in and security. Be extra cautious and arrive up to four hours ahead of international flights and two hours before a domestic departure.

  • You can book a direct Syracuse Hancock International Airport to Chicago ticket. Begin your journey at SYR and end it at Chicago O'Hare International Airport (ORD).

  • Get on board with American Airlines. This well-known airline operates direct flights from Syracuse Hancock International Airport to Chicago.

  • Located around 8 kilometres from central Syracuse, SYR can be reached in about 20 minutes by car, depending on traffic. The journey on public transport will take roughly 35 minutes.

  • Searching for a hotel near SYR? If you're boarding an early flight from Syracuse Hancock International Airport to Chicago, these accommodation options set you up for a seamless send-off:

  • Of the departures from Syracuse Hancock International Airport, 71% land on time at their destination.

  • SYR is located at City Hall.

How to find the cheapest flights from Syracuse Hancock International Airport (SYR) to Chicago

  • $301 is currently the best price for a one-way Syracuse Hancock International Airport to Chicago flight. A return plane ticket starts from $466. These prices can change based on demand and availability.

  • Book one month before travelling. Pricing trends show that this is the ideal window for finding cheap flights from SYR to Chicago.

  • The best month for scoring cheap Syracuse Hancock International Airport to Chicago tickets is June. Use the 'Whole month' tool to compare flight prices, then select the dates offering the lowest fares.

  • Never miss a deal on cheap flights from SYR to Chicago by setting up a Price Alert. You'll receive an email or push notification on the app when a new low fare is offered.

  • Snag an affordable flight from Syracuse Hancock International Airport to Chicago with the help of our filters. Choose your preferred departure time, duration and airlines, then sort the results by 'Cheapest' for the best deals.

Airports in Chicago

Chicago O'Hare International Airport (ORD)

  • Chicago O'Hare International Airport (ORD) is around 27 kilometres from central Chicago. If you're grabbing a taxi or a ride-share, the drive takes about 30 minutes.

  • If you're taking public transport, expect a journey time of about 45 minutes.

  • The last thing you want is a long journey to your hotel if you're getting in late on a flight from Syracuse Hancock International Airport to Chicago. Book one of these accommodation options near ORD instead:

  • To get the best deal, book your vehicle from Chicago O'Hare International Airport around four weeks ahead of your flight from SYR to Chicago.

  • ORD is located at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Chicago Midway International Airport (MDW) is around 16 kilometres from central Chicago. After your flight from Syracuse Hancock International Airport to Chicago, it'll take you around 25 minutes to get to the heart of the city in a ride-share or taxi.

  • The journey will take about 30 minutes on public transport.

  • Place the 'Do not disturb' sign on your door and unwind at a hotel close to MDW. Here are a few options where you can settle in after your SYR to Chicago flight:

  • Snap up a deal by reserving your ride from MDW four weeks ahead of time. You can also expect to have a bigger selection of vehicles.

  • The address for Chicago Midway International Airport is 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Chicago Rockford International Airport (RFD) is about 145 kilometres from the centre of Chicago. It takes about 1 hour 40 minutes to reach the city centre in a taxi or ride-share after your flight from Syracuse Hancock International Airport to Chicago.

  • Public transport can take you there in about 2 hours.

  • Enjoy a more leisurely start to your trip by staying at a hotel near RFD after your SYR to Chicago flight. Unwind after a day of travel or just give yourself time to get your footing in a new city at:

  • Rental agencies sometimes offer deals on early bookings, so book your vehicle from RFD in advance of your flight from Syracuse Hancock International Airport to Chicago. A little prep today saves cash tomorrow.

  • Chicago Rockford International Airport's street address is 2 Airport Cir.

Best time to go to Chicago

  • July is the busiest month for flights from Syracuse Hancock International Airport to Chicago. To skip the crowds, plan your trip to Chicago in January.

  • Book a Syracuse Hancock International Airport to Chicago plane ticket with a departure in July to visit the city during its warmest month. Expect temperatures to range from 16ºC to 28ºC.

  • If you want cooler conditions, look for a cheap ticket from SYR to Chicago in January when temperatures average between -12ºC and 3ºC.

More about Chicago

Explore more of the United States

  • You've seen Chicago, now it's time to explore other corners of the United States. Journey about 451 kilometres southeast to Columbus to check off its top sights. From Franklin Park Conservatory and Botanical Gardens to Whetstone Park / Park of Roses and Ohio Theatre, there's plenty to keep you busy.

  • Around 257 kilometres southeast of Chicago, Indianapolis is another essential stop in the United States. Experience this destination's highlights firsthand at Lucas Oil Stadium, Eiteljorg Museum and The Children's Museum of Indianapolis.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.