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Cheap Flights from Syracuse (SYR) to Chicago (CHIA)

Compare Syracuse to Chicago flight deals

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Flight deals from Syracuse to Chicago

Looking for a cheap last-minute deal or the best return flight from Syracuse to Chicago? Find the lowest prices on one-way and return tickets right here.
Chicago.£139 per passenger.Departing Sun, 8 Feb, returning Sun, 15 Feb.Return flight with Allegiant Air and Frontier Airlines.Outbound indirect flight with Allegiant Air, departs from Syracuse on Sun, 8 Feb, arriving in Chicago O'Hare International.Inbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Sun, 15 Feb, arriving in Syracuse.Price includes taxes and charges.From £139, select.
Chicago.£139 per passenger.Departing Tue, 27 Jan, returning Sat, 31 Jan.Return flight with Allegiant Air and Frontier Airlines.Outbound indirect flight with Allegiant Air, departs from Syracuse on Tue, 27 Jan, arriving in Chicago O'Hare International.Inbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Sat, 31 Jan, arriving in Syracuse.Price includes taxes and charges.From £139, select.
Chicago.£155 per passenger.Departing Thu, 22 Jan, returning Mon, 26 Jan.Return flight with United.Outbound direct flight with United departs from Syracuse on Thu, 22 Jan, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Mon, 26 Jan, arriving in Syracuse.Price includes taxes and charges.From £155, select.
Chicago.£155 per passenger.Departing Fri, 1 May, returning Tue, 5 May.Return flight with United.Outbound direct flight with United departs from Syracuse on Fri, 1 May, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Tue, 5 May, arriving in Syracuse.Price includes taxes and charges.From £155, select.
Chicago.£156 per passenger.Departing Sat, 7 Feb, returning Sat, 14 Feb.Return flight with American Airlines.Outbound direct flight with American Airlines departs from Syracuse on Sat, 7 Feb, arriving in Chicago O'Hare International.Inbound direct flight with American Airlines departs from Chicago O'Hare International on Sat, 14 Feb, arriving in Syracuse.Price includes taxes and charges.From £156, select.
Chicago.£162 per passenger.Departing Wed, 1 Apr, returning Tue, 7 Apr.Return flight with United.Outbound indirect flight with United, departs from Syracuse on Wed, 1 Apr, arriving in Chicago O'Hare International.Inbound indirect flight with United, departs from Chicago O'Hare International on Tue, 7 Apr, arriving in Syracuse.Price includes taxes and charges.From £162, select.
Chicago.£162 per passenger.Departing Tue, 31 Mar, returning Tue, 7 Apr.Return flight with United.Outbound indirect flight with United, departs from Syracuse on Tue, 31 Mar, arriving in Chicago O'Hare International.Inbound indirect flight with United, departs from Chicago O'Hare International on Tue, 7 Apr, arriving in Syracuse.Price includes taxes and charges.From £162, select.
Chicago.£162 per passenger.Departing Mon, 1 Jun, returning Mon, 8 Jun.Return flight with United.Outbound direct flight with United departs from Syracuse on Mon, 1 Jun, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Mon, 8 Jun, arriving in Syracuse.Price includes taxes and charges.From £162, select.

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 January.
Dec
from £225
Jan
from £139
Feb
from £139
Mar
from £169
Apr
from £162
May
from £155
Jun
from £162
Jul
from £165
Aug
from £258
Sep
from £213
Oct
from £213
Nov
from £213

Direct flights from Syracuse to Chicago

Alternative Syracuse to Chicago routes

Looking for the cheapest, fastest or easiest route from Syracuse to Chicago? You could fly into the following airports instead.

Syracuse to Chicago: Flight information

The things to know before you go.
Cheapest flight found£139
Cheapest month to flyFebruary
Average flight time2 hrs, 28 mins
Most popular airlineAmerican Airlines
Average flights per week305

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 £139. 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 28 minutes is the average flight time from Syracuse to Chicago.
American Airlines, Alaska Airlines and United fly direct from Syracuse to Chicago.
As of December 2025, there are 305 flights per week flying from Syracuse to Chicago.
The cheapest month to fly from Syracuse to Chicago is usually February.
If you're flying from Syracuse Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 15.8 miles away from the centre of Chicago. We've found flights into this airport from £139.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Syracuse Airport to Chicago on Sunday, 8 February 2026.
Yes – the average flight time is 2 hours and 28 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 December, the average temperature is usually around -2°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, Allegiant Air and United offer the cheapest flight tickets to Chicago.

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

  • The average duration of a direct flight from Hancock International Airport to Chicago is 1 hour 55 minutes.

  • The timezone in Chicago is UTC-5. The city is one hour behind Syracuse, where Hancock International Airport is located.

  • The most popular route is from Hancock International Airport (SYR) to O'Hare International Airport (ORD). Take your pick of 44 services every week between these two airports. If you want to take off as soon as possible, the earliest flight from SYR to ORD is the 06:00 American Airlines service. If you're planning to fly out later on, the final departure is at 20:21 with American Airlines.

  • For a stress-free journey, arrive at the airport two hours ahead of international flights and an hour before domestic departures. This leaves you with plenty of time to catch your SYR to Chicago flight.

  • If you're heading away during a bank holiday or another peak period, give yourself extra time. A good rule is two hours ahead of domestic flights and up to four hours before international departures. Lines at check-in and security will be longer.

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

  • Take to the skies with American Airlines. This airline operates direct flights from Hancock International Airport to Chicago.

  • The journey from central Syracuse to SYR takes around 1 hour 10 minutes on public transport. If you drive, ride-share or get a cab, you'll cover the 5 miles in 25 minutes or so, depending on traffic conditions.

  • Want a stress-free start to your trip? Stay near SYR. Whether you're catching an early flight from Hancock International Airport to Chicago or want to avoid feeling rushed, these hotels put convenience first:

  • Of the departures from Hancock International Airport, 72.76% land on time at their destination.

  • You'll find SYR at City Hall.

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

  • The lowest price we've seen for a one-way Hancock International Airport to Chicago flight is £77. The cheapest price for a return flight is £139. Bear in mind fares may change due to demand at the time of booking.

  • To secure cheap flights from SYR to Chicago, book your trip two months before your planned departure.

  • Plan your trip for June. That's the best month for landing an incredible deal on Hancock International Airport to Chicago tickets. If you have flexibility with your dates, use the 'Whole month' tool to find the cheapest price across each month.

  • Never miss a deal on cheap flights from SYR to Chicago by creating a Price Alert. You'll get an email or push notification on the app when a lower fare becomes available.

  • Choose your preferred departure and arrival times, airlines and number of stops with our filters. Then, sort the results for your flight from Hancock International Airport to Chicago by 'Fastest,' 'Cheapest' or 'Best.'

Airports in Chicago

O'Hare International Airport (ORD)

  • O'Hare International Airport (ORD) is around 25 miles from central Chicago. If you're opting for a ride-share or a cab, the drive takes roughly 35 minutes.

  • If you're using public transport, expect a journey time of about 55 minutes.

  • If you have a late flight from Hancock International Airport to Chicago, nothing beats the convenience of staying near the terminal. Grab your suitcases from the carousel and then be showered and snoozing soon after at one of these hotels near ORD:

  • Explore without limits with an O'Hare International Airport rental car. Book your wheels from Routes Car Rentals, Dollar or Budget and venture far and wide through Chicago and beyond.

  • Lock in the best rate by booking your ride from O'Hare International Airport about four weeks before your flight from SYR to Chicago.

  • ORD is located at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Once your flight from Hancock International Airport to Chicago has landed, you can get to the city centre in about 20 minutes by car. Central Chicago is roughly 12 miles from Chicago Midway International Airport (MDW).

  • If you're catching public transport, it'll take around 45 minutes.

  • You'll find some great places to drop your things at near MDW. Tuck yourself in and get cosy after your SYR to Chicago flight at one of these well-located options:

  • The fastest way to reach your destination is with a Chicago Midway International Airport rental car. Pick up a set of wheels from Dollar, Hertz or Budget and set off in the blink of an eye.

  • Snap up the best price by booking your ride from MDW four weeks ahead of time. You'll also have access to a greater range of vehicles.

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

Chicago Rockford International Airport (RFD)

  • Head to the city centre after your flight from Hancock International Airport to Chicago has landed. Central Chicago is around 85 miles from Chicago Rockford International Airport (RFD) and takes roughly 1 hour 25 minutes to reach by cab or ride-share.

  • Public transport will take you there in around 4 hours 15 minutes.

  • Enjoy a quiet, low-key start to your trip by staying at a hotel near RFD after your SYR to Chicago flight. Recover from a day of travel or simply take a moment to get your bearings in a new city at:

  • Whether you'd like a zippy compact for a solo adventure or an SUV to fit the family, you'll find the ideal Chicago Rockford International Airport rental car for your needs. Check out the range of wheels available from providers such as Budget, Alamo and National.

  • Rental providers sometimes offer discounts for early bookings, so secure your ride from RFD ahead of your flight from Hancock International Airport to Chicago. A bit of planning goes a long way in savings.

  • Chicago Rockford International Airport can be found at 2 Airport Cir.

Best time to go to Chicago

  • Carefully consider your travel dates before booking your flight from Hancock International Airport to Chicago. The city buzzes in peak season, but rates are often higher and top attractions can be crowded. Visit Chicago in the off-season if you prefer a quieter vibe.

  • The warmest month in Chicago is July, with temperatures ranging between 15ºC (59ºF) and 29ºC (84ºF). Book your Hancock International Airport to Chicago plane ticket then if that's your ideal forecast.

  • Search for cheap tickets from SYR to Chicago in January if you like travelling in cooler conditions. Temperatures are at their lowest then, ranging between -12ºC (10ºF) and 3ºC (37ºF) on average.

More about Chicago

  • When it comes to looking for somewhere to lay your head, you'll find the best places to stay in Chicago right here. Explore these hotels after you've booked your flight from Hancock International Airport to Chicago:

  • There are so many things to see and do in this city it can be tricky to work out where to begin. Art Institute of Chicago, Millennium Park and LandShark Beer Garden at Navy Pier are top sights which should feature on any good Chicago itinerary.

Explore more of United States

  • Chicago is easy to fall in love with, but there are so many other parts of United States just waiting to be explored. Around 280 miles south-east of Chicago, a trip to Columbus will keep you busy. Start with attractions like Franklin Park Conservatory and Botanical Gardens, Ohio Statehouse and German Village.

  • Indianapolis is another well-known destination in United States and is around 160 miles south-east of Chicago. No trip is complete without visiting The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo.

Plan the rest of your trip from Syracuse to Chicago

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