SYR - CHI

$94 Find Cheap Flights from Syracuse to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Syracuse to Chicago departing on 5/18. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Syracuse to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Syracuse to Chicago, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$269
Typical prices: $519-$319
American Airlines
Thu 7/23Mon 7/27
SYR - ORD • Non-stop
Cheapest non-stop
$269
Typical prices: $519-$319
American Airlines
Thu 7/23Sun 7/26
SYR - ORD • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
United's Economy Plus offers extra legroom for comfort.
American's Basic Economy is budget-friendly with carry-on only.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Cheapest • from $269 (round-trip)
Best reviews • 7.9 score
Airline reviews
Airline reviews
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Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with American Airlines and United Airlines. Average duration is 2h 23m
Direct flights
Direct flights
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Direct flights
Direct flights
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Top routes
Cheapest
Most popular
Insights
Insights
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Top layover airports
Cheapest • Avg $218 (round-trip)
Shortest trip • 3h 57m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 5 weeks in advance save around 25% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 34% price drop
Most popular
Good to know
Good to know
+1
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Flight Deals
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Flight Deals

Cheap Flights from Syracuse to Chicago (SYR-CHI)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Syracuse to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Syracuse to Chicago

Thu, Jul 23 - Mon, Jul 27
American Airlines Logo
7:30 am - 8:49 am
SYR
-
ORD
2h 19mnonstop
American Airlines Logo
7:09 am - 10:12 am
ORD
-
SYR
2h 03mnonstop
$269American Airlines
Sat, May 16 - Sun, May 17
American Airlines Logo
4:45 pm - 6:22 pm
SYR
-
ORD
2h 37mnonstop
American Airlines Logo
8:00 am - 11:00 am
ORD
-
SYR
2h 00mnonstop
$270American Airlines
Mon, Jun 1 - Thu, Jun 4
Multiple Airlines Logo
12:22 pm - 7:55 am
SYR
-
ORD
20h 33m
2 stops
Multiple Airlines Logo
7:33 pm - 10:48 am
ORD
-
SYR
14h 15m
1 stop
$276Multiple Airlines
Mon, Jun 1 - Thu, Jun 4
Multiple Airlines Logo
12:22 pm - 7:55 am
SYR
-
ORD
20h 33m
2 stops
Multiple Airlines Logo
7:33 pm - 10:48 am
ORD
-
SYR
14h 15m
1 stop
$278Multiple Airlines
Wed, May 20 - Wed, May 27
United Airlines Logo
6:00 am - 9:37 am
SYR
-
ORD
4h 37m
1 stop
United Airlines Logo
6:19 pm - 9:19 pm
ORD
-
SYR
2h 00mnonstop
$279United Airlines
Wed, Jun 10 - Wed, Jun 17
American Airlines Logo
4:52 pm - 6:17 pm
SYR
-
ORD
2h 25mnonstop
American Airlines Logo
4:49 pm - 10:52 pm
ORD
-
SYR
5h 03m
1 stop
$280American Airlines
Fri, May 22 - Mon, May 25
United Airlines Logo
6:15 am - 7:32 am
SYR
-
ORD
2h 17mnonstop
United Airlines Logo
7:43 am - 10:48 am
ORD
-
SYR
2h 05mnonstop
$282United Airlines
Thu, Jul 9 - Mon, Jul 13
JetBlue Logo
7:00 am - 7:25 pm
SYR
-
ORD
13h 25m
1 stop
JetBlue Logo
8:20 pm - 10:51 pm
ORD
-
SYR
25h 31m
1 stop
$284JetBlue
Wed, May 20 - Sat, May 23
Delta Logo
6:20 am - 8:43 am
SYR
-
MDW
3h 23m
1 stop
Delta Logo
6:36 pm - 11:49 pm
MDW
-
SYR
4h 13m
1 stop
$289Delta
Thu, Aug 27 - Sun, Aug 30
Delta Logo
12:42 pm - 6:31 pm
SYR
-
MDW
6h 49m
1 stop
Delta Logo
6:00 am - 2:11 pm
MDW
-
SYR
7h 11m
1 stop
$324Delta
Booking Insights

KAYAK's insights & trends for Syracuse to Chicago flights

Get data-powered insights and trends into flights from Syracuse to Chicago to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Syracuse to Chicago?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Syracuse to Chicago departing in July.

What is the cheapest Syracuse to Chicago flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from Syracuse to Chicago costs $269 on the route between Syracuse (SYR) and Chicago O'Hare Intl Airport (ORD). It is also the most popular route.

What’s the cheapest day of the week to fly from Syracuse to Chicago?

The average price of all round-trip flights from Syracuse to Chicago clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Chicago on a Friday, as we generally find the cheapest rates on that day for this route. On the other hand, Sunday is the most expensive day to fly from Syracuse to Chicago. For your return ticket, we recommend flying on a Wednesday and avoiding Mondays for the best deals.

What is the cheapest month to fly from Syracuse to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Syracuse to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Syracuse to Chicago is August, where tickets cost $124 (return) on average. On the other hand, the most expensive months are March and April, where the average cost of round-trip tickets is $238 and $220 respectively.

Can I save money by flying with a layover from Syracuse to Chicago?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $348, prices are generally cheapest when you fly direct.

How far in advance should I book a flight from Syracuse to Chicago?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Syracuse to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Syracuse to Chicago, you should book around 5 weeks before departure, which saves you about 25% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 18 weeks before departure.

Expert advice

Expert advice for your flight from Syracuse to Chicago

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Stefanie Waldek

Stefanie Waldek

Expert on United Airlines

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Good to know

Low seasonFebruary
Cheapest flight$94
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly with an average 45% increase in price.
Flight from Syracuse to Chicago O'Hare Airport

When to book flights from Syracuse to Chicago

Are your dates flexible? Find out the best times to travel from Syracuse to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Syracuse to Chicago

  • What are the transport options from Chicago Airport to downtown?

    Chicago Transit Metro System serving the Blue Line connects ORD Airport to downtown Chicago. It operates after every ten minutes. Peoria Charter Coach Company buses connect ORD Airport to downtown Chicago and operate once daily. Jayride shuttles are available on demand and link ORD Airport to downtown Chicago.

  • What are some layover cities for flights from Syracuse to Chicago?

    Several flights from SYR to ORD have layovers en route. Some of the common layover cities include New York (LGA) by Delta, Boston (BOS) by JetBlue, Washington, D.C. (IAD) by United, Washington, D.C. (DCA) by American Airlines, Detroit (DTW) by Delta, New York (LGA) by Delta, Charlotte (CLT) by American, New York (JFK) by Delta, Newark (EWR) by United, and Atlantic (ATL) by Delta.

  • Can a minor fly unaccompanied from Syracuse to Chicago?

    Your child can travel unaccompanied from SYR to CHI for a fee with Delta Air Lines. The minor must be aged 5 to 14 years. Only those who have attained age eight can travel with connecting flights. You must escort your minor for check-in at least 2 hours before the flight. You must provide documents such as a birth certificate for age proof and a minor’s passport. Furthermore, you must also provide your valid photo ID, contact phone number, and details such as name, photo, contact phone number, and address for the receiving adult.

  • Which airlines offer accessible services from Syracuse to Chicago?

    United offers accessible services to people with special needs traveling from SYR to CHI. The airline provides onboard wheelchairs and walkers for those with reduced mobility. They offer accessible services and amenities, including accessible lavatories, spacious seating, and wheelchair assistance during boarding, navigating, and deplaning. They also provide braille, closed caption, and video descriptions for the low-vision and hard-of-hearing passengers.

  • What is the cheapest flight from Syracuse to Chicago?

    In the last 3 days, the lowest price for a flight from Syracuse to Chicago was $94 for a one-way ticket and $269 for a round-trip.

  • Do I need a passport to fly between Syracuse and Chicago?

    A passport is not required to fly from Syracuse to Chicago.

  • Which airports will I be using when flying from Syracuse to Chicago?

    On your way to Chicago, you’ll fly out from Syracuse Hancock Intl. You’ll be landing in one of Chicago’s 2 airports: Chicago Midway or Chicago O'Hare Intl.

  • Which airlines offer Wi-Fi service onboard planes from Syracuse to Chicago?

    American Airlines, JetBlue, and Delta offer inflight Wi-Fi service on the Syracuse to Chicago flight route.

  • Which aircraft models fly most regularly from Syracuse to Chicago?

    The Embraer 175 is the aircraft model that flies most regularly on the Syracuse to Chicago flight route.

  • Which airline alliances offer flights from Syracuse to Chicago?

    SkyTeam, Star Alliance, and oneworld are the airline alliances operating flights between Syracuse and Chicago, with SkyTeam being the most commonly used for this route.

  • On which days can I fly direct from Syracuse to Chicago?

    There are nonstop flights from Syracuse to Chicago on a daily basis.

  • Which is the best airline for flights from Syracuse to Chicago, Delta or United Airlines?

    The two airlines most popular with KAYAK users for flights from Syracuse to Chicago are Delta and United Airlines. With an average price for the route of $356 and an overall rating of 7.9, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $345 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Syracuse to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Syracuse to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Syracuse to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Syracuse is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Syracuse to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Syracuse with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Syracuse to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Syracuse up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Syracuse to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $273 or less one-way and $369 or less round-trip.
  • Chicago serves two international airports, Chicago O’Hare International Airport (ORD) and Midway International Airport (MDW). Consider flying from Syracuse Hancock International Airport (SYR) to MDW since MDW Airport is closest to Downtown Chicago. Since it is not the major airport in Chicago, it is less busy, crowded, and hence shorter queues. You can save time and money as well.
  • American Airlines allows you to board with a carry-on bay and a personal item from SYR to CHI for free. The maximum dimensions allowed include 22 x 14 x 9 inches for the carry-on bag with a weight limit of 40 lb.
  • You can travel with your pet from SYR to CHI for a fee if you consider flying with Delta. Your pet must be enclosed in a carrier that is either soft or rigid and comfortable. The kennel must be small to fit the under-seats, with a dimension of 17.5 x 12 x 7.5 inches for the hard kennel and 18 x 11 x 11 for the soft kennel. The total weight of the pet and its kennel must not exceed 150 lb.
  • JetBlue Airlines can allow you to experience convenience when traveling with your child from SYR to CHI. They offer family-friendly services such as priority boarding, changing tables in their lavatories, kid-friendly meals, and family seating options.
  • Consider flying Business- or First-class with Delta Air Lines from SYR to CHI. These passengers enjoy enhanced services and amenities, including premium dining, access to Delta Sky Club on Terminal 5 of ORD Airport, increased baggage allowance, and comfortable lie-flat seats.

Prefer to fly direct from Syracuse to Chicago?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Syracuse Hancock Intl to Chicago.
Find which airlines fly direct from Syracuse Hancock Intl Airport to Chicago, which days they fly and book direct flights.

Direct departures

Syracuse Hancock Intl to Chicago

Monday

American Airlines,United Airlines

American Airlines,United Airlines

Tuesday

American Airlines,United Airlines

American Airlines,United Airlines

Wednesday

American Airlines,United Airlines

American Airlines,United Airlines

Thursday

American Airlines,United Airlines

American Airlines,United Airlines

Friday

American Airlines,United Airlines

American Airlines,United Airlines

Saturday

American Airlines,United Airlines

American Airlines,United Airlines

Sunday

American Airlines,United Airlines

American Airlines,United Airlines

See more direct flights

Direct returns

Chicago to Syracuse Hancock Intl

Monday

American Airlines,United Airlines

American Airlines,United Airlines

Tuesday

American Airlines,United Airlines

American Airlines,United Airlines

Wednesday

American Airlines,United Airlines

American Airlines,United Airlines

Thursday

American Airlines,United Airlines

American Airlines,United Airlines

Friday

American Airlines,United Airlines

American Airlines,United Airlines

Saturday

American Airlines,United Airlines

American Airlines,United Airlines

Sunday

American Airlines,United Airlines

American Airlines,United Airlines

See more direct flights

Reviews of the top 3 airlines serving from Syracuse to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Syracuse to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Syracuse to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 8468 reviews
7.8Entertainment
7.9Comfort
7.2Food
8.5Crew
8.1Boarding
Airline reviews

WiFi didn’t work. Flight delayed 3 hours Crew members were illiterate Seat lean back did not work.

2.0 MediocreNicholas, Apr 2026
LGA - CLT
Read more Delta reviews

WiFi didn’t work. Flight delayed 3 hours Crew members were illiterate Seat lean back did not work.

Transparency from pilots, quick boarding and exiting the plane, staff greeted to each and everyone,

WiFi didn’t work most of the time. The usb chargers would work only occasionally for 5 mins and wouldn’t charge after that. Had to keep trying repeatedly at each of the seats in the row.

The crew bent over backwards to thank us for flying and make us comfortable. The food service was quick and efficient. The Captain communicated and said goodbye and thank you as we departed. They really stood out!

Flight delayed. Air broken. Cabin was hot enough to pass out. Delta shuttle’s becoming worse and worse.

my mom urmila patel needed a wheelchair which was not available on the curbside. she needed to walk almost 50 meters inside (at the risk of falling) and then had to wait in line to get a wheelchair (this is not ok). Once obtained she had to seat in it for 30-45 minutes for someone to take her in thru the checkin process (which was fairly smooth and easy). the lady who helped her with her checkin process was very courteous and helpful

This was the worse experience. They delayed our flight twice and we still had to find another flight to get home sooner which was alos delayed. Also, the flight attendant named Ginny on DL9890 leaving at 4:13pm on 3/23/26 was extremely rude.

I love Delta the flight attendants were personable and the flight arrived 1/2 earlier thanks expected. All a plus. The gate agent was a bit flustered but even with that I still had a good experience. Her supervisor assisted me.

I am still at the Airport! Delayed Delayed and Delyaed

The plane was very warm the entire time, despite my vents being open. Additionally, we didn't have internet on our personal devices

Standard flight with a drinks and a snack- overall very quick flight. The flight attendants were very strict, bordered on rude.

Delayed - weather wasn't bad at either end. Also sat on tarmac in ORD.

boarded early to only find out that flight would sit at gate for 45 min to an hour. Landed in chicago and sat on runway for over an hour before got to gate. Total delay was extensive for a 45 min flight door to door.

The flight was significantly delayed. The inbound flight from EWR was delayed departing because of mechanical problems. My original departure from CLT was 5:28 pm but due to the delay of the inbound flight, after arrival, deplaning, cleaning, boarding, we did not push back from the gate until 9:00 pm. Once in the air, the flight was smooth and what was originally supposed to be an arrival in ORD at 7:30 pm local time turned out to be 9:35 pm.

The flight I was supposed to be on was supposed to take off at 1:50 from State College. It was delayed over and over and over again until somehow I had to rebook on a flight that was supposed to have left State College at 8 am that morning but didn't end up taking off until almost 6 pm. Not only was this completely unacceptable, the "token from United" was a 15 dollar meal voucher that has to be used by today. I would personally like some miles added to my account for this inconvenience. I was in transit for 8 hours from the time I arrive at State College Aiport to when I got home. I was supposed to be home at 3 pm and I returned at 8 pm. Unacceptable. I have not been on an on Time united flight in nearly 5 years.

newer aircraft, ability to connect my headset via blue tooth for entertainment.

Very comfortable flight, snacks and drinks were good, good communication from crew. Could have used a little more information on timing of boarding for group 5

Great flight. Got to watch a movie. Smooth flight and early arrival at ORD.

It was better than excellent. The staff in Mason City were great. The young woman that pushed my wheelchair did more than could be expected of her. She came from India 17 years ago. I don't remember her name.

After arriving in Chicago, we were taxiing for 1.5 hours with infrequent and untruthful updates about the amount of time it would take to arrive at the gate. Minimally, the team could have provided timing expectations that were more truthful, especially one their original expectations were not met.

It was good, the staff was great, and the food, was as usual, tea and biscuit. Bathroom was clean, and the plane was clean as well.

Very good I can’t complain one bit. Thank you American Airlines for making my flight enjoyable and safe!

The staff and service on American Airlines were truly outstanding. I had requested wheelchair assistance for my mother due to her knee issues, and the team went above and beyond every step of the way—from boarding in Boston to our arrival in Chicago. Their care, professionalism, and attentiveness made the entire experience smooth and stress-free. I’m very grateful for the support they provided.

The new planes (American Eagle) are beautiful and especially comfortable. The flight attendants are consistently professional and courteous. And, while it may seem inconsequential, the new liquid tube of coffee creamer—in contrast to the powdered coffee creamer—makes all the difference in a cup of coffee.

I'm not sure American is capable of on-time arrivals and departures. When you land at ORD, you almost always get held on the tarmac because your gate is still occupied. I may have missed my connection, but that ended up up being significantly delayed as well. Once again, I finally got home well after midnight.

Crew at the gate was very crabby and not at all polite. The plane was very hot the entire flight. And the seat cushion was very worn out.

The staff are very, very professional. It's what flying should feel like.

Flight was delayed half hour before boarding, but when I checked flight aware the plane that would Pick us up had a delay of more than an hour. AA should let us know in advance to avoid waiting several hours in the airport

Delays with no explanation. It could have been handled better.

Jill was the flight attendant in first class she was fabulous!! Best flight attendant I have had in years.!! And I fly every other week. Other can learn from her!!

Everything you need to know for your flight from Syracuse to Chicago

Information on your arrival and departure airports

Compare transportation modes for Syracuse to Chicago

Transportation modeAverage priceAverage duration
Flights$8162h 16m
Trains$28813h 07m