SYR - CHI

$89 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 1/12. 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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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$209
Typical prices: $279-$494
American Airlines
Fri 1/23Sun 1/25
SYR - ORD • Non-stop
Cheapest one-way
$89
Typical prices: $139-$218
Multiple Airlines
Mon 1/12
SYR - ORD • 1 stop
Our travelers' advice
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
Video guide: How to find cheap flights to Chicago
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Top airlines
American Airlines
Cheapest • from $209 (round-trip)
Delta
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top routes
SYR-ORD
Cheapest
SYR-ORD
Most popular
Insights
Insights
Insights
Insights
When to book
4 weeks
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 26% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
September
Cheapest • 20% price drop
November
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Flight Deals
Booking Insights
Expert advice
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

Fri, Jan 23 - Sun, Jan 25
American Airlines Logo
7:00 am - 8:42 am
SYR
-
ORD
2h 42mnonstop
American Airlines Logo
8:58 pm - 11:54 pm
ORD
-
SYR
1h 56mnonstop
$209American Airlines
Fri, Jan 9 - Tue, Jan 13
United Airlines Logo
8:00 am - 9:44 am
SYR
-
ORD
2h 44mnonstop
United Airlines Logo
6:05 am - 1:10 pm
ORD
-
SYR
6h 05m1 stop
$219United Airlines
Wed, Feb 4 - Sat, Feb 7
JetBlue Logo
6:00 am - 5:43 pm
SYR
-
ORD
12h 43m1 stop
JetBlue Logo
7:45 am - 10:34 pm
ORD
-
SYR
13h 49m1 stop
$224JetBlue
Sun, Jan 11 - Wed, Jan 14
Multiple Airlines Logo
6:51 pm - 11:22 am
SYR
-
ORD
17h 31m1 stop
Multiple Airlines Logo
1:20 pm - 7:24 pm
ORD
-
SYR
29h 04m2 stops
$225Multiple Airlines
Fri, Jan 23 - Mon, Jan 26
Delta Logo
12:41 pm - 5:55 pm
SYR
-
MDW
6h 14m1 stop
Delta Logo
6:35 pm - 11:13 pm
MDW
-
SYR
3h 38m1 stop
$229Delta
Fri, Jan 23 - Sun, Jan 25
Delta Logo
12:41 pm - 6:45 pm
SYR
-
ORD
7h 04m1 stop
Delta Logo
5:25 pm - 11:13 pm
ORD
-
SYR
4h 48m1 stop
$229Delta
Wed, Feb 4 - Sat, Feb 7
American Airlines Logo
5:00 pm - 6:51 pm
SYR
-
ORD
2h 51mnonstop
American Airlines Logo
8:18 pm - 2:38 pm
ORD
-
SYR
17h 20m1 stop
$236American Airlines
Wed, Feb 4 - Sat, Feb 7
JetBlue Logo
6:00 am - 7:36 pm
SYR
-
ORD
14h 36m2 stops
JetBlue Logo
8:45 am - 10:34 pm
ORD
-
SYR
12h 49m2 stops
$244JetBlue
Mon, Feb 2 - Thu, Feb 12
Allegiant Air Logo
7:46 pm - 9:36 am
SYR
-
RFD
14h 50m1 stop
Allegiant Air Logo
5:53 pm - 11:56 am
RFD
-
SYR
17h 03m1 stop
$369Allegiant Air
Mon, Feb 2 - Thu, Feb 12
Allegiant Air Logo
7:46 pm - 9:36 am
SYR
-
RFD
14h 50m1 stop
Allegiant Air Logo
9:27 am - 10:55 am
RFD
-
SYR
24h 28m1 stop
$388Allegiant Air
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.

Find cheap flights to Chicago
Find cheap flights to Chicago

Planning a trip from Syracuse to Chicago? KAYAK’s data-powered insights will help you find cheap flights. Learn the best time to fly, how early to book your ticket, and other tips to secure great prices.

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 January.

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 $249 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 Wednesday, 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 Sundays 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 September, where tickets cost $264 (return) on average. On the other hand, the most expensive months are November and April, where the average cost of round-trip tickets is $471 and $364 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 $311, 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 4 weeks before departure, which saves you about 26% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 11 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.
Airlines
American Airlines

Consider Basic Economy for budget travel with carry-on only and no seat assignment until check-in.


Main Cabin Extra offers early boarding (Group 5) and complimentary drinks for a small fee.

United Airlines

Economy Plus provides up to six inches more legroom than standard economy seats.


Purchase Priority Boarding to ensure overhead bin space, placing you in Zone 2.

Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet Baskas

Harriet Baskas

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.

Read more
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines

Stefanie Waldek

Stefanie Waldek

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.

Read more

Good to know

Low seasonJanuary
Cheapest flight$89
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly with an average 42% 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 $89 for a one-way ticket and $209 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, Delta, JetBlue, and United Airlines 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 (Enhanced Winglets) 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 $349 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 $269 or less one-way and $330 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 8010 reviews
8.1Boarding
7.3Food
7.9Entertainment
8.5Crew
7.9Comfort
Airline reviews

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

6.0 GoodJeff, Dec 2025
JFK - MIA
Read more Delta reviews

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.

Very smooth, on-time, and pleasantly uneventful flight. The team at the gate and on board were professional and genuinely courteous. The pilot kept us well updated throughout, and both takeoff and landing were steady and enjoyable without any drama. Just a good, solid flight. Thank you! 💗

I truly love flying with Delta. They have always treated me with the upmost respect

The flight was great. The gate location was way to far away!!!

Cramped seating for me. Luckily it wasn’t a long flight

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

Three seats in first class were broken and while they were able to still acommodate us it was looking very touch and go and they had others they could not acommodate

I believe that a four-hour trip should have a meal. Delta had none.

Was charged for my luggage despite having been on one ticket from an international flight. Too tired to argue after 15 hours on flight. Was charged for rechecking it at JFK airport. Not sure why those off Kenya Airways were required to do that.

The flight was on time. I generally don’t drink or eat on short flights and the seats were good and the flight attendants were friendly. That’s all I expect

It was nice to have gotten up upgraded to first class with a meal on a three hour flight

Very bad! They kept delaying my flight and wouldn’t do anything about it

Door to door, the crew and staff were amazing. It was a stressful travel day with delays, but they were focused on customers and doing what they could to get us to our destinations.

Flight was delayed only slightly before takeoff due to traffic control. However, the flight arrived early to ORD. Good flight. United has been very reliable for me.

Another delayed flight. When the delays exceed the duration of the flight, it’s a problem.

After boarding the plane in Chicago, the passengers were told that there was a technical problem with the plane. Passengers remained on the plane as they tried to fix the problem. After what was probably an hour passengers were told that there was a need to change planes as the problem was not solved. Passengers disembarked and boarded another plane. After taxing to the runway and waiting for takeoff, passengers were told that owing to the thunderstorm the flight was unable to take off but would try and reroute. After some time passengers were told there wasn't enough fuel for the new route and the plane had to return to the gate for additional fuel. after another log delay the flight got underway. On the plane there was food, drinks, ice or entertainment. We were a glass of water, which appeared rationed. Flight arrived about 5 hours late. The pilot was fantastic and communicated with the passengers throughout the ordeal.

Better WiFi. I cannot understand that in 2025, United is so behind on a technology that is now a necessity and still painfully unreliable, slow and keeps disconnecting.

Trip was great. A wild landing in Ottawa with the wind and rain, but the pilot did a great job. Always love flying United.👍

Excellent experience. Starting with the agent at the Premier bag drop who noticed I was very early for my scheduled flight and offered to rebook me on an earlier flight with my seat preference. She would not let me leave the counter until she knew that all of the changes and new boarding pass showed up on my United app. At the gate, the flight boarded quickly such that we departed early and the flight was smooth. We arrived 20 minutes early at ORD and I was able to be home in time for dinner. One of the best flights I've had.

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

Terrible. Flight delayed for more than 8 hours with only a $12 meal voucher provided for the inconvenience. The airplane did not have breaks on arrival yet they still made us go through the motions and board on time knowing we could not take off then sit for 40+ minutes before having to get of the time. A complete waste of my time. I cannot believe they can stay business with these shenanigans. I’ll avoid this company like the plague moving forward as the lack of accountability is disgraceful.

This was the best 2 flights I have had with American out of SGF. Great crew both flights.

Excellent - explanations were clear staff was nice and flight was comfortable

Lost bag and 2 days no word leaving for cruise no clothes or stuff

Any flight to ORD after about 2pm this summer has been challenging. Flight was delayed getting in (coming from ORD) and that led to it not leaving before a ground stop due to lightening before they could fuel the plane, and so forth. They made up some time but we were still late in arriving at ORD, and that led to missed connections.

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

Information on your arrival and departure airports