SYR - CHI

$69 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 2/25. 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
$209
Typical prices: $269-$488
American Airlines
Thu 2/26Sat 2/28
SYR - ORD • Non-stop
Cheapest one-way
$69
Typical prices: $205-$420
JetBlue
Wed 2/25
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 24% 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
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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

Thu, Feb 26 - Sat, Feb 28
American Airlines Logo
11:48 am - 1:14 pm
SYR
-
ORD
2h 26mnonstop
American Airlines Logo
8:44 pm - 11:44 pm
ORD
-
SYR
2h 00mnonstop
$209American Airlines
Mon, Mar 23 - Thu, Mar 26
JetBlue Logo
7:12 am - 11:25 am
SYR
-
ORD
5h 13m
1 stop
JetBlue Logo
11:00 am - 9:38 pm
ORD
-
SYR
9h 38m
1 stop
$221JetBlue
Thu, Mar 5 - Sun, Mar 8
Multiple Airlines Logo
8:17 pm - 9:06 am
SYR
-
ORD
13h 49m
1 stop
Multiple Airlines Logo
6:04 am - 1:17 pm
ORD
-
SYR
6h 13m
1 stop
$222Multiple Airlines
Wed, Mar 25 - Sun, Mar 29
United Airlines Logo
6:25 am - 7:58 am
SYR
-
ORD
2h 33mnonstop
United Airlines Logo
7:00 am - 9:55 am
ORD
-
SYR
1h 55mnonstop
$225United Airlines
Mon, Mar 2 - Tue, Mar 17
Delta Logo
12:50 pm - 5:37 pm
SYR
-
MDW
5h 47m
1 stop
Delta Logo
6:34 pm - 11:09 pm
MDW
-
SYR
3h 35m
1 stop
$229Delta
Fri, Feb 20 - Mon, Feb 23
Delta Logo
6:37 pm - 11:56 pm
SYR
-
ORD
6h 19m
1 stop
Delta Logo
6:25 pm - 12:19 am
ORD
-
SYR
4h 54m
1 stop
$229Delta
Thu, May 7 - Sat, May 9
United Airlines Logo
6:15 am - 7:32 am
SYR
-
ORD
2h 17mnonstop
United Airlines Logo
4:25 pm - 11:41 pm
ORD
-
SYR
6h 16m
1 stop
$230United Airlines
Thu, Mar 5 - Sun, Mar 8
Multiple Airlines Logo
8:17 pm - 1:08 pm
SYR
-
MDW
17h 51m
1 stop
Multiple Airlines Logo
7:30 am - 8:57 pm
MDW
-
SYR
12h 27m
2 stops
$378Multiple Airlines
Tue, Mar 24 - Thu, Mar 26
Allegiant Air Logo
12:38 pm - 10:52 am
SYR
-
RFD
23h 14m
1 stop
Allegiant Air Logo
10:37 am - 10:47 am
RFD
-
SYR
23h 10m
1 stop
$462Allegiant Air
Mon, Mar 23 - Thu, Mar 26
Allegiant Air Logo
10:31 am - 5:26 pm
SYR
-
RFD
7h 55m
1 stop
Allegiant Air Logo
10:37 am - 10:47 am
RFD
-
SYR
23h 10m
1 stop
$472Allegiant 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.

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 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 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 $259 (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 $365 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 $337, 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 24% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 10 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 seasonJanuary
Cheapest flight$69
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 $69 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 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 $344 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 $238 or less one-way and $333 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 8118 reviews
8.1Boarding
7.8Entertainment
7.9Comfort
7.2Food
8.5Crew
Airline reviews

Very large passenger too space from my own seat. Arm board couldn’t be lowered because of his size. It wads very uncomfortable trip, as the flight was full couldn’t move anywhere having back pain because of the position in which I was the entire flight.

6.0 GoodCristine, Jan 2026
ATL - MLI
Read more Delta reviews

Very large passenger too space from my own seat. Arm board couldn’t be lowered because of his size. It wads very uncomfortable trip, as the flight was full couldn’t move anywhere having back pain because of the position in which I was the entire flight.

The entertainment screens were not working and there was no air condition the entire flight. Very uncomfortable.

It was Delta, but the flight attendants were stressful and disrespectful. I am a diamond member a travel weekly. I have not had a negative thing to share in quite some time. But this was noticeable.

The plant way delayed departing by 3 hours. It was an old airplane with broken seats and armrests. The bathroom made a hollering sound. A really crappy flight experience and travel day all around.

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

Seated dude next to me even though lots of empty rows. But main thing was we sat on the tarmac after landing for 30 minutes because of, in the words of the dude who sat next to me, “operational incompetence”. We got changing directions about where to pick up gate checked bags. Pilot and flight attendant were awesome though.

It was a pretty standard flight... until the almost hour and a half spent on the taxi way. I get that the weather has been poor but the delay had nothing to do with the weather and more to do with a plane with several issues tying up the gate. I get that that happens from time to time but this has been EVERY flight I've been on for the past 5 years and I fly 3 to 5 times a year. This isn't just United... it's American, it's Delta. It's an issue with the entire industry. I work for UPS and packages on a cargo plane get better service than people do these days. Anymore I HATE flying.

Perfect flight. Smooth flight. Arrived 20 minutes early at destination. Excellent service.

The flights were on time which was great give. It was holiday travel season and there’d been some weather issues. The only complaint and this is every time with United is the terrible seat design. The head rest is not built for comfort and having my neck bent forward for a cross country trip reminded me while I try not to take United flights as a rule.

Everything was absolutely wonderful from check in to baggage claim. Staff was very professional and sweet. Will definitely recommend United to family and friends.

They did the one thing that really matters - got to Chicago early.

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.

Pilot navigated severe weather/snow storm with skill. Described his intentions clearly

Little warm on the plane and delayed for an hour

So excited very proud first of all I wanna thank kayak all updates very professional and fast alart And amazing cabin crew so nice to me they deserve big salute

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

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.

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

Information on your arrival and departure airports