SYR - CHI

$135 Find Cheap Flights from Syracuse to Chicago - Compare and Save

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Everything you should know

Cheapest round-trip
$291
Typical prices: $274-$428
Frontier
Tue 10/16Thu 10/18
SYR - ORD • 1 stop
Cheapest non-stop
$299
Typical prices: $274-$430
American Airlines
Wed 10/17Sat 10/20
SYR - ORD • Non-stop
Nonstop flights
You can fly direct with American Airlines and United Airlines. Average duration is 2h 31m
Direct flights
+1
Direct flights
+1
Top routes
Cheapest • 10% average savings
Most popular
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 23 weeks in advance save around 42% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 14% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $236 (round-trip)
Shortest trip • 4h 06m (one-way)
Insights
Insights
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Expert advice
Flight Deals

Cheap Flights from Syracuse to Chicago (SYR-CHI)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Syracuse to Chicago

Fri, Oct 16 - Sun, Oct 18
Frontier Logo
5:31 pm - 7:51 amSYR  Syracuse Hancock Intl-ORD Chicago O'Hare Intl
15h 20m1 stop Orlando
Frontier Logo
6:58 pm - 4:46 pmORD  Chicago O'Hare Intl-SYR Syracuse Hancock Intl
20h 48m1 stop Orlando
$291Frontier
Sat, Oct 17 - Tue, Oct 20
American Airlines Logo
6:59 pm - 8:30 pmSYR  Syracuse Hancock Intl-ORD Chicago O'Hare Intl
2h 31mnonstop
American Airlines Logo
9:12 am - 12:11 pmORD  Chicago O'Hare Intl-SYR Syracuse Hancock Intl
1h 59mnonstop
$299American Airlines
Sat, Oct 17 - Tue, Oct 20
United Airlines Logo
5:50 pm - 7:05 pmSYR  Syracuse Hancock Intl-ORD Chicago O'Hare Intl
2h 15mnonstop
United Airlines Logo
7:35 am - 10:43 amORD  Chicago O'Hare Intl-SYR Syracuse Hancock Intl
2h 08mnonstop
$299United Airlines
Wed, Oct 14 - Mon, Oct 19
United Airlines Logo
6:07 am - 7:25 amSYR  Syracuse Hancock Intl-ORD Chicago O'Hare Intl
2h 18mnonstop
United Airlines Logo
5:57 pm - 8:57 pmORD  Chicago O'Hare Intl-SYR Syracuse Hancock Intl
2h 00mnonstop
$299United Airlines
Wed, Dec 16 - Sat, Dec 19
American Airlines Logo
4:56 pm - 6:30 pmSYR  Syracuse Hancock Intl-ORD Chicago O'Hare Intl
2h 34mnonstop
American Airlines Logo
8:57 pm - 11:59 pmORD  Chicago O'Hare Intl-SYR Syracuse Hancock Intl
2h 02mnonstop
$299American Airlines
Fri, Dec 25 - Wed, Dec 30
American Airlines Logo
3:04 pm - 4:44 pmSYR  Syracuse Hancock Intl-ORD Chicago O'Hare Intl
2h 40mnonstop
American Airlines Logo
8:57 pm - 11:59 pmORD  Chicago O'Hare Intl-SYR Syracuse Hancock Intl
2h 02mnonstop
$299American Airlines
Sat, Oct 24 - Sun, Oct 25
Frontier Logo
5:31 pm - 7:31 amSYR  Syracuse Hancock Intl-ORD Chicago O'Hare Intl
15h 00m1 stop Orlando
Frontier Logo
6:58 pm - 4:46 pmORD  Chicago O'Hare Intl-SYR Syracuse Hancock Intl
20h 48m1 stop Orlando
$309Frontier
Wed, Nov 11 - Sun, Nov 15
Delta Logo
6:07 am - 1:08 pmSYR  Syracuse Hancock Intl-ORD Chicago O'Hare Intl
8h 01m1 stop New York LaGuardia
Delta Logo
5:30 am - 11:21 amORD  Chicago O'Hare Intl-SYR Syracuse Hancock Intl
4h 51m1 stop Atlanta Hartsfield-Jackson
$319Delta
Thu, Dec 10 - Sun, Dec 13
Delta Logo
12:10 pm - 7:25 pmSYR  Syracuse Hancock Intl-ORD Chicago O'Hare Intl
8h 15m1 stop New York LaGuardia
Delta Logo
6:00 am - 11:30 amORD  Chicago O'Hare Intl-SYR Syracuse Hancock Intl
4h 30m1 stop New York LaGuardia
$319Delta
Mon, Nov 23 - Thu, Nov 26
Frontier Logo
10:23 am - 7:47 pmSYR  Syracuse Hancock Intl-MDW Chicago Midway
10h 24m1 stop Orlando
Frontier Logo
8:42 pm - 9:28 amMDW  Chicago Midway-SYR Syracuse Hancock Intl
11h 46m1 stop Orlando
$370Frontier
Booking Insights

Price, demand and travel trends for Syracuse to Chicago flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Syracuse to Chicago with more confidence.

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

Round-trip flights from Syracuse to Chicago start at $291. Prices are typical for this route right now, with typical round-trip fares ranging from $274 to $428. The lowest price found in the past 5 days was $291 on Frontier.

What is the cheapest Syracuse to Chicago flight route?

Syracuse (SYR) to Chicago Midway Airport (MDW) is the cheapest Syracuse to Chicago route, averaging $279 round-trip. Other Syracuse to Chicago routes average $342, based on KAYAK data over the past 12 months.

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

Saturday is the cheapest day of the week to fly from Syracuse to Chicago, it is 5% cheaper than the average day. Sunday is the most expensive day with flight prices 21% higher than average. Based on deals found by KAYAK users in the last 12 months.

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

  • January is the cheapest month to fly from Syracuse to Chicago at $292 round-trip.
  • March ($403) and April ($377) are the most expensive months.
  • The price difference between flying in the cheapest and most expensive months is 38% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are prices from Syracuse to Chicago the cheapest?

Flights from Syracuse to Chicago are cheapest 23 weeks before departure. Booking in this window typically costs about 42% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Expert advice

Expert advice for your flight from Syracuse to Chicago

 
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.

Key details for Syracuse to Chicago flights

Low season

February

Cheapest flight

$135
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly and prices are also 2% lower on average.
Flight from Syracuse to Chicago O'Hare Intl 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

Your Syracuse to Chicago flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • 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.

  • Which airlines offer extra legroom and free seat selection on Syracuse to Chicago flights?

    Among airlines operating Syracuse to Chicago flights:

    • American Airlines: offers extra legroom; offers free seat selection
    • United Airlines: offers extra legroom; offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • What airlines are available from Syracuse to Chicago?

    2 airlines operate flights between Syracuse and Chicago. The airlines offering nonstop flights on this route include:

    • American Airlines
    • United Airlines

  • Which airports can I use when flying from Syracuse to Chicago?

    Flights from Syracuse to Chicago usually depart from Syracuse Hancock Intl (SYR) and may arrive at several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD).

  • Which airlines include bags at no extra cost on Syracuse to Chicago flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • American Airlines: a cabin bag and a checked bag in Economy Class
    • United Airlines: a cabin bag and a checked bag in Economy Class

    Bag allowance can vary by ticket type, cabin class, route and airline, so travelers should check the fare details before booking.

  • What cabin classes can I book on flights from Syracuse to Chicago?

    Two cabin classes are available on flights from Syracuse to Chicago:

    • Economy Class
    • First Class

  • How much can I save by taking a layover when flying from Syracuse to Chicago?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $236 round-trip via Fort Lauderdale (FLL), compared to $342 for nonstop.

  • What is the standard checked-bag allowance on flights from Syracuse to Chicago?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $40–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Which airports do connecting flights from Syracuse to Chicago pass through?

    One-stop flights from Syracuse to Chicago most commonly connect through:

    • Detroit Metropolitan Wayne County (DTW) - 78% of one-stop connections
    • New York LaGuardia (LGA) - 13% of one-stop connections
    • Atlanta Hartsfield-Jackson (ATL) - 6% of one-stop connections
    • Fort Lauderdale (FLL) - 3% of one-stop connections

    Detroit Metropolitan Wayne County (DTW) handles the largest share of one-stop connections on this route.

  • Can I save money by using flexible dates for flights from Syracuse to Chicago?

    On the Syracuse to Chicago route, being flexible with your departure day can save you up to 22%. Saturday is the cheapest day at $324 round-trip on average, while Sunday is the most expensive at $413: a $89 difference. Cheaper weekend fares like these are typical of routes dominated by weekday business travel.

  • How are flight departures from Syracuse to Chicago spread across the day?

    Morning is the busiest departure period on Syracuse to Chicago flights, with 34% of flights leaving in that window. Afternoon departures account for 33%, evening flights for 33%, and night flights for 0%.

  • What popular places can I visit in Chicago?

    Some of the most popular sights in Chicago are Magnificent Mile, Grant Park and River North. These are among the most viewed places in Chicago on KAYAK.

  • What are the earliest and latest flights from Syracuse to Chicago?

    These are the earliest and latest flight times available from Syracuse to Chicago:

    • Earliest: departs at 5:59 am and lands at 8:30 am
    • Latest: departs at 9:47 pm and lands at 12:18 am.

    The flight takes about 2h 31m.

  • How expensive are last-minute Syracuse to Chicago flights?

    Last-minute fares on this route - booked within 2 weeks of departure - run 22% above the route average of $341. Book 23 weeks before departure for the lowest fares.

  • How long is a flight from Syracuse to Chicago?

    A nonstop flight from Syracuse to Chicago takes 2h 31m, covering 592 miles.

  • Do I need a passport to fly from Syracuse to Chicago?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID, or another TSA-accepted form of identification.

  • Have flight prices from Syracuse to Chicago changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $291 to $1,723. That means the highest observed fare was about 6x higher than the lowest one.

  • How are flight prices from Syracuse to Chicago looking right now?

    One-way fares from Syracuse to Chicago are currently lower than usual. Average one-way flight prices are about $197, which is 26% below the typical average for this route.

  • How much time can I save by choosing a different layover airport from Syracuse to Chicago?

    Flying via Detroit Metropolitan Wayne County (DTW) gives the shortest average 1-stop total travel time at 4h 06m, compared with 5h 13m via New York LaGuardia (LGA) and 5h 44m via Atlanta Hartsfield-Jackson (ATL).

  • What is the time difference between Syracuse and Chicago?

    Chicago is 1 hour behind Syracuse (Central Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

  • What car rental options are available in Chicago?

    Since Chicago is served by multiple airports, car rental options and rates can vary depending on which one you fly into.
    Near Chicago O'Hare Intl Airport (ORD) — daily rates from around $17:

    • Routes Car & Truck Rentals
    • Europcar
    • Hertz
    • Dollar
    • Ace

    Near Chicago Midway Airport (MDW) — daily rates from around $32:

    • Hertz
    • Dollar
    • Budget
    • Alamo
    • Rent-A-Wreck

    Near Chicago Greater Rockford Airport (RFD) — daily rates from around $30:

    • Alamo
    • Enterprise Rent-A-Car
    • Budget
    • Avis
    • National

  • How much should I expect to pay for a Syracuse to Chicago flight?

    Round-trip flights from Syracuse to Chicago range from $274 to $428, with an average of $341 over the past 12 months. Anything below $274 counts as a good deal.

  • Which airlines offer Wi-Fi on Syracuse to Chicago flights?

    American Airlines is the only airline on the Syracuse to Chicago route offering in-flight Wi-Fi. Pricing depends on fare class.

Your guide to booking Syracuse to Chicago flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Saturday departure instead of Sunday. On this route, Saturday flights average $324 - about $89 less than Sunday (22% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 23 weeks before you fly. On this route, that window historically saves about 42% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Syracuse to Chicago trip for January. Fares historically average $292 round-trip in that month - typically $111 less than the most expensive month, which is March (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through Fort Lauderdale Airport (FLL) can be cheaper than flying direct. The cheapest layover option averages $236 round-trip on this route - about $106 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Chicago Midway Airport.
    - DoubleTree by Hilton Chicago Midway Airport
    - Holiday Inn Chicago - Midway Airport S by IHG
    - Skylark Motel
  • 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?

 
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

More options for your flight from Syracuse to Chicago

Complete your trip to Chicago with a hotel stay or car rental