$102 Cheap Flights from Syracuse (SYR) to Chicago (ORD)

View $102 flight on Tue, Aug 19, 2025Opens in a new window

Popular airlines from Hancock Intl. Airport (SYR) to Chicago O'Hare Intl. Airport (ORD)

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Cheap Flights from Syracuse to Chicago (SYR-ORD)

Prices were available within the past 7 days and start at $102 for one-way flights and $189 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
Fri, Jan 9 - Fri, Jan 23
SYR
Syracuse
ORD
Chicago
$189 Roundtrip, found 2 days ago
$189
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Fri, Jan 9 from Syracuse to Chicago, returning Fri, Jan 23, priced at $189 found 2 days ago
JetBlue Airways
Thu, Jan 15 - Wed, Feb 4
SYR
Syracuse
ORD
Chicago
$196 Roundtrip, found 2 days ago
$196
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Thu, Jan 15 from Syracuse to Chicago, returning Wed, Feb 4, priced at $196 found 2 days ago
JetBlue Airways
Thu, Jan 8 - Fri, Jan 23
SYR
Syracuse
ORD
Chicago
$201 Roundtrip, found 2 days ago
$201
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Thu, Jan 8 from Syracuse to Chicago, returning Fri, Jan 23, priced at $201 found 2 days ago
JetBlue Airways
Tue, Jan 20 - Wed, Feb 4
SYR
Syracuse
ORD
Chicago
$203 Roundtrip, found 2 days ago
$203
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, Jan 20 from Syracuse to Chicago, returning Wed, Feb 4, priced at $203 found 2 days ago
American Airlines
Fri, Aug 8 - Mon, Aug 11
SYR
Syracuse
ORD
Chicago
$209 Roundtrip, just found
$209
Roundtrip
just found
Select American Airlines flight, departing Fri, Aug 8 from Syracuse to Chicago, returning Mon, Aug 11, priced at $209 just found
United
Fri, Aug 8 - Mon, Aug 11
SYR
Syracuse
ORD
Chicago
$209 Roundtrip, just found
$209
Roundtrip
just found
Select United flight, departing Fri, Aug 8 from Syracuse to Chicago, returning Mon, Aug 11, priced at $209 just found
JetBlue Airways
Tue, Jan 6 - Thu, Jan 22
SYR
Syracuse
ORD
Chicago
$211 Roundtrip, found 2 days ago
$211
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, Jan 6 from Syracuse to Chicago, returning Thu, Jan 22, priced at $211 found 2 days ago
JetBlue Airways
Tue, Aug 19 - Thu, Aug 21
SYR
Syracuse
ORD
Chicago
$212 Roundtrip, found 5 days ago
$212
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Tue, Aug 19 from Syracuse to Chicago, returning Thu, Aug 21, priced at $212 found 5 days ago
Delta
Fri, Sep 5 - Sun, Sep 7
SYR
Syracuse
ORD
Chicago
$229 Roundtrip, just found
$229
Roundtrip
just found
Select Delta flight, departing Fri, Sep 5 from Syracuse to Chicago, returning Sun, Sep 7, priced at $229 just found
Frontier Airlines
Fri, Oct 3 - Fri, Oct 17
SYR
Syracuse
ORD
Chicago
$284 Roundtrip, found 3 hours ago
$284
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Fri, Oct 3 from Syracuse to Chicago, returning Fri, Oct 17, priced at $284 found 3 hours ago

Find the cheapest month to fly from Syracuse (SYR) to Chicago (ORD)

February is typically the cheapest month to fly

From $130 - $390 per traveler.

Graph displaying average flight prices per month

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Midway Intl. MDW. Closest option available. Average driving time to city center is 16 minutes. Flights from $617
MDW
Midway Intl.
Closest
Average driving time to city center16 min
Flights from $617
Flights from Syracuse (SYR) to Chicago (ORD)
Origin airport
Hancock Intl.
Destination airport
O'Hare Intl.
Airlines serving
American Airlines, Delta, Frontier Airlines, JetBlue Airways, United
Roundtrip price
$188
Distance
604 mi
Average flight time
1 hour 15 mins

Syracuse to Chicago Flights

The cheapest times to fly from Syracuse to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Syracuse to Chicago are during the month of January. You can find some of the cheapest flights from Syracuse to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Syracuse to Chicago

Sunday is one of the best days to book for cheap flights from Syracuse to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Syracuse to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Syracuse to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $102 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Syracuse to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Syracuse to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Hancock Intl. Airport (SYR) to O'Hare Intl. Airport (ORD) cost?
You can score affordable return tickets from Hancock Intl. Airport (SYR) to O'Hare Intl. Airport (ORD) starting from $173. Reserve your seat and be on your way. This information is based on the cheapest price found on Expedia for this return journey departing within the next three months. This airfare is for a United flight leaving SYR on July 24 2025 and touching down at ORD. The price was last updated on July 5 2025 and has not changed since.
What is the cheapest month to fly from SYR to ORD?
The cheapest flights from SYR to ORD are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
Which airlines fly direct from Hancock Intl. Airport (SYR) to O'Hare Intl. Airport (ORD)?
Catch a direct flight with United Airlines and journey straight from Hancock Intl. Airport (SYR) to O'Hare Intl. Airport (ORD).
What is the cheapest airline that flies from SYR to ORD?
Fly from SYR to ORD with American Airlines. This airline currently has the lowest one-way fare on this route, starting from $204. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from SYR on August 19 2025. Prices were last updated on July 5 2025 and have not changed since.
How many flights per day from Hancock Intl. Airport (SYR) to O'Hare Intl. Airport (ORD)?
When flying out of Hancock Intl. Airport (SYR), you can take your pick from an average of 4 daily nonstop flights to O'Hare Intl. Airport (ORD).
What are the most popular departure times for flights from Hancock Intl. Airport (SYR) to O'Hare Intl. Airport (ORD)?
Flights between SYR and ORD tend to be busiest at 7 AM. If you want a quieter experience and potentially cheaper fares, choose a departure outside the usual busy windows.
What day of the week has the most flights from SYR to ORD?
If you depart on a Friday, you'll get the largest range of options for flights from Hancock Intl. Airport (SYR) to O'Hare Intl. Airport (ORD).
What is the earliest flight from Hancock Intl. Airport (SYR) to O'Hare Intl. Airport (ORD)?
Hop on the earliest flight at around 6:19AM UTC-5, leaving from Hancock Intl. Airport (SYR). You'll be traveling for around 2h 31m, arriving at O'Hare Intl. Airport (ORD) at approximately 7:50AM UTC-6.
How long does it take to fly from Hancock Intl. Airport (SYR) to O'Hare Intl. Airport (ORD)?
The average flight time from SYR to ORD is 2 hours and 20 minutes, covering a distance of 610 mi.
What airline has the least delays from SYR to ORD?
Consider booking with United Airlines if you'd like to go straight from Hancock Intl. Airport (SYR) to O'Hare Intl. Airport (ORD) without any interruptions. This carrier has the best track record for punctuality, with an on-time performance of 80%. Want real-time updates? You can check your flight status using the Expedia App.
What is the best time to fly from Hancock Intl. Airport (SYR) to O'Hare Intl. Airport (ORD)?
Choose a flight from Hancock Intl. Airport (SYR) to O'Hare Intl. Airport (ORD) that takes off before 3 PM to reduce the risk of cancellations. Departures after this hour have a 22% higher chance of being canceled, on average.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Chicago from Hancock Intl. Airport (SYR)?
If you're traveling on a direct flight from Hancock Intl. Airport (SYR) to Chicago, O'Hare Intl. Airport (ORD) is the only airport you can touch down at.
Is it cheaper to buy a plane ticket from Hancock Intl. Airport (SYR) to O'Hare Intl. Airport (ORD) last-minute?
Holding off until right before your break to book a ticket from SYR to ORD generally means paying more. While you may find some last-minute offers, there's no guarantee. Be flexible with your travel plans to boost your chances of snagging a bargain.
Is it cheaper to book a SYR to ORD flight and hotel package?
Compared with arranging hotels and flights separately, booking a SYR to ORD flight and hotel package with Expedia could result in significant savings. Better still, having everything in one place takes the hassle out of travel planning. Simply secure your flights and choose from our extensive range of stays, then personalize your trip with other add-ons like tours and car rentals.
Can I cancel or change the date of my flight from Hancock Intl. Airport (SYR) to O'Hare Intl. Airport (ORD)?
In most cases, you can cancel or modify your SYR to ORD flight. However, there may be additional charges, especially if your booking was made over 24 hours ago. Double-check your itinerary for the airline's fees and guidelines on flight changes, or if you want more details, visit our Customer Service portal.

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