$77 Cheap Flights from Syracuse (SYR) to Chicago (ORD)

View $77 flight on Mon, Oct 20, 2025Opens in a new window

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

    notification illustration

    Be in the know

    Get alerts if flight prices drop or rise*
    deals illustration

    Book smarter

    Save up to 30% on select hotels after you book a flight*
    trophy illustration

    Earn twice

    Earn your airline miles on top of our OneKeyCash
    Learn about One Key

Today's featured flight deals from Hancock Intl. Airport (SYR) to Chicago O'Hare Intl. Airport (ORD)

Nonstop
Carry-on included
Lower price than typical

Cheap Flights from Syracuse to Chicago (SYR-ORD)

Prices were available within the past 7 days and start at $77 for one-way flights and $160 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Fri, Oct 31 - Sun, Nov 2
SYR
Syracuse
ORD
Chicago
$160 Roundtrip, found 1 hour ago
$160
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Fri, Oct 31 from Syracuse to Chicago, returning Sun, Nov 2, priced at $160 found 1 hour ago
Frontier Airlines
Thu, Oct 30 - Sun, Nov 2
SYR
Syracuse
ORD
Chicago
$175 Roundtrip, found 1 hour ago
$175
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Thu, Oct 30 from Syracuse to Chicago, returning Sun, Nov 2, priced at $175 found 1 hour ago
Frontier Airlines
Thu, Oct 16 - Mon, Oct 20
SYR
Syracuse
ORD
Chicago
$180 Roundtrip, found 7 hours ago
$180
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Thu, Oct 16 from Syracuse to Chicago, returning Mon, Oct 20, priced at $180 found 7 hours ago
Frontier Airlines
Mon, Nov 10 - Thu, Nov 13
SYR
Syracuse
ORD
Chicago
$186 Roundtrip, found 12 hours ago
$186
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Mon, Nov 10 from Syracuse to Chicago, returning Thu, Nov 13, priced at $186 found 12 hours ago
Frontier Airlines
Mon, Oct 20 - Thu, Oct 23
SYR
Syracuse
ORD
Chicago
$190 Roundtrip, found 1 hour ago
$190
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Mon, Oct 20 from Syracuse to Chicago, returning Thu, Oct 23, priced at $190 found 1 hour ago
JetBlue Airways
Fri, Feb 20 - Thu, Feb 26
SYR
Syracuse
ORD
Chicago
$191 Roundtrip, found 12 hours ago
$191
Roundtrip
found 12 hours ago
Select JetBlue Airways flight, departing Fri, Feb 20 from Syracuse to Chicago, returning Thu, Feb 26, priced at $191 found 12 hours ago
JetBlue Airways
Wed, Feb 11 - Thu, Feb 12
SYR
Syracuse
ORD
Chicago
$197 Roundtrip, found 2 days ago
$197
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Wed, Feb 11 from Syracuse to Chicago, returning Thu, Feb 12, priced at $197 found 2 days ago
United
Sat, Nov 1 - Tue, Nov 4
SYR
Syracuse
ORD
Chicago
$209 Roundtrip, found 1 hour ago
$209
Roundtrip
found 1 hour ago
Select United flight, departing Sat, Nov 1 from Syracuse to Chicago, returning Tue, Nov 4, priced at $209 found 1 hour ago
American Airlines
Thu, Oct 30 - Sun, Nov 2
SYR
Syracuse
ORD
Chicago
$224 Roundtrip, found 17 hours ago
$224
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Thu, Oct 30 from Syracuse to Chicago, returning Sun, Nov 2, priced at $224 found 17 hours ago
Delta
Sat, Nov 1 - Tue, Nov 4
SYR
Syracuse
ORD
Chicago
$229 Roundtrip, found 1 hour ago
$229
Roundtrip
found 1 hour ago
Select Delta flight, departing Sat, Nov 1 from Syracuse to Chicago, returning Tue, Nov 4, priced at $229 found 1 hour ago

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

February is typically the cheapest month to fly

From $140 - $374 per traveler.

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 $239
MDW
Midway Intl.
Closest
Average driving time to city center16 min
Flights from $239
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
$160
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 October. 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 $77 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?
Secure a cheap one-way flight from $77 or cheap return flight from $160 from Hancock Intl. Airport (SYR) to O'Hare Intl. Airport (ORD) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Hancock Intl. Airport (SYR) to O'Hare Intl. Airport (ORD)?
The cheapest month to fly from SYR to ORD is October, when there's less demand. Off-peak season is typically when airlines offer better prices between these airports.
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 Hancock Intl. Airport (SYR) to O'Hare Intl. Airport (ORD)?
American Airlines and United Airlines are some popular carriers offering reasonable fares. Keep in mind that flight prices from Hancock Intl. Airport (SYR) to O'Hare Intl. Airport (ORD) can vary depending on the time of year, demand and how early you book. With Expedia's filter tool, you can easily find a SYR to ORD flight that works with your plans and budget.
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.

Explore a world of travel with Expedia

*Available to One Key members.