What airlines fly to Chicago?

American Airlines, United Airlines and Delta are the top three most popular airlines that fly to Chicago from Syracuse according to our data. American Airlines is the first choice among our users, with 52% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 4 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

How many flights depart from Syracuse to Chicago on average per week?

81 flights are operational weekly from Syracuse to Chicago as of January 2026. The most popular departure day for this route is Sat, with 21% of flights per week taking off on this day.

What is the cheapest airline that flies from Syracuse Hancock Intl to Chicago?

JetBlue, Frontier, and Delta are the most popular carriers operating from Syracuse Hancock Intl to Chicago

How many flights depart from Syracuse to Chicago on average per day?

As of January 2026, there are 11 flights per day flying from Syracuse to Chicago. The most common time of day flights depart is 11:00AM, with 71% of flights taking off at noon.

When did momondo last update prices for flights from Syracuse Hancock Intl Airport to Chicago?

Prices for flights from Syracuse Hancock Intl Airport to Chicago are refreshed on a daily basis.

How many operators does momondo search for flights from Syracuse Hancock Intl Airport to Chicago?

The number of operators available for flights from Syracuse Hancock Intl Airport to Chicago is 3 as of January 2026.

How old do you have to be to fly from Syracuse Hancock Intl Airport to Chicago?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Syracuse Hancock Intl Airport to Chicago.

What documentation or ID do you need to fly to Chicago?

The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$69 Cheap Flights from Syracuse to Chicago in 2026

Q: What is the typical price of a round-trip flight between Syracuse and Chicago?

Prices are currently low for flights on this route. Typical prices usually range from $248 to $413. The lowest price recently found on this route was $216.

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Round-trip

One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

7:00 am - 11:54 am

SYR

ORD

5h 54m

1 stop

6:04 am - 12:48 pm

ORD

SYR

5h 44m

1 stop

$216JetBlue

Thu, Feb 26 - Sat, Feb 28

6:00 am - 9:10 am

SYR

ORD

28h 10m

1 stop

10:00 am - 10:52 pm

ORD

SYR

11h 52m

1 stop

$217JetBlue

Thu, Feb 19 - Tue, Feb 24

6:15 am - 7:32 am

SYR

ORD

2h 17mnonstop

6:15 pm - 11:41 pm

ORD

SYR

4h 26m

1 stop

$219United Airlines

Fri, May 1 - Wed, May 13

6:15 am - 7:32 am

SYR

ORD

2h 17mnonstop

6:19 pm - 9:19 pm

ORD

SYR

2h 00mnonstop

$220United Airlines

Thu, May 21 - Mon, May 25

5:50 am - 8:54 am

SYR

MDW

4h 04m

1 stop

6:20 pm - 11:13 pm

MDW

SYR

3h 53m

1 stop

$229Delta

Fri, Feb 27 - Sun, Mar 1

5:50 pm - 10:05 pm

SYR

ORD

5h 15m

1 stop

5:37 pm - 11:13 pm

ORD

SYR

4h 36m

1 stop

$229Delta

Fri, Feb 27 - Fri, Mar 6

6:17 pm - 4:13 pm

SYR

MDW

22h 56m

1 stop

9:14 am - 11:55 am

MDW

SYR

25h 41m

1 stop

$230Frontier

Fri, May 1 - Fri, May 15

7:00 am - 11:49 am

SYR

ORD

5h 49m

1 stop

12:41 pm - 1:18 pm

ORD

SYR

23h 37m

1 stop

$230JetBlue

Thu, Mar 5 - Sun, Mar 8

6:00 am - 9:38 am

SYR

ORD

4h 38m

1 stop

7:00 am - 9:55 am

ORD

SYR

1h 55mnonstop

$233United Airlines

Fri, Apr 24 - Sun, Apr 26

1:52 pm - 7:40 pm

SYR

ORD

6h 48m

1 stop

8:45 pm - 11:45 pm

ORD

SYR

2h 00mnonstop

$239American Airlines

Fri, Feb 27 - Fri, Mar 6

American Airlines flights from Syracuse to Chicago

Our best American Airlines deals on Syracuse to Chicago flight tickets

American Airlines

Feb 27

SYR1:52 pmSyracuse Hancock Intl

6h 48m

1 stop

ORD7:40 pmChicago O'Hare Intl

Mar 6

ORD8:45 pmChicago O'Hare Intl

2h 00m

SYR11:45 pmSyracuse Hancock Intl

$239

American Airlines

Mar 3

SYR5:17 amSyracuse Hancock Intl

2h 22m

ORD6:39 amChicago O'Hare Intl

Mar 5

ORD6:26 amChicago O'Hare Intl

8h 09m

1 stop

SYR3:35 pmSyracuse Hancock Intl

$242

American Airlines

Apr 29

SYR11:36 amSyracuse Hancock Intl

2h 19m

ORD12:55 pmChicago O'Hare Intl

May 2

ORD3:33 pmChicago O'Hare Intl

2h 00m

SYR6:33 pmSyracuse Hancock Intl

$248

United Airlines flights from Syracuse to Chicago

Our best United Airlines deals on Syracuse to Chicago flight tickets

United Airlines

May 1

SYR6:15 amSyracuse Hancock Intl

2h 17m

ORD7:32 amChicago O'Hare Intl

May 13

ORD6:15 pmChicago O'Hare Intl

4h 26m

1 stop

SYR11:41 pmSyracuse Hancock Intl

$219

United Airlines

May 21

SYR6:15 amSyracuse Hancock Intl

2h 17m

ORD7:32 amChicago O'Hare Intl

May 25

ORD6:19 pmChicago O'Hare Intl

2h 00m

SYR9:19 pmSyracuse Hancock Intl

$220

United Airlines

Apr 24

SYR6:00 amSyracuse Hancock Intl

4h 38m

1 stop

ORD9:38 amChicago O'Hare Intl

Apr 26

ORD7:00 amChicago O'Hare Intl

1h 55m

SYR9:55 amSyracuse Hancock Intl

$233

Fly from

Fly to

Route

Depart

Return

Price

SyracuseChicago

SYR - ORD

SYRORD

Syracuse Hancock Intl

Thu 2/26

7:00 am-11:54 am

1 stop5h 54m

Chicago O'Hare Intl

Sat 2/28

6:04 am-12:48 pm

1 stop5h 44m

$216

SyracuseChicago

SYR - ORD

SYRORD

Syracuse Hancock Intl

Thu 2/19

6:00 am-9:10 am

1 stop28h 10m

Chicago O'Hare Intl

Tue 2/24

10:00 am-10:52 pm

1 stop11h 52m

$217

SyracuseChicago

SYR - ORD

SYRORD

Syracuse Hancock Intl

Fri 5/1

6:15 am-7:32 am

Nonstop2h 17m

Chicago O'Hare Intl

Wed 5/13

6:15 pm-11:41 pm

1 stop4h 26m

$219

SyracuseChicago

SYR - ORD

SYRORD

Syracuse Hancock Intl

Thu 5/21

6:15 am-7:32 am

Nonstop2h 17m

Chicago O'Hare Intl

Mon 5/25

6:19 pm-9:19 pm

Nonstop2h 00m

$220

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Fri 2/27

5:50 am-8:54 am

1 stop4h 04m

Chicago Midway

Sun 3/1

6:20 pm-11:13 pm

1 stop3h 53m

$229

SyracuseChicago

SYR - ORD

SYRORD

Syracuse Hancock Intl

Fri 2/27

5:50 pm-10:05 pm

1 stop5h 15m

Chicago O'Hare Intl

Fri 3/6

5:37 pm-11:13 pm

1 stop4h 36m

$229

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Fri 5/1

6:17 pm-4:13 pm

1 stop22h 56m

Chicago Midway

Fri 5/15

9:14 am-11:55 am

1 stop25h 41m

$230

SyracuseChicago

SYR - ORD

SYRORD

Syracuse Hancock Intl

Thu 3/5

7:00 am-11:49 am

1 stop5h 49m

Chicago O'Hare Intl

Sun 3/8

12:41 pm-1:18 pm

1 stop23h 37m

$230

SyracuseChicago

SYR - ORD

SYRORD

Syracuse Hancock Intl

Fri 4/24

6:00 am-9:38 am

1 stop4h 38m

Chicago O'Hare Intl

Sun 4/26

7:00 am-9:55 am

Nonstop1h 55m

$233

SyracuseChicago

SYR - ORD

SYRORD

Syracuse Hancock Intl

Fri 2/27

1:52 pm-7:40 pm

1 stop6h 48m

Chicago O'Hare Intl

Fri 3/6

8:45 pm-11:45 pm

Nonstop2h 00m

$239

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Syracuse to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the typical price of a round-trip flight between Syracuse and Chicago?

What is the cheapest month to fly to Chicago?

The month of September is, on average, the cheapest month to fly to Chicago from Syracuse, with most prices found around $259. If you’re not able to fly to Chicago in September, then January is your next best option. Flight prices from Syracuse to Chicago during January average around $279.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $421. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Syracuse to Chicago for around $594.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Syracuse to Chicago during this time can be as low as $361. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $472.

What is the cheapest Syracuse Hancock Intl to Chicago flight route?

Fly from Syracuse Hancock Intl to Chicago O'Hare Intl for the best Syracuse Hancock Intl - Chicago flight prices

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from Syracuse when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $344 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Syracuse for as low as $296 on momondo.

What cabin class options are available on Syracuse Hancock Intl to Chicago flights?

There are 4 cabin classes available to choose from on Syracuse Hancock Intl to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Syracuse to Chicago flights?

You could potentially save up to 31% on your flight if you consider stops on a Syracuse to Chicago flight.

How have Syracuse to Chicago flight prices changed over time?

As of January 2026, prices for Syracuse to Chicago flights are approximately 147% more expensive when compared to flights at the same time last year.

When to book flights from Syracuse to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Syracuse to Chicago according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Syracuse to Chicago (SYR to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Syracuse to Chicago

Best Price Found	$238
Fastest flight time	2h 06m
Direct flights	Every day
Airports in Chicago	3 airports

The best one-way flight to Chicago from Syracuse in the past 72 hours is $238. The best round-trip flight deal from Syracuse to Chicago found on momondo in the last 72 hours is $341.

The fastest flight from Syracuse to Chicago takes 2h 06m

Direct flights go from Syracuse to Chicago every day.

There are 3 airports in Chicago. From Syracuse there are direct flights to Chicago O'Hare Intl (ORD).

Search flight deals

How far is Syracuse Hancock Intl to Chicago by plane?
The distance between Syracuse Hancock Intl and Chicago is about 589.9 mi. A reasonable flight in good conditions will take 2h 06m.
When did momondo last update prices for flights from Syracuse Hancock Intl Airport to Chicago?
Prices for flights from Syracuse Hancock Intl Airport to Chicago are refreshed on a daily basis.
How many operators does momondo search for flights from Syracuse Hancock Intl Airport to Chicago?
The number of operators available for flights from Syracuse Hancock Intl Airport to Chicago is 3 as of January 2026.
How old do you have to be to fly from Syracuse Hancock Intl Airport to Chicago?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Syracuse Hancock Intl Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Syracuse to Chicago?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Syracuse to Chicago is Embraer 175 (27.95% of total bookings). The next most popular plane models are Embraer 175 (Enhanced Winglets) (27.02%), Canadair (Bombardier) Regional Jet CRJ-550 (10.88%), and Airbus A319 (7.95%).
What is the most popular airline from Syracuse to Chicago?
Based on momondo bookings for flights between Syracuse and Chicago, the leading airline is American Airlines, making up 56% of the total bookings. Other popular airlines include United Airlines with 43% and Delta with 2%.

Best airlines flying from Syracuse to Chicago

Compare and see reviews for airlines that fly from Syracuse to Chicago with momondo

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $153	Free Cancellation	Rating 7.9 8,130 reviews	Search Delta flights
United Airlines	PriceFrom $209	Free Cancellation	Rating 7.4 9,219 reviews	Search United Airlines flights
American Airlines	PriceFrom $209	Free Cancellation	Rating 7.2 11,213 reviews	Search American Airlines flights

United Airlines Flights From Syracuse to Chicago
United Airlines operates around 19 flights from Syracuse to Chicago every week. The average price of these flights found in the last 72 hours has been $335, but momondo users have found United Airlines deals from Syracuse to Chicago from as low as $209 round-trip. United Airlines has been scored 7.4/10 in 9,219 reviews.
American Airlines Flights From Syracuse to Chicago
The best American Airlines deal for Syracuse to Chicago flight tickets found on momondo in the last 72 hours was $209, round-trip. It should be noted that an average American Airlines flight deal for this route in this time was higher, at $341 round-trip. American Airlines operates 5 flights out of Syracuse into Chicago in an average week, so prices vary by time and availability. 11,213 American Airlines reviews by users on momondo have scored the airline at 7.2/10.

Merrillville

New Buffalo

Hammond

Benton Harbor

Saint Joseph

Portage

Lansing

Schererville

Valparaiso

Munster

Crown Point

Chesterton

Monticello

Porter

Griffith

Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Syracuse to Chicago?

Finding the right flight to Chicago from Syracuse is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

Can I find flights from Syracuse to Chicago with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Syracuse to Chicago flights to just show those with flexible booking policies.

How can momondo help me find flights from Syracuse to Chicago?

momondo helps you find the best flight between Syracuse and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Syracuse to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Syracuse and alert you when they change.

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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Cheap flights from Syracuse to Chicago from $69

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Syracuse to Chicago departing on 2/25. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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American Airlines flights from Syracuse to Chicago

Our best American Airlines deals on Syracuse to Chicago flight tickets

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Our best United Airlines deals on Syracuse to Chicago flight tickets

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See travel insights to Chicago from

How to get the cheapest flight ticket from Syracuse to Chicago

What is the typical price of a round-trip flight between Syracuse and Chicago?

What is the cheapest month to fly to Chicago?

The month of September is, on average, the cheapest month to fly to Chicago from Syracuse, with most prices found around $259. If you’re not able to fly to Chicago in September, then January is your next best option. Flight prices from Syracuse to Chicago during January average around $279.

What is the cheapest day to depart on your flight to Chicago?

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Syracuse to Chicago during this time can be as low as $361. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $472.

What is the cheapest Syracuse Hancock Intl to Chicago flight route?

Fly from Syracuse Hancock Intl to Chicago O'Hare Intl for the best Syracuse Hancock Intl - Chicago flight prices

How far in advance should I book a flight to Chicago?

What cabin class options are available on Syracuse Hancock Intl to Chicago flights?

There are 4 cabin classes available to choose from on Syracuse Hancock Intl to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Syracuse to Chicago flights?

You could potentially save up to 31% on your flight if you consider stops on a Syracuse to Chicago flight.

How have Syracuse to Chicago flight prices changed over time?

As of January 2026, prices for Syracuse to Chicago flights are approximately 147% more expensive when compared to flights at the same time last year.

What is the cheapest airline that flies from Syracuse Hancock Intl to Chicago?

JetBlue, Frontier, and Delta are the most popular carriers operating from Syracuse Hancock Intl to Chicago

What airlines fly to Chicago?

How many flights depart from Syracuse to Chicago on average per day?

As of January 2026, there are 11 flights per day flying from Syracuse to Chicago. The most common time of day flights depart is 11:00AM, with 71% of flights taking off at noon.

How many flights depart from Syracuse to Chicago on average per week?

81 flights are operational weekly from Syracuse to Chicago as of January 2026. The most popular departure day for this route is Sat, with 21% of flights per week taking off on this day.

When to book flights from Syracuse to Chicago

Cheap Syracuse to Chicago (SYR to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Syracuse to Chicago

Best Price Found

Fastest flight time

Direct flights

Airports in Chicago

How far is Syracuse Hancock Intl to Chicago by plane?

When did momondo last update prices for flights from Syracuse Hancock Intl Airport to Chicago?

How many operators does momondo search for flights from Syracuse Hancock Intl Airport to Chicago?

How old do you have to be to fly from Syracuse Hancock Intl Airport to Chicago?

What documentation or ID do you need to fly to Chicago?

What is the most popular plane model from Syracuse to Chicago?

What is the most popular airline from Syracuse to Chicago?

Best airlines flying from Syracuse to Chicago

Compare and see reviews for airlines that fly from Syracuse to Chicago with momondo

United Airlines Flights From Syracuse to Chicago

American Airlines Flights From Syracuse to Chicago

Traveling to a place near Chicago?

Why use momondo?

Why should I use momondo to find a flight deal from Syracuse to Chicago?

Can I find flights from Syracuse to Chicago with flexible booking policies on momondo?

How can momondo help me find flights from Syracuse to Chicago?

I’m not ready to book a flight from Syracuse to Chicago right now. Can momondo alert me if prices change?

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago