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

114 flights are operational weekly from Syracuse to Chicago as of August 2025. The most popular departure day for this route is Tue, with 18% of flights per week taking off on this day.

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 50% 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 day?

As of August 2025, there are 16 flights per day flying from Syracuse to Chicago. The most common time of day flights depart is 6:00AM, with 49% of flights taking off at noon.

Which layover airport offers the lowest fares from Syracuse to Chicago?

Flights via Orlando (MCO) offer the lowest average round-trip price of $158.

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

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

Which layover airport has the shortest connection time from Syracuse to Chicago?

Detroit (DTW) has the shortest average layover time for this route: 0h 56m.

Which airport is the most popular layover for flights between Syracuse and Chicago?

Detroit (DTW) was the most common stop: 50% of momondo users choosing 1-stop flights on this route connected there.

Which layover airport has the shortest travel time from Syracuse to Chicago?

Flights connecting via Detroit (DTW) have the shortest average one-way travel time: 3h 30m.

Is flying the cheapest way to get from Syracuse to Chicago?

Expect a train to be one of the cheapest options available to you for travel. Currently, a train has deals available from $136. While they may not be the most cost-effective options currently available a flight from Syracuse to Chicago or a bus from Syracuse to Chicago can also be options worth looking into if other factors outside of cost are a higher priority.

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 August 2025.

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.

$72 Cheap Flights from Syracuse to Chicago in 2025

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Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

6:00 am - 8:40 amSYR-MDW

3h 40m1 stop

6:00 am - 1:12 pmMDW-SYR

6h 12m1 stop

$209Delta

Find Deal

jue., oct. 30 - sáb., nov. 1

6:15 am - 7:35 amSYR-ORD

2h 20mnonstop

7:30 am - 10:38 amORD-SYR

2h 08mnonstop

$209United Airlines

Find Deal

vie., sep. 26 - dom., sep. 28

8:19 pm - 9:30 pmSYR-ORD

2h 11mnonstop

4:51 pm - 7:49 pmORD-SYR

1h 58mnonstop

$210American Airlines

Find Deal

lun., sep. 22 - lun., sep. 29

6:05 am - 10:28 amSYR-ORD

5h 23m1 stop

2:20 pm - 11:30 pmORD-SYR

8h 10m1 stop

$214JetBlue

Find Deal

lun., dic. 15 - jue., ene. 15

12:16 pm - 11:39 pmSYR-ORD

12h 23m1 stop

5:05 am - 11:21 amORD-SYR

5h 16m1 stop

$216Frontier

Find Deal

jue., oct. 9 - dom., oct. 12

6:00 am - 10:35 amSYR-ORD

5h 35m1 stop

6:55 pm - 10:07 pmORD-SYR

26h 12m1 stop

$217JetBlue

Find Deal

mar., nov. 11 - vie., nov. 14

5:43 pm - 6:55 pmSYR-ORD

2h 12mnonstop

11:40 am - 6:50 pmORD-SYR

6h 10m1 stop

$219United Airlines

Find Deal

vie., sep. 19 - lun., sep. 22

12:03 pm - 11:39 pmSYR-ORD

12h 36m1 stop

5:25 am - 6:45 pmORD-SYR

12h 20m1 stop

$222Frontier

Find Deal

vie., oct. 31 - jue., nov. 6

6:00 am - 8:40 amSYR-MDW

3h 40m1 stop

4:25 pm - 11:59 pmMDW-SYR

6h 34m1 stop

$229Delta

Find Deal

jue., sep. 25 - sáb., sep. 27

1:00 pm - 9:23 pmSYR-ORD

9h 23m1 stop

8:10 am - 11:10 amORD-SYR

2h 00mnonstop

$236American Airlines

Find Deal

mié., sep. 24 - mar., sep. 30

United Airlines flights from Syracuse to Chicago

Our best United Airlines deals on Syracuse to Chicago flight tickets

United Airlines

Sep 26

SYR6:15 amSyracuse Hancock Intl

2h 20m

ORD7:35 amChicago O'Hare Intl

Sep 28

ORD7:30 amChicago O'Hare Intl

2h 08m

SYR10:38 amSyracuse Hancock Intl

$209

Find similar

United Airlines

Sep 19

SYR5:43 pmSyracuse Hancock Intl

2h 12m

ORD6:55 pmChicago O'Hare Intl

Sep 22

ORD11:40 amChicago O'Hare Intl

6h 10m

1 stop

SYR6:50 pmSyracuse Hancock Intl

$219

Find similar

United Airlines

Nov 20

SYR6:00 amSyracuse Hancock Intl

6h 46m

1 stop

ORD11:46 amChicago O'Hare Intl

Nov 23

ORD7:26 amChicago O'Hare Intl

1h 56m

SYR10:22 amSyracuse Hancock Intl

$235

Find similar

Frontier flights from Syracuse to Chicago

Our best Frontier deals on Syracuse to Chicago flight tickets

Frontier

Oct 9

SYR12:16 pmSyracuse Hancock Intl

12h 23m

1 stop

ORD11:39 pmChicago O'Hare Intl

Oct 12

ORD5:05 amChicago O'Hare Intl

5h 16m

1 stop

SYR11:21 amSyracuse Hancock Intl

$216

Find similar

Frontier

Oct 31

SYR12:03 pmSyracuse Hancock Intl

12h 36m

1 stop

ORD11:39 pmChicago O'Hare Intl

Nov 6

ORD5:25 amChicago O'Hare Intl

12h 20m

1 stop

SYR6:45 pmSyracuse Hancock Intl

$222

Find similar

Frontier

Sep 12

SYR9:32 pmSyracuse Hancock Intl

18h 45m

1 stop

ORD3:17 pmChicago O'Hare Intl

Sep 14

ORD8:49 pmChicago O'Hare Intl

18h 54m

1 stop

SYR4:43 pmSyracuse Hancock Intl

$224

Find similar

Fly from

Fly to

Route

Depart

Return

Price

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

jue. 10/30

6:00 am-8:40 am

1 stop3h 40m

Chicago Midway

sáb. 11/1

6:00 am-1:12 pm

1 stop6h 12m

$209

SyracuseChicago

SYR - ORD

SYRORD

Syracuse Hancock Intl

vie. 9/26

6:15 am-7:35 am

Nonstop2h 20m

Chicago O'Hare Intl

dom. 9/28

7:30 am-10:38 am

Nonstop2h 08m

$209

SyracuseChicago

SYR - ORD

SYRORD

Syracuse Hancock Intl

lun. 9/22

8:19 pm-9:30 pm

Nonstop2h 11m

Chicago O'Hare Intl

lun. 9/29

4:51 pm-7:49 pm

Nonstop1h 58m

$210

SyracuseChicago

SYR - ORD

SYRORD

Syracuse Hancock Intl

lun. 12/15

6:05 am-10:28 am

1 stop5h 23m

Chicago O'Hare Intl

jue. 1/15

2:20 pm-11:30 pm

1 stop8h 10m

$214

SyracuseChicago

SYR - ORD

SYRORD

Syracuse Hancock Intl

jue. 10/9

12:16 pm-11:39 pm

1 stop12h 23m

Chicago O'Hare Intl

dom. 10/12

5:05 am-11:21 am

1 stop5h 16m

$216

SyracuseChicago

SYR - ORD

SYRORD

Syracuse Hancock Intl

mar. 11/11

6:00 am-10:35 am

1 stop5h 35m

Chicago O'Hare Intl

vie. 11/14

6:55 pm-10:07 pm

1 stop26h 12m

$217

SyracuseChicago

SYR - ORD

SYRORD

Syracuse Hancock Intl

vie. 9/19

5:43 pm-6:55 pm

Nonstop2h 12m

Chicago O'Hare Intl

lun. 9/22

11:40 am-6:50 pm

1 stop6h 10m

$219

SyracuseChicago

SYR - ORD

SYRORD

Syracuse Hancock Intl

vie. 10/31

12:03 pm-11:39 pm

1 stop12h 36m

Chicago O'Hare Intl

jue. 11/6

5:25 am-6:45 pm

1 stop12h 20m

$222

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

jue. 9/25

6:00 am-8:40 am

1 stop3h 40m

Chicago Midway

sáb. 9/27

4:25 pm-11:59 pm

1 stop6h 34m

$229

SyracuseChicago

SYR - ORD

SYRORD

Syracuse Hancock Intl

mié. 9/24

1:00 pm-9:23 pm

1 stop9h 23m

Chicago O'Hare Intl

mar. 9/30

8:10 am-11:10 am

Nonstop2h 00m

$236

Flights are sorted by cheapest round-trip flights first.

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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

Layovers

Other information

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 $299. If you’re not able to fly to Chicago in September, then November is your next best option. Flight prices from Syracuse to Chicago during November average around $317.

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 Wednesday when prices can be found for as low as $450. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Syracuse to Chicago for around $600.

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 $371. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $499.

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 $361 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 $293 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 47% 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 August 2025, prices for Syracuse to Chicago flights are approximately 74% 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	$257
Fastest flight time	2h 06m
Direct flights	Every day
Airports in Chicago	1 airport

The best one-way flight to Chicago from Syracuse in the past 72 hours is $257. The best round-trip flight deal from Syracuse to Chicago found on momondo in the last 72 hours is $333.

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

Direct flights go from Syracuse to Chicago every day.

There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)

Search flight deals

Is flying the cheapest way to get from Syracuse to Chicago?
Expect a train to be one of the cheapest options available to you for travel. Currently, a train has deals available from $136. While they may not be the most cost-effective options currently available a flight from Syracuse to Chicago or a bus from Syracuse to Chicago can also be options worth looking into if other factors outside of cost are a higher priority.
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 11m.
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 August 2025.
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 170 (18.60% of total bookings). The next most popular plane models are Embraer 175 (18.55%), Airbus A320-100/200 (17.22%), and Canadair (Bombardier) Regional Jet CRJ-550 (11.68%).
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 51% of the total bookings. Other popular airlines include United Airlines with 46% and Delta with 3%.

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
American Airlines	PriceFrom $209	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
United Airlines	PriceFrom $244	Free Cancellation	Rating 7.4 8,945 reviews	Search United Airlines flights
Delta	PriceFrom $298	Free Cancellation	Rating 7.9 7,977 reviews	Search Delta 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 $393, but momondo users have found United Airlines deals from Syracuse to Chicago from as low as $244 round-trip. United Airlines has been scored 7.4/10 in 8,945 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 $345 round-trip. American Airlines operates 8 flights out of Syracuse into Chicago in an average week, so prices vary by time and availability. 10,000 American Airlines reviews by users on momondo have scored the airline at 7.2/10.

Merrillville

New Buffalo

Hammond

Benton Harbor

Saint Joseph

Lansing

Portage

Schererville

Valparaiso

Crown Point

Munster

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 $72

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 10/27. 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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United Airlines flights from Syracuse to Chicago

Our best United Airlines deals on Syracuse to Chicago flight tickets

Frontier flights from Syracuse to Chicago

Our best Frontier deals on Syracuse to Chicago flight tickets

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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

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 $299. If you’re not able to fly to Chicago in September, then November is your next best option. Flight prices from Syracuse to Chicago during November average around $317.

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 $371. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $499.

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 47% 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 August 2025, prices for Syracuse to Chicago flights are approximately 74% 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?

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

What airlines fly to Chicago?

Which airport is the most popular layover for flights between Syracuse and Chicago?

Detroit (DTW) was the most common stop: 50% of momondo users choosing 1-stop flights on this route connected there.

Which layover airport offers the lowest fares from Syracuse to Chicago?

Flights via Orlando (MCO) offer the lowest average round-trip price of $158.

Which layover airport has the shortest travel time from Syracuse to Chicago?

Flights connecting via Detroit (DTW) have the shortest average one-way travel time: 3h 30m.

Which layover airport has the shortest connection time from Syracuse to Chicago?

Detroit (DTW) has the shortest average layover time for this route: 0h 56m.

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

As of August 2025, there are 16 flights per day flying from Syracuse to Chicago. The most common time of day flights depart is 6:00AM, with 49% of flights taking off at noon.

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

114 flights are operational weekly from Syracuse to Chicago as of August 2025. The most popular departure day for this route is Tue, with 18% 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

Is flying the cheapest way to get from Syracuse to 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.