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$104+ Cheap flights from Syracuse (SYR) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/8. Fares are subject to change and may not be available on all flights or dates of travel.
SYR — CHI
Apr 22 — Apr 291
Tue 4/22
Tue 4/29
1 adult, Economy
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1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

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3. Compare prices and book

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Cheapflights Tip: The best prices from Syracuse Hancock Intl to Chicago are usually found in September or November, booked 66 days in advance, depart on a Wednesday or Tuesday and return on a Wednesday

Cheap flight deals from Syracuse to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Syracuse (SYR) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated April 17, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$269
(American Airlines)

One-way from

$104
(Mytrip)

Popular in

January

Cheapest in

September

Average price

$363

Good round-trip deal

$357 or less

Good one-way deal

$194 or less
Provider with most accurate pricing for Syracuse Hancock Intl-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Syracuse Hancock Intl-Chicago (CHI) flights.
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From Syracuse Hancock Intl to Chicago (CHI)
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One-way flight from Syracuse Hancock Intl to Chicago (CHI)
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Highest demand for flights based on searches. 2% potential increase in price ($9 potential increase over avg. RT price).
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Cheapest flight prices on average. 0% potential price decrease ($3 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Price to beat on a round-trip flight from Syracuse Hancock Intl to Chicago (CHI).
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Price to beat on a one-way flight from Syracuse Hancock Intl to Chicago (CHI).
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Find flight deals from Syracuse to Chicago

Cheapest flights from Syracuse to Chicago
Explore the most affordable flight options available from Syracuse to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 17, 2025.

This American Airlines deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/14:36 pmSYR - ORD
Nonstop2h 15mAmerican Airlines
Mon 5/55:40 pmORD - SYR
1 stop4h 07mAmerican Airlines
Deal found 4/17$269
This Booking.com deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/234:09 pmSYR - ORD
1 stop9h 08mFrontier
Sun 5/255:14 pmORD - SYR
1 stop14h 50mFrontier
Deal found 4/17$271
This United Airlines deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/166:30 amSYR - ORD
Nonstop2h 14mUnited Airlines
Mon 5/194:25 pmORD - SYR
1 stop6h 34mUnited Airlines
Deal found 4/17$278
This Frontier deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1112:50 pmSYR - MDW
1 stop11h 27mFrontier
Sun 7/139:12 pmMDW - SYR
1 stop10h 56mFrontier
Deal found 4/17$282
This Delta deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2012:42 pmSYR - MDW
1 stop6h 54mDelta
Mon 11/245:59 pmMDW - SYR
1 stop3h 56mDelta
Deal found 4/17$284
This Delta deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/16:10 amSYR - ORD
1 stop4h 41mDelta
Sun 6/87:07 amORD - SYR
1 stop3h 49mDelta
Deal found 4/17$284
This Mytrip deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/158:36 pmSYR - ORD
1 stop21h 19mMultiple Airlines
Tue 6/177:32 amORD - SYR
1 stop11h 17mMultiple Airlines
Deal found 4/17$288
This Mytrip deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/28:02 pmSYR - RFD
1 stop22h 21mAllegiant Air
Mon 5/58:58 amRFD - SYR
1 stop25h 43mAllegiant Air
Deal found 4/16$310
This CheapOair deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1911:46 amSYR - ORD
1 stop6h 29mSun Country Air
Sun 6/2211:44 amORD - SYR
1 stop21h 56mSun Country Air
Deal found 4/17$330
This Mytrip deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/291:31 pmSYR - RFD
1 stop29h 30mMultiple Airlines
Thu 5/19:36 pmRFD - SYR
1 stop21h 15mMultiple Airlines
Deal found 4/17$522

Cheapflights Fare Finder

Customize your flight search to find flights from Syracuse to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 17, 2025.
Use the filters below to find and compare flights from Syracuse to Chicago that are best for you.

Fly from

Syracuse

Fly to

Chicago

Route

Depart

Return

Price

SyracuseChicago

SYR - ORD

SYRORD

Syracuse Hancock Intl

Thu 5/1

4:36 pm-5:51 pm

Nonstop2h 15m

Chicago O'Hare Intl

Mon 5/5

5:40 pm-10:47 pm

1 stop4h 07m

$269

SyracuseChicago

SYR - ORD

SYRORD

Syracuse Hancock Intl

Fri 5/23

4:09 pm-12:17 am

1 stop9h 08m

Chicago O'Hare Intl

Sun 5/25

5:14 pm-9:04 am

1 stop14h 50m

$271

SyracuseChicago

SYR - ORD

SYRORD

Syracuse Hancock Intl

Fri 5/16

6:30 am-7:44 am

Nonstop2h 14m

Chicago O'Hare Intl

Mon 5/19

4:25 pm-11:59 pm

1 stop6h 34m

$278

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Fri 7/11

12:50 pm-11:17 pm

1 stop11h 27m

Chicago Midway

Sun 7/13

9:12 pm-9:08 am

1 stop10h 56m

$282

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Thu 7/10

6:00 am-9:51 am

1 stop4h 51m

Chicago Midway

Mon 7/14

5:59 pm-10:56 pm

1 stop3h 57m

$284

SyracuseChicago

SYR - ORD

SYRORD

Syracuse Hancock Intl

Sun 6/1

6:10 am-9:51 am

1 stop4h 41m

Chicago O'Hare Intl

Sun 6/8

7:07 am-11:56 am

1 stop3h 49m

$284

SyracuseChicago

SYR - ORD

SYRORD

Syracuse Hancock Intl

Sun 6/15

8:36 pm-4:55 pm

1 stop21h 19m

Chicago O'Hare Intl

Tue 6/17

7:32 am-7:49 pm

1 stop11h 17m

$288

SyracuseChicago

SYR - RFD

SYRRFD

Syracuse Hancock Intl

Fri 5/2

8:02 pm-5:23 pm

1 stop22h 21m

Chicago Greater Rockford

Mon 5/5

8:58 am-11:41 am

1 stop25h 43m

$310

SyracuseChicago

SYR - ORD

SYRORD

Syracuse Hancock Intl

Thu 6/19

11:46 am-5:15 pm

1 stop6h 29m

Chicago O'Hare Intl

Sun 6/22

11:44 am-10:40 am

1 stop21h 56m

$330

SyracuseChicago

SYR - RFD

SYRRFD

Syracuse Hancock Intl

Tue 4/29

1:31 pm-6:01 pm

1 stop29h 30m

Chicago Greater Rockford

Thu 5/1

9:36 pm-7:51 pm

1 stop21h 15m

$522

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/16

Showing 1-10 of 22 results
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Compare providers for flights from Syracuse to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Syracuse to Chicago in April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Syracuse-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Syracuse-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Syracuse-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Syracuse-Chicago flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Syracuse-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Syracuse to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Syracuse with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Syracuse to Chicago

How far ahead should I book a flight from Syracuse to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Syracuse to Chicago. Price data was last updated on April 11, 2025.

The price you pay for your flight from Syracuse to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 66 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Syracuse to Chicago?

Currently, August is the cheapest month in which you can book a flight from Syracuse to Chicago (average of $245). Flying from Syracuse to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from SYR to CHI?

Find hourly flight availability from Syracuse to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 17, 2025.

One of the essential ways to save on airfare from Syracuse to Chicago is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight in the afternoon could potentially save you up to 20% on airfare.

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

Use this chart to determine the cheapest time to fly round-trip from Syracuse to Chicago. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Syracuse to Chicago flight should consider departing on Wednesday evenings when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Syracuse to Chicago

Explore weekly flight availability from Syracuse to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated April 17, 2025.

The most flights from SYR to CHI are scheduled on a Monday (23 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (14 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated April 17, 2025.
Get a feel of what it's like to fly with Delta, United Airlines and JetBlue from Syracuse to Chicago by reading reviews from past customers. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,917 reviews

Boarding

8.2

Overall

8.0

Food

7.3

Crew

8.5

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
Delta
8.0
Very good
7,917 reviews
Delta
8.0
Very good
7,917 reviews

Boarding

8.2

Overall

8.0

Food

7.3

Crew

8.5

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
United Airlines
7.4
Good
8,667 reviews
Delta
8.0
Very good
7,917 reviews

Boarding

8.2

Overall

8.0

Food

7.3

Crew

8.5

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
JetBlue
7.3
Good
2,926 reviews
Delta
8.0
Very good
7,917 reviews

Boarding

8.2

Overall

8.0

Food

7.3

Crew

8.5

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
Allegiant Air
7.3
Good
734 reviews
Delta
8.0
Very good
7,917 reviews

Boarding

8.2

Overall

8.0

Food

7.3

Crew

8.5

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,917 reviews

Boarding

8.2

Overall

8.0

Food

7.3

Crew

8.5

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Related info for your journey

Find useful and relevant information for your journey from Syracuse to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Syracuse to Chicago?

    Most people fly from Syracuse Hancock Intl (SYR) if they book a flight from Syracuse to Chicago. On average, Hancock Intl has 20 outbound flights to Chicago per day from 3 airlines. Syracuse Hancock Intl is conveniently located just 4.8 mi from Syracuse’s city center.

  • What are the cheapest airlines flying from Syracuse to Chicago round-trip?

    Our cheapest airline available from Syracuse to Chicago is American Airlines. Our recent data shows that you can find tickets from as low as $269 on this airline. Additional options worth looking into are Frontier and Delta, starting at $270 and $284 round-trip. These flights start at 20% lower than the current average price 3 months from now.

  • What are the cheapest airlines to fly from Syracuse to Chicago one-way?

    The cheapest airlines for a one-way flight from Syracuse to Chicago are Frontier ($105), Allegiant Air ($122), and JetBlue ($127).

  • What are the most popular routes from Syracuse to Chicago?

    While some choose either Syracuse Hancock Intl - Chicago Midway or Syracuse Hancock Intl - Chicago Greater Rockford, Syracuse Hancock Intl - Chicago O'Hare Intl is the most popular route from Syracuse to Chicago.

  • What are the most reliable airlines from Syracuse to Chicago?

    Before booking your flight to Chicago from Syracuse, check out the most reliable airlines to get you to your destination on time: SkyWest Airlines (83%), Japan Airlines (80%), Alaska Airlines( 77%).

  • What are the cheapest flights from Syracuse to Chicago?

    While on average a flight from Syracuse to Chicago is generally $975, our data shows the cheapest flight currently is $128. When looking at the most popular route, (Syracuse Hancock Intl - Chicago O'Hare Intl), you can expect to pay $184 for that flight.

  • Can I find deals for flights from Syracuse to Chicago that include hotel bookings?

    Yes. In addition to deals on Syracuse to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Syracuse to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Syracuse to Chicago.

  • Can I find deals for business class flights from Syracuse to Chicago?

    Yes. Cheapflights offers flight deals from Syracuse to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Syracuse to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Syracuse to Chicago (average of $245). Flying from Syracuse to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Syracuse?

Book flights to Syracuse if you plan to visit one of these locations
Merrillville
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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Alternative routes for Syracuse to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Syracuse to Chicago

Discover the top 3 airlines that operate flights from Syracuse to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$227Average$361FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$237Average$355FlexibilityNo cancel feeOn-time71%
DeltaCheapest$248Average$393FlexibilityNo cancel feeOn-timeN/A

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