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$148+ Cheap flights from Syracuse (SYR) to Midway (MDW)

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 7/27. Fares are subject to change and may not be available on all flights or dates of travel.
SYR — MDW
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheap flight deals from Syracuse to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Syracuse (SYR) to Midway (MDW). 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 June 12, 2025.

Round-trip from

$239
(Delta)

One-way from

$148
(Mytrip)

Popular in

June

Cheapest in

October

Average price

$718
From Syracuse Hancock Intl to Chicago Midway
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One-way flight from Syracuse Hancock Intl to Chicago Midway
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Highest demand for flights based on searches. 8% potential increase in price ($45 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($22 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Find flight deals from Syracuse to Midway

Cheapest flights from Syracuse to Midway
Explore the most affordable flight options available from Syracuse to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

This Delta deal was found by Cheapflights users on 6/12. 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 6/266:00 amSYR - MDW
1 stop3h 41mDelta
Sat 7/56:20 pmMDW - SYR
1 stop3h 47mDelta
Deal found 6/12$239
This Frontier deal was found by Cheapflights users on 6/12. 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 9/191:34 pmSYR - MDW
1 stop10h 51mFrontier
Mon 9/226:15 amMDW - SYR
1 stop5h 19mFrontier
Deal found 6/12$287
This Mytrip deal was found by Cheapflights users on 6/10. 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.
Thu 8/711:40 amSYR - MDW
2 stops25h 41mMultiple Airlines
Mon 8/112:46 pmMDW - SYR
2 stops27h 56mMultiple Airlines
Deal found 6/10$327
This Mytrip deal was found by Cheapflights users on 6/9. 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.
Thu 7/249:36 amSYR - MDW
2 stops29h 28mAllegiant Air
Mon 7/282:54 pmMDW - SYR
2 stops27h 41mAllegiant Air
Deal found 6/9$371

Cheapflights Fare Finder

Customize your flight search to find flights from Syracuse to Midway 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 June 12, 2025.
Use the filters below to find and compare flights from Syracuse to Chicago Midway Airport that are best for you.

Fly from

Syracuse

Fly to

Midway

Route

Depart

Return

Price

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Thu 6/26

6:00 am-8:41 am

1 stop3h 41m

Chicago Midway

Sat 7/5

6:20 pm-11:07 pm

1 stop3h 47m

$239

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Fri 8/22

1:09 pm-11:27 pm

1 stop11h 18m

Chicago Midway

Sun 8/24

11:03 am-12:13 pm

1 stop24h 10m

$297

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Thu 8/7

11:40 am-12:21 pm

2 stops25h 41m

Chicago Midway

Mon 8/11

2:46 pm-7:42 pm

2 stops27h 56m

$327

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Thu 7/24

9:36 am-2:04 pm

2 stops29h 28m

Chicago Midway

Mon 7/28

2:54 pm-7:35 pm

2 stops27h 41m

$371

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Sun 7/27

9:36 am-9:41 am

2 stops25h 05m

$148

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Fri 9/5

9:40 pm-11:56 am

1 stop15h 16m

$167

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Sun 7/20

11:46 am-9:41 am

2 stops22h 55m

$199

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Sat 7/12

5:50 am-9:45 am

1 stop4h 55m

$234

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Best time to book a flight from Syracuse to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway 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 Midway Airport

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

Currently, April is the cheapest month in which you can book a flight from Syracuse to Chicago Midway Airport (average of $160). Flying from Syracuse to Chicago Midway Airport in November is currently the most expensive (average of $249). 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 MDW?

Find hourly flight availability from Syracuse to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 12, 2025.

When flying from Syracuse to Chicago Midway Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Midway by month

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

In terms of precipitation, rainfall in Chicago Midway Airport 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 Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

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

If weather is an important factor for your trip to Chicago Midway Airport, 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 Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated June 12, 2025.
To help decide which airline to fly from Syracuse to Chicago, see what other customers have to say about Delta, Allegiant Air and Frontier. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,946 reviews

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

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
7,946 reviews
Delta
8.0
Very good
7,946 reviews

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

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
725 reviews
Delta
8.0
Very good
7,946 reviews

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

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.
Frontier
6.0
Okay
3,295 reviews
Delta
8.0
Very good
7,946 reviews

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

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 Midway. 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 Midway?

    Syracuse Hancock Intl (SYR), located 4.8 mi from the city center, is the airport you fly out of when you book flights from Syracuse to Chicago Midway. 1 airline have flights from Hancock Intl to Chicago Midway on a regular basis. Booking flights from Syracuse Hancock Intl to Chicago Midway should not be difficult; the airport handles an average of 0 outbound flights to Chicago Midway per day.

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

    Flying on Delta is currently your cheapest option to Chicago Midway Airport, with prices starting at $239. Additional round-trip tickets that might be worth considering are offered by Frontier and Allegiant Air, with the lowest prices starting at $297 and $371, respectively. Delta is currently priced 50% below the average price you’ll pay for this route.

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

    $148 is the cheapest one-way deal found within the past few days, from Allegiant Air. You may also be able to find cheap deals on Frontier and Delta, with prices starting from $167 and $234, respectively.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Syracuse to Midway 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 Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Syracuse to Chicago Midway Airport (average of $160). Flying from Syracuse to Chicago Midway Airport in November is currently the most expensive (average of $249). 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
Lansing
Benton Harbor
Porter
Hammond
Valparaiso
Chesterton

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Alternative routes for Syracuse to Midway

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Syracuse to Midway

Discover the top airline that operate flights from Syracuse to Midway. 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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$278Average$458FlexibilityNo cancel feeOn-timeN/A

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