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$135+ 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 4/8. Fares are subject to change and may not be available on all flights or dates of travel.
SYR — MDW
Mar 26 — Apr 21
Wed 3/26
Wed 4/2
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 March 21, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$268
(Booking.com)

One-way from

$135
(Trip.com)

Popular in

April

Cheapest in

October

Average price

$297
Provider with most accurate pricing for Syracuse Hancock Intl-Chicago Midway flight deals.
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Provider most trusted by Cheapflights users for Syracuse Hancock Intl-Chicago Midway flights.
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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. 14% potential increase in price ($82 potential increase over avg. RT price).
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Cheapest flight prices on average. 8% potential price decrease ($38 potential savings vs. average RT price).
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Average for round-trip flights in March 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 March 21, 2025.

This Booking.com deal was found by Cheapflights users on 3/20. 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.
Thu 4/310:18 amSYR - MDW
1 stop10h 17mFrontier
Mon 4/71:23 pmMDW - SYR
1 stop26h 57mFrontier
Deal found 3/20$268
This Delta deal was found by Cheapflights users on 3/21. 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.
Wed 6/41:00 pmSYR - MDW
1 stop6h 45mDelta
Sat 6/79:20 amMDW - SYR
1 stop5h 04mDelta
Deal found 3/21$309
This Mytrip deal was found by Cheapflights users on 3/21. 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 5/2911:48 amSYR - MDW
2 stops32h 26mAllegiant Air
Mon 6/92:53 pmMDW - SYR
2 stops28h 00mAllegiant Air
Deal found 3/21$375

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 March 21, 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 4/3

10:18 am-7:35 pm

1 stop10h 17m

Chicago Midway

Mon 4/7

1:23 pm-5:20 pm

1 stop26h 57m

$268

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Wed 6/4

1:00 pm-6:45 pm

1 stop6h 45m

Chicago Midway

Sat 6/7

9:20 am-3:24 pm

1 stop5h 04m

$309

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Thu 5/29

11:48 am-7:14 pm

2 stops32h 26m

Chicago Midway

Mon 6/9

2:53 pm-7:53 pm

2 stops28h 00m

$375

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Tue 4/8

6:15 pm-7:35 pm

1 stop26h 20m

$135

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Thu 5/15

6:10 am-8:40 am

1 stop3h 30m

$193

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/20

Compare providers for flights from Syracuse to Midway

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 Midway in March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 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 Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Syracuse-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Syracuse-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Syracuse-Chicago Midway Airport flights, Cheapflights users trust FlightHub the most. FlightHub 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 Midway Airport 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 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 March 21, 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 March 21, 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
7,895 reviews

Crew

8.5

Food

7.3

Comfort

8.0

Boarding

8.2

Entertainment

7.9

Overall

8.0

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
7,895 reviews
Delta
8.0
Very good
7,895 reviews

Crew

8.5

Food

7.3

Comfort

8.0

Boarding

8.2

Entertainment

7.9

Overall

8.0

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
732 reviews
Delta
8.0
Very good
7,895 reviews

Crew

8.5

Food

7.3

Comfort

8.0

Boarding

8.2

Entertainment

7.9

Overall

8.0

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
3,272 reviews
Delta
8.0
Very good
7,895 reviews

Crew

8.5

Food

7.3

Comfort

8.0

Boarding

8.2

Entertainment

7.9

Overall

8.0

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 Frontier is currently your cheapest option to Chicago Midway Airport, with prices starting at $268. Additional round-trip tickets that might be worth considering are offered by Delta and Allegiant Air, with the lowest prices starting at $309 and $375, respectively. Frontier is currently priced 45% below the average price you’ll pay for this route.

  • 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
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
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 March 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$258Average$428FlexibilityNo cancel feeOn-timeN/A
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