HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Midway

$88+ 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 11/14. Fares are subject to change and may not be available on all flights or dates of travel.
SYR — MDW
nov. 27 — dic. 41
jue. 11/27
jue. 12/4
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Syracuse to Midway with Cheapflights

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

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 octubre 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$222
(Priceline)

One-way from

$88
(Priceline)

Popular in

February

Cheapest in

September

Average price

$439
Provider with most accurate pricing for Syracuse Hancock Intl-Chicago Midway flight deals.
Search Deals
Provider most trusted by Cheapflights users for Syracuse Hancock Intl-Chicago Midway flights.
Search Deals
From Syracuse Hancock Intl to Chicago Midway
Search Deals
One-way flight from Syracuse Hancock Intl to Chicago Midway
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($26 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

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 octubre 28, 2025.

This Priceline deal was found by Cheapflights users on 10/26. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/712:03 pmSYR - MDW
1 stop7h 36mFrontier
dom. 11/910:12 amMDW - SYR
1 stop7h 42mFrontier
Deal found 10/26$222
This Delta deal was found by Cheapflights users on 10/27. 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.
mié. 11/196:00 amSYR - MDW
1 stop3h 54mDelta
lun. 11/246:48 pmMDW - SYR
1 stop3h 22mDelta
Deal found 10/27$229
This Delta deal was found by Cheapflights users on 10/27. 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.
jue. 12/116:00 amSYR - MDW
1 stop6h 55mDelta
jue. 12/1810:49 amMDW - SYR
1 stop6h 07mDelta
Deal found 10/27$258
This Delta deal was found by Cheapflights users on 10/27. 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.
mar. 11/1112:13 pmSYR - MDW
1 stop5h 25mDelta
sáb. 11/156:00 amMDW - SYR
1 stop6h 18mDelta
Deal found 10/27$269
This Delta deal was found by Cheapflights users on 10/28. 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.
lun. 11/106:00 amSYR - MDW
1 stop3h 54mDelta
sáb. 11/156:48 pmMDW - SYR
1 stop3h 22mDelta
Deal found 10/28$284
This Delta deal was found by Cheapflights users on 10/28. 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.
mié. 11/196:00 amSYR - MDW
1 stop6h 52mDelta
jue. 11/209:34 amMDW - SYR
1 stop5h 27mDelta
Deal found 10/28$287
This Delta deal was found by Cheapflights users on 10/26. 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.
jue. 11/66:00 amSYR - MDW
1 stop3h 40mDelta
lun. 11/106:48 pmMDW - SYR
1 stop3h 22mDelta
Deal found 10/26$294
This Delta deal was found by Cheapflights users on 10/28. 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.
lun. 12/1512:58 pmSYR - MDW
1 stop6h 02mDelta
jue. 1/159:34 amMDW - SYR
1 stop5h 09mDelta
Deal found 10/28$296
This Delta deal was found by Cheapflights users on 10/28. 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.
jue. 11/206:00 amSYR - MDW
1 stop3h 54mDelta
lun. 11/246:48 pmMDW - SYR
1 stop3h 22mDelta
Deal found 10/28$298
This Delta deal was found by Cheapflights users on 10/26. 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.
vie. 10/316:00 amSYR - MDW
1 stop3h 40mDelta
dom. 11/210:40 amMDW - SYR
1 stop5h 54mDelta
Deal found 10/26$319
This Delta deal was found by Cheapflights users on 10/27. 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.
jue. 12/187:01 pmSYR - MDW
1 stop5h 46mDelta
lun. 12/226:08 pmMDW - SYR
1 stop4h 09mDelta
Deal found 10/27$325

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 octubre 28, 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

vie. 1/23

6:00 am-8:54 am

1 stop3h 54m

Chicago Midway

lun. 1/26

6:35 pm-11:15 pm

1 stop3h 40m

$229

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

mié. 12/17

6:00 am-8:54 am

1 stop3h 54m

Chicago Midway

dom. 1/11

5:31 pm-11:59 pm

1 stop5h 28m

$229

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

mié. 12/10

6:00 am-11:55 am

1 stop6h 55m

Chicago Midway

mié. 12/17

5:29 pm-11:33 pm

1 stop5h 04m

$229

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

jue. 12/11

6:00 am-11:55 am

1 stop6h 55m

Chicago Midway

dom. 12/14

5:13 pm-11:33 pm

1 stop5h 20m

$229

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

jue. 12/18

6:00 am-8:54 am

1 stop3h 54m

Chicago Midway

lun. 12/22

6:08 pm-11:17 pm

1 stop4h 09m

$258

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

jue. 12/11

6:00 am-11:55 am

1 stop6h 55m

Chicago Midway

jue. 12/18

10:49 am-5:56 pm

1 stop6h 07m

$258

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

mar. 11/11

12:13 pm-4:38 pm

1 stop5h 25m

Chicago Midway

sáb. 11/15

6:00 am-1:18 pm

1 stop6h 18m

$269

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

lun. 11/10

6:00 am-8:54 am

1 stop3h 54m

Chicago Midway

sáb. 11/15

6:48 pm-11:10 pm

1 stop3h 22m

$284

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

jue. 12/18

7:01 pm-11:47 pm

1 stop5h 46m

Chicago Midway

vie. 12/26

6:08 pm-11:17 pm

1 stop4h 09m

$296

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

mié. 11/26

6:00 am-8:54 am

1 stop3h 54m

Chicago Midway

jue. 11/27

6:00 am-1:08 pm

1 stop6h 08m

$296

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 18 results
1
2

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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Syracuse-Chicago Midway Airport flight deals on Cheapflights vs. eDreams >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 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 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, October is the cheapest month in which you can book a flight from Syracuse to Chicago Midway Airport (average of $233). Flying from Syracuse to Chicago Midway Airport in February is currently the most expensive (average of $446). 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 octubre 28, 2025.

It’s optimal to fly from Syracuse to Chicago Midway Airport in the evening. By choosing this option you can save up to 56% on the cost of your flight, compared to a flight in the morning.

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 octubre 28, 2025.
Read through reviews of airlines operating flights from Syracuse to Chicago Midway Airport, such as Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
7,994 reviews

Boarding

8.2

Entertainment

7.9

Crew

8.5

Comfort

7.9

Overall

7.9

Food

7.3

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
7.9
Good
7,994 reviews
Delta
7.9
Good
7,994 reviews

Boarding

8.2

Entertainment

7.9

Crew

8.5

Comfort

7.9

Overall

7.9

Food

7.3

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.

  • How long is the flight from Syracuse to Chicago Midway Airport?

    A quick flight from Syracuse to Chicago Midway Airport can take about 3h 54m. Delta provides one of the quickest options available for as low as $229. Syracuse and Chicago Midway Airport are separated by a distance of 599 mi.

  • What is the cheapest airline to fly from Syracuse to Chicago Midway Airport round-trip?

    Flying on Delta is currently your cheapest option to Chicago Midway Airport, with prices starting at $298. Delta is currently priced 34% 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, October is the cheapest month in which you can book a flight from Syracuse to Chicago Midway Airport (average of $233). Flying from Syracuse to Chicago Midway Airport in February is currently the most expensive (average of $446). 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 Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Porter
Benton Harbor

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Syracuse to Midway

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to O'Hare Intl flights
LaGuardia to O'Hare Intl flights
Newark to O'Hare Intl flights
John F Kennedy Intl to Midway flights
Newark to Midway flights
LaGuardia to Midway flights
Syracuse to O'Hare Intl flights
Rochester to O'Hare Intl flights
White Plains to O'Hare Intl flights
Buffalo to O'Hare Intl flights
Albany to O'Hare Intl flights
Albany to Midway flights
Rochester to Midway flights
Buffalo to Midway flights
White Plains to Midway flights
Ithaca to O'Hare Intl flights
Islip to O'Hare Intl flights
Stewart to O'Hare Intl flights
Ithaca to Midway flights
Elmira to O'Hare Intl flights
Binghamton to O'Hare Intl flights
Rutland to O'Hare Intl flights
Elmira to Midway flights
Binghamton to Midway flights
Stewart to Midway flights
Stewart to Rockford flights
Watertown to O'Hare Intl flights
Plattsburgh to O'Hare Intl flights
Newark to Rockford flights
Saranac Lake to O'Hare Intl flights
Niagara Falls to O'Hare Intl flights

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 octubre 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$298Average$428FlexibilityNo cancel feeOn-timeN/A

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.