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$123+ 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 5/11. Fares are subject to change and may not be available on all flights or dates of travel.
SYR — MDW
Apr 12 — Apr 191
Sun 4/12
Sun 4/19
1 adult, Economy
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Cheap 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 13, 2026.

This Delta deal was found by Cheapflights users on 3/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/185:50 am
SYR
-
MDW
1 stop3h 57m
Delta
Mon 4/202:12 pm
MDW
-
SYR
1 stop8h 00m
Delta
Deal found 3/10$269
This Delta deal was found by Cheapflights users on 3/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/205:50 am
SYR
-
MDW
1 stop3h 57m
Delta
Wed 4/295:21 pm
MDW
-
SYR
1 stop5h 42m
Delta
Deal found 3/9$274
This Delta deal was found by Cheapflights users on 3/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/15:50 am
SYR
-
MDW
1 stop4h 03m
Delta
Mon 4/66:34 pm
MDW
-
SYR
1 stop3h 35m
Delta
Deal found 3/10$284
This Delta deal was found by Cheapflights users on 3/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/226:15 am
SYR
-
MDW
1 stop3h 28m
Delta
Sun 5/246:36 pm
MDW
-
SYR
1 stop3h 38m
Delta
Deal found 3/9$288
This Delta deal was found by Cheapflights users on 3/8. 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.
Fri 3/275:50 am
SYR
-
MDW
1 stop4h 03m
Delta
Sat 4/46:34 pm
MDW
-
SYR
1 stop3h 35m
Delta
Deal found 3/8$289
This Delta deal was found by Cheapflights users on 3/11. 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.
Fri 4/105:50 am
SYR
-
MDW
1 stop4h 03m
Delta
Mon 4/136:38 pm
MDW
-
SYR
1 stop3h 32m
Delta
Deal found 3/11$294
This Delta deal was found by Cheapflights users on 3/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/223:11 pm
SYR
-
MDW
1 stop7h 34m
Delta
Sat 7/255:59 pm
MDW
-
SYR
1 stop3h 57m
Delta
Deal found 3/10$299
This Delta deal was found by Cheapflights users on 3/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/215:50 am
SYR
-
MDW
1 stop3h 57m
Delta
Sat 4/256:38 pm
MDW
-
SYR
1 stop3h 32m
Delta
Deal found 3/10$304
This Delta deal was found by Cheapflights users on 3/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/275:50 am
SYR
-
MDW
1 stop4h 03m
Delta
Sun 4/59:35 am
MDW
-
SYR
1 stop5h 46m
Delta
Deal found 3/9$308
This Delta deal was found by Cheapflights users on 3/8. 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.
Tue 5/196:15 am
SYR
-
MDW
1 stop3h 28m
Delta
Mon 5/256:36 pm
MDW
-
SYR
1 stop3h 38m
Delta
Deal found 3/8$313
This Delta deal was found by Cheapflights users on 3/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/275:50 am
SYR
-
MDW
1 stop4h 03m
Delta
Mon 4/66:34 pm
MDW
-
SYR
1 stop3h 35m
Delta
Deal found 3/10$314
This Delta deal was found by Cheapflights users on 3/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/205:50 am
SYR
-
MDW
1 stop3h 57m
Delta
Sat 4/256:38 pm
MDW
-
SYR
1 stop3h 32m
Delta
Deal found 3/10$319

Find 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 13, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$269
(Delta)

One-way from

$123
(Kiwi.com)

Popular in

November

Cheapest in

September

Average price

$372
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. 9% potential increase in price ($33 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

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 13, 2026.
Use the filters below to find and compare flights from Syracuse to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Tue 4/21

5:50 am-8:47 am

1 stop3h 57m

Chicago Midway

Mon 4/27

5:21 pm-12:03 am

1 stop5h 42m

$269

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Thu 8/27

3:11 pm-9:46 pm

1 stop7h 35m

Chicago Midway

Sun 8/30

6:00 am-2:11 pm

1 stop7h 11m

$269

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Mon 4/20

5:50 am-8:47 am

1 stop3h 57m

Chicago Midway

Mon 4/27

6:38 pm-11:10 pm

1 stop3h 32m

$274

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Mon 4/20

5:50 am-8:47 am

1 stop3h 57m

Chicago Midway

Wed 4/29

5:21 pm-12:03 am

1 stop5h 42m

$274

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Fri 4/17

1:05 pm-5:58 pm

1 stop5h 53m

Chicago Midway

Sun 4/19

9:27 am-4:22 pm

1 stop5h 55m

$274
Quickest round-trip

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Tue 5/19

6:15 am-8:43 am

1 stop3h 28m

Chicago Midway

Sun 5/24

6:36 pm-11:14 pm

1 stop3h 38m

$294

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Fri 5/29

7:50 am-1:19 pm

1 stop6h 29m

Chicago Midway

Wed 6/3

10:55 am-6:50 pm

1 stop6h 55m

$308

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Thu 7/9

3:11 pm-9:45 pm

1 stop7h 34m

Chicago Midway

Mon 7/13

5:59 pm-10:56 pm

1 stop3h 57m

$313

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Tue 7/21

3:11 pm-9:45 pm

1 stop7h 34m

Chicago Midway

Sat 7/25

5:59 pm-10:56 pm

1 stop3h 57m

$313

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Fri 4/10

12:16 pm-5:54 pm

1 stop6h 38m

Chicago Midway

Fri 4/17

6:38 pm-11:10 pm

1 stop3h 32m

$314

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/12

Showing 1-10 of 20 resultsSorted by cheapest first
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 March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice 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.

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. 0 airlines 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 57m. Delta provides one of the quickest options available for as low as $269. Syracuse and Chicago Midway Airport are separated by a distance of 599 mi.

  • 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.

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
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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