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Midway

$144+ 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 3/6. Fares are subject to change and may not be available on all flights or dates of travel.
SYR — MDW
Jan 10 — Jan 171
Sat 1/10
Sat 1/17
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 December 11, 2025.

This Delta deal was found by Cheapflights users on 12/10. 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.
Thu 12/187:01 pmSYR - MDW
1 stop5h 46mDelta
Tue 12/306:08 pmMDW - SYR
1 stop4h 09mDelta
Deal found 12/10$304
This Delta deal was found by Cheapflights users on 12/11. 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.
Wed 12/177:01 pmSYR - MDW
1 stop5h 46mDelta
Mon 12/296:08 pmMDW - SYR
1 stop4h 09mDelta
Deal found 12/11$319
This Delta deal was found by Cheapflights users on 12/10. 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 12/3112:14 pmSYR - MDW
1 stop6h 12mDelta
Sun 1/46:08 pmMDW - SYR
1 stop4h 51mDelta
Deal found 12/10$339
This Delta deal was found by Cheapflights users on 12/11. 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.
Tue 12/236:00 amSYR - MDW
1 stop3h 49mDelta
Fri 12/266:08 pmMDW - SYR
1 stop4h 09mDelta
Deal found 12/11$382
This Delta deal was found by Cheapflights users on 12/11. 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.
Mon 12/296:00 amSYR - MDW
1 stop3h 49mDelta
Wed 12/316:08 pmMDW - SYR
1 stop4h 08mDelta
Deal found 12/11$413
This Delta deal was found by Cheapflights users on 12/10. 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 12/176:00 amSYR - MDW
1 stop6h 55mDelta
Sun 1/116:30 pmMDW - SYR
1 stop3h 43mDelta
Deal found 12/10$419
This Delta deal was found by Cheapflights users on 12/9. 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 12/127:01 pmSYR - MDW
1 stop5h 46mDelta
Mon 12/156:40 pmMDW - SYR
1 stop3h 31mDelta
Deal found 12/9$425
This Delta deal was found by Cheapflights users on 12/10. 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 12/156:00 amSYR - MDW
1 stop3h 54mDelta
Thu 1/156:14 pmMDW - SYR
1 stop3h 59mDelta
Deal found 12/10$462
This Delta deal was found by Cheapflights users on 12/10. 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 12/236:00 amSYR - MDW
1 stop3h 49mDelta
Fri 1/26:08 pmMDW - SYR
1 stop4h 09mDelta
Deal found 12/10$469
This Delta deal was found by Cheapflights users on 12/11. 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 12/266:00 amSYR - MDW
1 stop3h 49mDelta
Tue 12/306:08 pmMDW - SYR
1 stop4h 09mDelta
Deal found 12/11$489
This Delta deal was found by Cheapflights users on 12/9. 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.
Tue 12/167:01 pmSYR - MDW
1 stop5h 46mDelta
Wed 12/1710:49 amMDW - SYR
1 stop6h 07mDelta
Deal found 12/9$495

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 December 11, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$229
(Delta)

One-way from

$144
(Delta)

Popular in

November

Cheapest in

September

Average price

$333
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. 8% potential increase in price ($30 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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 December 11, 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

Sun 1/25

5:50 am-8:52 am

1 stop4h 02m

Chicago Midway

Sun 2/1

6:35 pm-11:13 pm

1 stop3h 38m

$229

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Sat 1/24

5:50 am-8:52 am

1 stop4h 02m

Chicago Midway

Mon 2/2

6:35 pm-11:13 pm

1 stop3h 38m

$229

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Wed 3/4

12:45 pm-5:37 pm

1 stop5h 52m

Chicago Midway

Sat 3/7

6:00 am-1:36 pm

1 stop6h 36m

$229

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Fri 1/23

5:50 am-8:52 am

1 stop4h 02m

Chicago Midway

Mon 1/26

6:35 pm-11:13 pm

1 stop3h 38m

$229

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Fri 1/23

5:50 am-8:52 am

1 stop4h 02m

Chicago Midway

Sun 1/25

6:35 pm-11:13 pm

1 stop3h 38m

$229

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Wed 2/4

12:41 pm-5:55 pm

1 stop6h 14m

Chicago Midway

Sat 2/7

4:30 pm-11:51 pm

1 stop6h 21m

$229

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Fri 1/30

6:00 am-11:59 am

1 stop6h 59m

Chicago Midway

Mon 2/9

6:35 pm-11:13 pm

1 stop3h 38m

$229

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Wed 1/21

6:00 am-11:59 am

1 stop6h 59m

Chicago Midway

Sat 1/24

6:25 am-1:20 pm

1 stop5h 55m

$229

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Fri 1/23

5:50 am-8:52 am

1 stop4h 02m

Chicago Midway

Sat 1/31

6:25 am-1:20 pm

1 stop5h 55m

$229

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Sat 1/24

5:50 am-8:52 am

1 stop4h 02m

Chicago Midway

Sat 1/31

9:33 am-4:19 pm

1 stop5h 46m

$229

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/10

Showing 1-10 of 21 results
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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 December.
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.

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 December 11, 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
8,007 reviews

Boarding

8.1

Entertainment

7.9

Food

7.3

Comfort

7.9

Crew

8.5

Overall

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
7.9
Good
8,007 reviews
Delta
7.9
Good
8,007 reviews

Boarding

8.1

Entertainment

7.9

Food

7.3

Comfort

7.9

Crew

8.5

Overall

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.

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

    A quick flight from Syracuse to Chicago Midway Airport can take about 4h 02m. 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 $278.

  • 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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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 December 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$278Average$522FlexibilityNo cancel feeOn-timeN/A

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