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Cheap flights from Syracuse to Chicago from $131

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Syracuse to Chicago departing on 1/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Syracuse to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
12:05 pm - 5:45 pm
SYR
-
MDW
6h 40m1 stop
Delta Logo
9:35 am - 4:21 pm
MDW
-
SYR
5h 46m1 stop
$229Delta
Mon, Mar 2 - Wed, Mar 11
Delta Logo
5:50 am - 8:52 am
SYR
-
MDW
4h 02m1 stop
Delta Logo
6:35 pm - 11:13 pm
MDW
-
SYR
3h 38m1 stop
$249Delta
Mon, Jan 19 - Tue, Jan 27
Delta Logo
6:00 am - 11:59 am
SYR
-
MDW
6h 59m1 stop
Delta Logo
9:33 am - 3:51 pm
MDW
-
SYR
5h 18m1 stop
$254Delta
Thu, Jan 29 - Thu, Feb 5
Delta Logo
12:05 pm - 5:45 pm
SYR
-
MDW
6h 40m1 stop
Delta Logo
5:40 pm - 11:59 pm
MDW
-
SYR
5h 19m1 stop
$268Delta
Thu, Mar 5 - Fri, Mar 13
Delta Logo
5:50 am - 8:52 am
SYR
-
MDW
4h 02m1 stop
Delta Logo
6:35 pm - 11:13 pm
MDW
-
SYR
3h 38m1 stop
$269Delta
Fri, Jan 23 - Sun, Jan 25
Delta Logo
12:29 pm - 5:37 pm
SYR
-
MDW
6h 08m1 stop
Delta Logo
6:20 pm - 11:13 pm
MDW
-
SYR
3h 53m1 stop
$284Delta
Fri, Feb 13 - Tue, Feb 17
Delta Logo
6:00 am - 11:59 am
SYR
-
MDW
6h 59m1 stop
Delta Logo
6:25 am - 1:20 pm
MDW
-
SYR
5h 55m1 stop
$304Delta
Wed, Jan 21 - Sat, Jan 24
Delta Logo
12:16 pm - 5:54 pm
SYR
-
MDW
6h 38m1 stop
Delta Logo
6:34 pm - 11:09 pm
MDW
-
SYR
3h 35m1 stop
$307Delta
Mon, Mar 23 - Thu, Mar 26
Delta Logo
5:11 am - 5:37 pm
SYR
-
MDW
13h 26m2 stops
Delta Logo
9:35 am - 4:21 pm
MDW
-
SYR
5h 46m1 stop
$309Delta
Mon, Mar 2 - Tue, Mar 10
Multiple Airlines Logo
11:37 am - 10:19 pm
SYR
-
MDW
11h 42m2 stops
Multiple Airlines Logo
1:24 pm - 5:41 pm
MDW
-
SYR
27h 17m1 stop
$312Multiple Airlines
Mon, Mar 23 - Thu, Mar 26

Delta flights from Syracuse to Chicago Midway Airport

Our best Delta deals on Syracuse to Chicago Midway Airport flight tickets
Delta
Mar 2
SYR12:05 pmSyracuse Hancock Intl
6h 40m
1 stop
MDW5:45 pmChicago Midway
Mar 11
MDW9:35 amChicago Midway
5h 46m
1 stop
SYR4:21 pmSyracuse Hancock Intl
$229
Delta
Jan 19
SYR5:50 amSyracuse Hancock Intl
4h 02m
1 stop
MDW8:52 amChicago Midway
Jan 28
MDW6:35 pmChicago Midway
3h 38m
1 stop
SYR11:13 pmSyracuse Hancock Intl
$249
Delta
Feb 12
SYR5:50 amSyracuse Hancock Intl
4h 04m
1 stop
MDW8:54 amChicago Midway
Feb 17
MDW10:49 amChicago Midway
5h 48m
1 stop
SYR5:37 pmSyracuse Hancock Intl
$254

Frontier flights from Syracuse to Chicago Midway Airport

Our best Frontier deals on Syracuse to Chicago Midway Airport flight tickets
Frontier
Mar 5
SYR8:17 pmSyracuse Hancock Intl
25h 36m
1 stop
MDW8:53 pmChicago Midway
Mar 7
MDW6:15 amChicago Midway
10h 11m
1 stop
SYR5:26 pmSyracuse Hancock Intl
$438
Frontier
Mar 23
SYR6:36 pmSyracuse Hancock Intl
21h 57m
1 stop
MDW3:33 pmChicago Midway
Mar 26
MDW1:24 pmChicago Midway
27h 29m
1 stop
SYR5:53 pmSyracuse Hancock Intl
$544

momondo Fare Finder

 
Customize your flight search to find flights from Syracuse to Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated January 8, 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

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Mon 3/2

12:05 pm-5:45 pm

1 stop6h 40m

Chicago Midway

Wed 3/11

9:35 am-4:21 pm

1 stop5h 46m

$229

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Mon 1/19

5:50 am-8:52 am

1 stop4h 02m

Chicago Midway

Tue 1/27

6:35 pm-11:13 pm

1 stop3h 38m

$249

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Thu 1/29

6:00 am-11:59 am

1 stop6h 59m

Chicago Midway

Thu 2/5

9:33 am-3:51 pm

1 stop5h 18m

$254

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Thu 3/5

12:05 pm-5:45 pm

1 stop6h 40m

Chicago Midway

Fri 3/13

5:40 pm-11:59 pm

1 stop5h 19m

$268

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

$269

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Fri 2/13

12:29 pm-5:37 pm

1 stop6h 08m

Chicago Midway

Tue 2/17

6:20 pm-11:13 pm

1 stop3h 53m

$284

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

$304

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Mon 3/23

12:16 pm-5:54 pm

1 stop6h 38m

Chicago Midway

Thu 3/26

6:34 pm-11:09 pm

1 stop3h 35m

$307

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Mon 3/2

5:11 am-5:37 pm

2 stops13h 26m

Chicago Midway

Tue 3/10

9:35 am-4:21 pm

1 stop5h 46m

$309

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Mon 3/23

11:37 am-10:19 pm

2 stops11h 42m

Chicago Midway

Thu 3/26

1:24 pm-5:41 pm

1 stop27h 17m

$312

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Syracuse to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Can stopping save me money on Syracuse to Chicago Midway Airport flights?

You could potentially save up to 58% on your flight if you consider stops on a Syracuse to Chicago Midway Airport flight.

When to book flights from Syracuse to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Syracuse to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Syracuse to Chicago Midway Airport (SYR to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Syracuse to Chicago Midway Airport

Fastest flight time

3h 34m

Direct flights

None
The fastest flight from Syracuse to Chicago Midway Airport takes 3h 34m
There are no direct flights from Syracuse to Chicago Midway Airport. There are no popular flight routes from Syracuse to Chicago Midway Airport.
Search flight deals

  • How far is Syracuse Hancock Intl to Chicago Midway by plane?

    There are 597.1 mi between Syracuse Hancock Intl and Chicago Midway. By plane, this route typically takes 3h 34m.

  • When did momondo last update prices for flights from Syracuse Hancock Intl Airport to Chicago Midway Airport?

    Prices for flights from Syracuse Hancock Intl Airport to Chicago Midway Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Syracuse Hancock Intl Airport to Chicago Midway Airport?

  • How old do you have to be to fly from Syracuse Hancock Intl Airport to Chicago Midway Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Syracuse Hancock Intl Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The required travel and health documents for your Chicago Midway Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago Midway Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular airline from Syracuse to Chicago Midway Airport?

Best airlines flying from Syracuse to Chicago Midway Airport

Compare and see reviews for airlines that fly from Syracuse to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $278Free CancellationRating
7.9
8,025 reviews
Search Delta flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Munster
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Syracuse to Chicago?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Syracuse.

Can I find flights from Syracuse to Chicago with flexible booking policies on momondo?

Flights from Syracuse to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Syracuse to Chicago?

Once all potential Syracuse to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Syracuse to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from Syracuse are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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