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Cheap flights from Syracuse to Chicago from $127

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 5/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
5:50 am - 8:47 am
SYR
-
MDW
3h 57m
1 stop
Delta Logo
5:21 pm - 12:03 am
MDW
-
SYR
5h 42m
1 stop
$269Delta
Fri, Apr 24 - Tue, Apr 28
Delta Logo
5:50 am - 8:47 am
SYR
-
MDW
3h 57m
1 stop
Delta Logo
5:21 pm - 12:03 am
MDW
-
SYR
5h 42m
1 stop
$274Delta
Mon, Apr 20 - Wed, Apr 29
Delta Logo
5:50 am - 8:53 am
SYR
-
MDW
4h 03m
1 stop
Delta Logo
6:34 pm - 11:09 pm
MDW
-
SYR
3h 35m
1 stop
$284Delta
Wed, Apr 1 - Mon, Apr 6
Delta Logo
6:15 am - 8:43 am
SYR
-
MDW
3h 28m
1 stop
Delta Logo
6:36 pm - 11:14 pm
MDW
-
SYR
3h 38m
1 stop
$288Delta
Fri, May 22 - Sun, May 24
Delta Logo
5:50 am - 8:53 am
SYR
-
MDW
4h 03m
1 stop
Delta Logo
6:34 pm - 11:09 pm
MDW
-
SYR
3h 35m
1 stop
$289Delta
Fri, Mar 27 - Sat, Apr 4
Delta Logo
5:50 am - 8:53 am
SYR
-
MDW
4h 03m
1 stop
Delta Logo
6:38 pm - 11:10 pm
MDW
-
SYR
3h 32m
1 stop
$294Delta
Fri, Apr 10 - Mon, Apr 13
Delta Logo
3:11 pm - 9:45 pm
SYR
-
MDW
7h 34m
1 stop
Delta Logo
5:59 pm - 10:56 pm
MDW
-
SYR
3h 57m
1 stop
$299Delta
Wed, Jul 22 - Sat, Jul 25
Delta Logo
5:50 am - 8:47 am
SYR
-
MDW
3h 57m
1 stop
Delta Logo
6:38 pm - 11:10 pm
MDW
-
SYR
3h 32m
1 stop
$304Delta
Tue, Apr 21 - Sat, Apr 25
Delta Logo
5:50 am - 8:53 am
SYR
-
MDW
4h 03m
1 stop
Delta Logo
9:35 am - 4:21 pm
MDW
-
SYR
5h 46m
1 stop
$308Delta
Fri, Mar 27 - Sun, Apr 5
Delta Logo
6:15 am - 8:43 am
SYR
-
MDW
3h 28m
1 stop
Delta Logo
6:36 pm - 11:14 pm
MDW
-
SYR
3h 38m
1 stop
$313Delta
Sat, May 23 - Mon, May 25

Delta flights from Syracuse to Chicago Midway Airport

Our best Delta deals on Syracuse to Chicago Midway Airport flight tickets
Delta
Apr 24
SYR5:50 amSyracuse Hancock Intl
3h 57m
1 stop
MDW8:47 amChicago Midway
Apr 27
MDW2:12 pmChicago Midway
8h 00m
1 stop
SYR11:12 pmSyracuse Hancock Intl
$269
Delta
Apr 20
SYR5:50 amSyracuse Hancock Intl
3h 57m
1 stop
MDW8:47 amChicago Midway
Apr 29
MDW5:21 pmChicago Midway
5h 42m
1 stop
SYR12:03 amSyracuse Hancock Intl
$274
Delta
Apr 1
SYR5:50 amSyracuse Hancock Intl
4h 03m
1 stop
MDW8:53 amChicago Midway
Apr 6
MDW6:34 pmChicago Midway
3h 35m
1 stop
SYR11:09 pmSyracuse Hancock Intl
$284

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 March 11, 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

Fri 4/24

5:50 am-8:47 am

1 stop3h 57m

Chicago Midway

Tue 4/28

5:21 pm-12:03 am

1 stop5h 42m

$269

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

Wed 4/1

5:50 am-8:53 am

1 stop4h 03m

Chicago Midway

Mon 4/6

6:34 pm-11:09 pm

1 stop3h 35m

$284
Quickest round-trip

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Fri 5/22

6:15 am-8:43 am

1 stop3h 28m

Chicago Midway

Sun 5/24

6:36 pm-11:14 pm

1 stop3h 38m

$288

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Fri 3/27

5:50 am-8:53 am

1 stop4h 03m

Chicago Midway

Sat 4/4

6:34 pm-11:09 pm

1 stop3h 35m

$289

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Fri 4/10

5:50 am-8:53 am

1 stop4h 03m

Chicago Midway

Mon 4/13

6:38 pm-11:10 pm

1 stop3h 32m

$294

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Wed 7/22

3:11 pm-9:45 pm

1 stop7h 34m

Chicago Midway

Sat 7/25

5:59 pm-10:56 pm

1 stop3h 57m

$299

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Tue 4/21

5:50 am-8:47 am

1 stop3h 57m

Chicago Midway

Sat 4/25

6:38 pm-11:10 pm

1 stop3h 32m

$304

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Fri 3/27

5:50 am-8:53 am

1 stop4h 03m

Chicago Midway

Sun 4/5

9:35 am-4:21 pm

1 stop5h 46m

$308

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Sat 5/23

6:15 am-8:43 am

1 stop3h 28m

Chicago Midway

Mon 5/25

6:36 pm-11:14 pm

1 stop3h 38m

$313

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

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 71% 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 28m

Direct flights

None
The fastest flight from Syracuse to Chicago Midway Airport takes 3h 28m
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 28m.

  • 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 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.

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
Valparaiso
Schererville
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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