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Cheap flights from Syracuse to Chicago from $86

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 4/9. 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
5:50 am - 8:53 am
SYR
-
MDW
4h 03m
1 stop
Delta Logo
2:12 pm - 11:12 pm
MDW
-
SYR
8h 00m
1 stop
$254Delta
Wed, Apr 8 - Wed, Apr 15
Delta Logo
6:00 am - 10:00 am
SYR
-
MDW
5h 00m
1 stop
Delta Logo
6:36 pm - 11:14 pm
MDW
-
SYR
3h 38m
1 stop
$279Delta
Tue, May 19 - Sun, May 24
Delta Logo
1:04 pm - 6:33 pm
SYR
-
MDW
6h 29m
1 stop
Delta Logo
6:36 pm - 11:14 pm
MDW
-
SYR
3h 38m
1 stop
$284Delta
Thu, May 28 - Sat, May 30
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
$294Delta
Thu, Apr 16 - Sun, Apr 19
Delta Logo
6:00 am - 8:42 am
SYR
-
MDW
3h 42m
1 stop
Delta Logo
5:59 pm - 10:56 pm
MDW
-
SYR
3h 57m
1 stop
$304Delta
Wed, Jun 24 - Mon, Jun 29
Delta Logo
7:50 am - 1:19 pm
SYR
-
MDW
6h 29m
1 stop
Delta Logo
5:10 pm - 11:52 pm
MDW
-
SYR
5h 42m
1 stop
$307Delta
Wed, May 27 - Thu, May 28
Delta Logo
7:50 am - 1:19 pm
SYR
-
MDW
6h 29m
1 stop
Delta Logo
6:36 pm - 11:14 pm
MDW
-
SYR
3h 38m
1 stop
$309Delta
Fri, May 29 - Sun, May 31
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
$324Delta
Thu, Apr 16 - Sun, Apr 19
Delta Logo
12:16 pm - 5:54 pm
SYR
-
MDW
6h 38m
1 stop
Delta Logo
6:34 pm - 11:09 pm
MDW
-
SYR
3h 35m
1 stop
$349Delta
Wed, Apr 1 - Sun, Apr 5
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
$354Delta
Fri, Mar 20 - Mon, Mar 23

Delta flights from Syracuse to Chicago Midway Airport

Our best Delta deals on Syracuse to Chicago Midway Airport flight tickets
Delta
Apr 8
SYR5:50 amSyracuse Hancock Intl
4h 03m
1 stop
MDW8:53 amChicago Midway
Apr 15
MDW2:12 pmChicago Midway
8h 00m
1 stop
SYR11:12 pmSyracuse Hancock Intl
$254
Delta
May 19
SYR6:00 amSyracuse Hancock Intl
5h 00m
1 stop
MDW10:00 amChicago Midway
May 24
MDW6:36 pmChicago Midway
3h 38m
1 stop
SYR11:14 pmSyracuse Hancock Intl
$279
Delta
May 28
SYR1:04 pmSyracuse Hancock Intl
6h 29m
1 stop
MDW6:33 pmChicago Midway
May 30
MDW6:36 pmChicago Midway
3h 38m
1 stop
SYR11:14 pmSyracuse Hancock Intl
$284

Frontier flights from Syracuse to Chicago Midway Airport

Our best Frontier deals on Syracuse to Chicago Midway Airport flight tickets
Frontier
Mar 9
SYR6:31 pmSyracuse Hancock Intl
24h 42m
1 stop
MDW6:13 pmChicago Midway
Mar 13
MDW6:15 amChicago Midway
10h 26m
1 stop
SYR5:41 pmSyracuse Hancock Intl
$453
Frontier
Mar 9
SYR6:31 pmSyracuse Hancock Intl
24h 42m
1 stop
MDW6:13 pmChicago Midway
Mar 13
MDW6:15 amChicago Midway
10h 26m
1 stop
SYR5:41 pmSyracuse Hancock Intl
$458
Frontier
Feb 27
SYR7:55 pmSyracuse Hancock Intl
20h 00m
1 stop
MDW2:55 pmChicago Midway
Mar 1
MDW9:04 pmChicago Midway
21h 15m
2 stops
SYR7:19 pmSyracuse Hancock Intl
$480

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 February 25, 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

Wed 4/8

5:50 am-8:53 am

1 stop4h 03m

Chicago Midway

Wed 4/15

2:12 pm-11:12 pm

1 stop8h 00m

$254

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Tue 5/19

6:00 am-10:00 am

1 stop5h 00m

Chicago Midway

Sun 5/24

6:36 pm-11:14 pm

1 stop3h 38m

$279

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Thu 5/28

1:04 pm-6:33 pm

1 stop6h 29m

Chicago Midway

Sat 5/30

6:36 pm-11:14 pm

1 stop3h 38m

$284

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Thu 4/16

5:50 am-8:47 am

1 stop3h 57m

Chicago Midway

Sun 4/19

6:38 pm-11:10 pm

1 stop3h 32m

$294

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Wed 6/24

6:00 am-8:42 am

1 stop3h 42m

Chicago Midway

Mon 6/29

5:59 pm-10:56 pm

1 stop3h 57m

$304

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Wed 5/27

7:50 am-1:19 pm

1 stop6h 29m

Chicago Midway

Thu 5/28

5:10 pm-11:52 pm

1 stop5h 42m

$307

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Fri 5/29

7:50 am-1:19 pm

1 stop6h 29m

Chicago Midway

Sun 5/31

6:36 pm-11:14 pm

1 stop3h 38m

$309

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Thu 4/16

5:50 am-8:47 am

1 stop3h 57m

Chicago Midway

Sun 4/19

6:38 pm-11:10 pm

1 stop3h 32m

$324

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Wed 4/1

12:16 pm-5:54 pm

1 stop6h 38m

Chicago Midway

Sun 4/5

6:34 pm-11:09 pm

1 stop3h 35m

$349

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Fri 3/20

5:50 am-8:53 am

1 stop4h 03m

Chicago Midway

Mon 3/23

6:34 pm-11:09 pm

1 stop3h 35m

$354

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 63% 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 42m

Direct flights

None
The fastest flight from Syracuse to Chicago Midway Airport takes 3h 42m
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 42m.

  • 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 $153Free CancellationRating
7.9
8,237 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.

An easier way to manage your Chicago Midway Airport trip

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