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Cheap flights from Syracuse to Chicago from $65

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 11/17. 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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Find the cheapest flights from Syracuse to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
10:15 am - 10:12 pmSYR-MDW
12h 57m2 stops
Multiple Airlines Logo
6:37 pm - 5:50 pmMDW-SYR
22h 13m1 stop
$218Multiple Airlines
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Thu, Dec 11 - Sun, Dec 14
Delta Logo
6:00 am - 8:49 amSYR-MDW
3h 49m1 stop
Delta Logo
5:29 pm - 11:33 pmMDW-SYR
5h 04m1 stop
$229Delta
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Sat, Dec 6 - Tue, Dec 9
Delta Logo
7:01 pm - 11:40 pmSYR-MDW
5h 39m1 stop
Delta Logo
10:49 am - 5:56 pmMDW-SYR
6h 07m1 stop
$249Delta
Find Deal
Tue, Nov 18 - Wed, Dec 3
Delta Logo
6:00 am - 8:54 amSYR-MDW
3h 54m1 stop
Delta Logo
9:34 am - 3:43 pmMDW-SYR
5h 09m1 stop
$254Delta
Find Deal
Mon, Dec 15 - Thu, Jan 15
Delta Logo
6:00 am - 8:52 amSYR-MDW
3h 52m1 stop
Delta Logo
10:47 am - 5:56 pmMDW-SYR
6h 09m1 stop
$269Delta
Find Deal
Sat, Nov 15 - Wed, Nov 19
Delta Logo
9:52 am - 12:34 pmSYR-MDW
3h 42m1 stop
Delta Logo
6:00 am - 1:08 pmMDW-SYR
6h 08m1 stop
$274Delta
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Tue, Nov 18 - Thu, Nov 27
Multiple Airlines Logo
7:40 pm - 8:32 amSYR-MDW
13h 52m1 stop
Multiple Airlines Logo
10:12 am - 10:53 amMDW-SYR
23h 41m1 stop
$283Multiple Airlines
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Sun, Nov 16 - Thu, Nov 20
Frontier Logo
10:24 am - 10:43 pmSYR-MDW
13h 19m1 stop
Frontier Logo
6:05 am - 9:39 amMDW-SYR
26h 34m1 stop
$443Frontier
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Mon, Nov 24 - Sun, Nov 30
Frontier Logo
9:54 am - 2:52 pmSYR-MDW
5h 58m1 stop
Frontier Logo
6:05 am - 9:39 amMDW-SYR
26h 34m1 stop
$455Frontier
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Wed, Nov 26 - Sun, Nov 30
Frontier Logo
9:54 am - 2:52 pmSYR-MDW
5h 58m1 stop
Frontier Logo
6:05 am - 9:39 amMDW-SYR
26h 34m1 stop
$468Frontier
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Wed, Nov 26 - Sun, Nov 30

Delta flights from Syracuse to Chicago Midway Airport

Our best Delta deals on Syracuse to Chicago Midway Airport flight tickets
Delta
Dec 6
SYR6:00 amSyracuse Hancock Intl
3h 49m
1 stop
MDW8:49 amChicago Midway
Dec 9
MDW5:29 pmChicago Midway
5h 04m
1 stop
SYR11:33 pmSyracuse Hancock Intl
$229
Find similar
Delta
Nov 18
SYR7:01 pmSyracuse Hancock Intl
5h 39m
1 stop
MDW11:40 pmChicago Midway
Dec 3
MDW10:49 amChicago Midway
6h 07m
1 stop
SYR5:56 pmSyracuse Hancock Intl
$249
Find similar
Delta
Dec 15
SYR8:31 amSyracuse Hancock Intl
5h 39m
1 stop
MDW1:10 pmChicago Midway
Jan 15
MDW9:34 amChicago Midway
5h 09m
1 stop
SYR3:43 pmSyracuse Hancock Intl
$254
Find similar

Frontier flights from Syracuse to Chicago Midway Airport

Our best Frontier deals on Syracuse to Chicago Midway Airport flight tickets
Frontier
Nov 24
SYR10:24 amSyracuse Hancock Intl
13h 19m
1 stop
MDW10:43 pmChicago Midway
Nov 30
MDW6:05 amChicago Midway
26h 34m
1 stop
SYR9:39 amSyracuse Hancock Intl
$443
Find similar
Frontier
Nov 26
SYR9:54 amSyracuse Hancock Intl
5h 58m
1 stop
MDW2:52 pmChicago Midway
Nov 30
MDW6:05 amChicago Midway
26h 34m
1 stop
SYR9:39 amSyracuse Hancock Intl
$455
Find similar
Frontier
Nov 26
SYR9:54 amSyracuse Hancock Intl
5h 58m
1 stop
MDW2:52 pmChicago Midway
Nov 30
MDW6:05 amChicago Midway
26h 34m
1 stop
SYR9:39 amSyracuse Hancock Intl
$468
Find similar

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 November 2, 2025.
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

Thu 12/11

10:15 am-10:12 pm

2 stops12h 57m

Chicago Midway

Sun 12/14

6:37 pm-5:50 pm

1 stop22h 13m

$218

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Sat 12/6

6:00 am-8:49 am

1 stop3h 49m

Chicago Midway

Tue 12/9

5:29 pm-11:33 pm

1 stop5h 04m

$229

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Tue 11/18

7:01 pm-11:40 pm

1 stop5h 39m

Chicago Midway

Wed 12/3

10:49 am-5:56 pm

1 stop6h 07m

$249

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Mon 12/15

6:00 am-8:54 am

1 stop3h 54m

Chicago Midway

Thu 1/15

9:34 am-3:43 pm

1 stop5h 09m

$254

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Sat 11/15

6:00 am-8:52 am

1 stop3h 52m

Chicago Midway

Wed 11/19

10:47 am-5:56 pm

1 stop6h 09m

$269

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Tue 11/18

9:52 am-12:34 pm

1 stop3h 42m

Chicago Midway

Thu 11/27

6:00 am-1:08 pm

1 stop6h 08m

$274

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Sun 11/16

7:40 pm-8:32 am

1 stop13h 52m

Chicago Midway

Thu 11/20

10:12 am-10:53 am

1 stop23h 41m

$283

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Mon 11/24

10:24 am-10:43 pm

1 stop13h 19m

Chicago Midway

Sun 11/30

6:05 am-9:39 am

1 stop26h 34m

$443

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Wed 11/26

9:54 am-2:52 pm

1 stop5h 58m

Chicago Midway

Sun 11/30

6:05 am-9:39 am

1 stop26h 34m

$455

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Wed 11/26

9:54 am-2:52 pm

1 stop5h 58m

Chicago Midway

Sun 11/30

6:05 am-9:39 am

1 stop26h 34m

$468

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

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Wednesday is the cheapest day to fly to Chicago Midway Airport from Syracuse. The lowest ticket price found for a Wednesday departure recently was $227. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Saturday is the most expensive day to depart from Syracuse because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $643.

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

Direct flights

None
There are no direct flights from Syracuse to Chicago Midway Airport. There are no popular flight routes from Syracuse to Chicago Midway Airport.
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  • 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 $298Free CancellationRating
7.9
8,001 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
Crown Point
Munster
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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