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Cheap flights from Syracuse to Chicago from $100

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 4/10. 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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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 - 8:47 am
SYR
-
MDW
3h 57m
1 stop
Delta Logo
6:38 pm - 11:10 pm
MDW
-
SYR
3h 32m
1 stop
$289Delta
Sat, Apr 18 - Mon, Apr 20
Delta Logo
12:16 pm - 5:54 pm
SYR
-
MDW
6h 38m
1 stop
Delta Logo
6:38 pm - 11:10 pm
MDW
-
SYR
3h 32m
1 stop
$309Delta
Wed, Apr 8 - Wed, Apr 22
Delta Logo
6:00 am - 11:56 am
SYR
-
MDW
6h 56m
1 stop
Delta Logo
6:36 pm - 11:49 pm
MDW
-
SYR
4h 13m
1 stop
$324Delta
Fri, May 8 - Sun, May 10
Delta Logo
7:32 am - 1:09 pm
SYR
-
MDW
6h 37m
1 stop
Delta Logo
6:05 am - 2:48 pm
MDW
-
SYR
7h 43m
1 stop
$328Delta
Sat, Jul 4 - Tue, Jul 14
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
$329Delta
Wed, Apr 8 - Sat, Apr 11
Multiple Airlines Logo
11:31 am - 10:26 pm
SYR
-
MDW
11h 55m
2 stops
Multiple Airlines Logo
9:16 am - 9:39 am
MDW
-
SYR
23h 23m
1 stop
$332Multiple Airlines
Fri, May 1 - Sun, May 3
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
$356Delta
Fri, May 1 - Sun, May 3
Delta Logo
1:05 pm - 5:58 pm
SYR
-
MDW
5h 53m
1 stop
Delta Logo
6:38 pm - 11:10 pm
MDW
-
SYR
3h 32m
1 stop
$367Delta
Sun, May 3 - Mon, May 4
Multiple Airlines Logo
6:03 pm - 7:31 pm
SYR
-
MDW
26h 28m
2 stops
Multiple Airlines Logo
9:16 am - 9:39 am
MDW
-
SYR
23h 23m
1 stop
$378Multiple Airlines
Sun, Apr 19 - Sun, Apr 26
Delta Logo
6:10 am - 9:08 am
SYR
-
MDW
3h 58m
1 stop
Delta Logo
5:10 pm - 11:58 pm
MDW
-
SYR
5h 48m
1 stop
$383Delta
Wed, Jul 8 - Fri, Jul 17

Delta flights from Syracuse to Chicago Midway Airport

Our best Delta deals on Syracuse to Chicago Midway Airport flight tickets
Delta
Apr 18
SYR5:50 amSyracuse Hancock Intl
3h 57m
1 stop
MDW8:47 amChicago Midway
Apr 20
MDW6:38 pmChicago Midway
3h 32m
1 stop
SYR11:10 pmSyracuse Hancock Intl
$289
Delta
Apr 8
SYR12:16 pmSyracuse Hancock Intl
6h 38m
1 stop
MDW5:54 pmChicago Midway
Apr 22
MDW6:38 pmChicago Midway
3h 32m
1 stop
SYR11:10 pmSyracuse Hancock Intl
$309
Delta
May 8
SYR6:00 amSyracuse Hancock Intl
6h 56m
1 stop
MDW11:56 amChicago Midway
May 10
MDW6:36 pmChicago Midway
4h 13m
1 stop
SYR11:49 pmSyracuse Hancock Intl
$324

Frontier flights from Syracuse to Chicago Midway Airport

Our best Frontier deals on Syracuse to Chicago Midway Airport flight tickets
Frontier
Apr 2
SYR10:41 amSyracuse Hancock Intl
13h 32m
1 stop
MDW11:13 pmChicago Midway
Apr 3
MDW5:30 amChicago Midway
13h 10m
1 stop
SYR7:40 pmSyracuse Hancock Intl
$370
Frontier
Apr 9
SYR8:25 pmSyracuse Hancock Intl
26h 33m
1 stop
MDW9:58 pmChicago Midway
Apr 13
MDW6:00 amChicago Midway
12h 40m
2 stops
SYR7:40 pmSyracuse Hancock Intl
$421
Frontier
Apr 5
SYR10:54 amSyracuse Hancock Intl
14h 03m
1 stop
MDW11:57 pmChicago Midway
Apr 9
MDW5:01 amChicago Midway
13h 39m
1 stop
SYR7:40 pmSyracuse Hancock Intl
$630

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 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

Cheapest round-trip
Quickest round-trip

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Sat 4/18

5:50 am-8:47 am

1 stop3h 57m

Chicago Midway

Mon 4/20

6:38 pm-11:10 pm

1 stop3h 32m

$289

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Wed 4/8

12:16 pm-5:54 pm

1 stop6h 38m

Chicago Midway

Wed 4/22

6:38 pm-11:10 pm

1 stop3h 32m

$309

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Fri 5/8

6:00 am-11:56 am

1 stop6h 56m

Chicago Midway

Sun 5/10

6:36 pm-11:49 pm

1 stop4h 13m

$324

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Sat 7/4

7:32 am-1:09 pm

1 stop6h 37m

Chicago Midway

Tue 7/14

6:05 am-2:48 pm

1 stop7h 43m

$328

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Wed 4/8

5:50 am-8:53 am

1 stop4h 03m

Chicago Midway

Sat 4/11

6:34 pm-11:09 pm

1 stop3h 35m

$329

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Fri 5/1

11:31 am-10:26 pm

2 stops11h 55m

Chicago Midway

Sun 5/3

9:16 am-9:39 am

1 stop23h 23m

$332

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Fri 5/1

5:50 am-8:47 am

1 stop3h 57m

Chicago Midway

Sun 5/3

6:38 pm-11:10 pm

1 stop3h 32m

$356

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Sun 5/3

1:05 pm-5:58 pm

1 stop5h 53m

Chicago Midway

Mon 5/4

6:38 pm-11:10 pm

1 stop3h 32m

$367

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Sun 4/19

6:03 pm-7:31 pm

2 stops26h 28m

Chicago Midway

Sun 4/26

9:16 am-9:39 am

1 stop23h 23m

$378

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Wed 7/8

6:10 am-9:08 am

1 stop3h 58m

Chicago Midway

Fri 7/17

5:10 pm-11:58 pm

1 stop5h 48m

$383

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 23m

Direct flights

None
The fastest flight from Syracuse to Chicago Midway Airport takes 3h 23m
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 23m.

  • 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
8,327 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
Saint Joseph
Benton Harbor
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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