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Cheap flights from Syracuse to Chicago from $83

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 10/3. 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

Frontier Logo
12:12 pm - 9:51 amSYR-MDW
22h 39m2 stops
Frontier Logo
11:49 am - 7:04 pmMDW-SYR
6h 15m1 stop
$225Frontier
Find Deal
Fri, Sep 26 - Thu, Oct 16
Delta Logo
6:00 am - 8:40 amSYR-MDW
3h 40m1 stop
Delta Logo
6:23 pm - 11:04 pmMDW-SYR
3h 41m1 stop
$229Delta
Find Deal
Tue, Oct 21 - Sat, Oct 25
Frontier Logo
7:22 pm - 3:12 pmSYR-MDW
20h 50m2 stops
Frontier Logo
10:30 am - 8:56 amMDW-SYR
21h 26m2 stops
$233Frontier
Find Deal
Thu, Oct 23 - Sun, Oct 26
Frontier Logo
5:28 pm - 9:51 amSYR-MDW
17h 23m2 stops
Frontier Logo
8:05 am - 11:21 amMDW-SYR
26h 16m1 stop
$236Frontier
Find Deal
Fri, Sep 26 - Wed, Oct 15
Frontier Logo
5:38 pm - 11:41 pmSYR-MDW
31h 03m2 stops
Frontier Logo
6:20 am - 11:22 amMDW-SYR
28h 02m1 stop
$245Frontier
Find Deal
Fri, Oct 3 - Sun, Oct 5
Delta Logo
6:00 am - 8:52 amSYR-MDW
3h 52m1 stop
Delta Logo
6:48 pm - 11:10 pmMDW-SYR
3h 22m1 stop
$254Delta
Find Deal
Thu, Nov 20 - Mon, Nov 24
Frontier Logo
12:16 pm - 8:21 pmSYR-MDW
9h 05m1 stop
Frontier Logo
12:39 pm - 8:10 pmMDW-SYR
6h 31m1 stop
$258Frontier
Find Deal
Thu, Oct 9 - Sun, Oct 12
Frontier Logo
9:32 pm - 11:41 pmSYR-MDW
27h 09m2 stops
Frontier Logo
6:20 am - 11:22 amMDW-SYR
28h 02m1 stop
$265Frontier
Find Deal
Fri, Oct 3 - Sun, Oct 5
Delta Logo
6:00 am - 8:40 amSYR-MDW
3h 40m1 stop
Delta Logo
5:04 pm - 12:20 amMDW-SYR
6h 16m1 stop
$269Delta
Find Deal
Thu, Sep 25 - Wed, Oct 15
Logo
6:58 pm - 12:44 pmSYR-MDW
18h 46m1 stop
Logo
6:21 am - 6:18 pmMDW-SYR
10h 57m1 stop
$291
Find Deal
Thu, Sep 25 - Sun, Sep 28

Delta flights from Syracuse to Chicago Midway Airport

Our best Delta deals on Syracuse to Chicago Midway Airport flight tickets
Delta
Oct 21
SYR6:00 amSyracuse Hancock Intl
3h 40m
1 stop
MDW8:40 amChicago Midway
Oct 25
MDW6:23 pmChicago Midway
3h 41m
1 stop
SYR11:04 pmSyracuse Hancock Intl
$229
Find similar
Delta
Nov 20
SYR6:00 amSyracuse Hancock Intl
3h 52m
1 stop
MDW8:52 amChicago Midway
Nov 24
MDW6:48 pmChicago Midway
3h 22m
1 stop
SYR11:10 pmSyracuse Hancock Intl
$254
Find similar
Delta
Sep 25
SYR6:00 amSyracuse Hancock Intl
3h 40m
1 stop
MDW8:40 amChicago Midway
Oct 15
MDW5:04 pmChicago Midway
6h 16m
1 stop
SYR12:20 amSyracuse Hancock Intl
$269
Find similar

Frontier flights from Syracuse to Chicago Midway Airport

Our best Frontier deals on Syracuse to Chicago Midway Airport flight tickets
Frontier
Sep 26
SYR12:12 pmSyracuse Hancock Intl
22h 39m
2 stops
MDW9:51 amChicago Midway
Oct 16
MDW11:49 amChicago Midway
6h 15m
1 stop
SYR7:04 pmSyracuse Hancock Intl
$225
Find similar
Frontier
Sep 22
SYR5:38 pmSyracuse Hancock Intl
23h 20m
2 stops
MDW3:58 pmChicago Midway
Oct 15
MDW8:05 amChicago Midway
26h 16m
1 stop
SYR11:21 amSyracuse Hancock Intl
$227
Find similar
Frontier
Sep 22
SYR12:12 pmSyracuse Hancock Intl
12h 08m
1 stop
MDW11:20 pmChicago Midway
Sep 29
MDW6:20 amChicago Midway
13h 27m
2 stops
SYR8:47 pmSyracuse Hancock Intl
$230
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 September 15, 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

Fri 9/26

12:12 pm-9:51 am

2 stops22h 39m

Chicago Midway

Thu 10/16

11:49 am-7:04 pm

1 stop6h 15m

$225

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Tue 10/21

6:00 am-8:40 am

1 stop3h 40m

Chicago Midway

Sat 10/25

6:23 pm-11:04 pm

1 stop3h 41m

$229

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Thu 10/23

7:22 pm-3:12 pm

2 stops20h 50m

Chicago Midway

Sun 10/26

10:30 am-8:56 am

2 stops21h 26m

$233

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Fri 9/26

5:28 pm-9:51 am

2 stops17h 23m

Chicago Midway

Wed 10/15

8:05 am-11:21 am

1 stop26h 16m

$236

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Fri 10/3

5:38 pm-11:41 pm

2 stops31h 03m

Chicago Midway

Sun 10/5

6:20 am-11:22 am

1 stop28h 02m

$245

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Thu 11/20

6:00 am-8:52 am

1 stop3h 52m

Chicago Midway

Mon 11/24

6:48 pm-11:10 pm

1 stop3h 22m

$254

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Thu 10/9

12:16 pm-8:21 pm

1 stop9h 05m

Chicago Midway

Sun 10/12

12:39 pm-8:10 pm

1 stop6h 31m

$258

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Fri 10/3

9:32 pm-11:41 pm

2 stops27h 09m

Chicago Midway

Sun 10/5

6:20 am-11:22 am

1 stop28h 02m

$265

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Thu 9/25

6:00 am-8:40 am

1 stop3h 40m

Chicago Midway

Wed 10/15

5:04 pm-12:20 am

1 stop6h 16m

$269

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Thu 9/25

6:58 pm-12:44 pm

1 stop18h 46m

Chicago Midway

Sun 9/28

6:21 am-6:18 pm

1 stop10h 57m

$291

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 40m.

  • 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 $308Free CancellationRating
7.9
7,956 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
Lansing
Portage
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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