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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 11/3. 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

Enter your travel dates to find the best prices.
Frontier Logo
12:03 pm - 10:08 pmSYR-MDW
11h 05m1 stop
Frontier Logo
10:12 am - 6:45 pmMDW-SYR
7h 33m1 stop
$212Frontier
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Fri, Nov 14 - Sun, Nov 16
Delta Logo
7:01 pm - 11:40 pmSYR-MDW
5h 39m1 stop
Delta Logo
10:47 am - 5:56 pmMDW-SYR
6h 09m1 stop
$229Delta
Find Deal
Tue, Nov 11 - Tue, Nov 18
Multiple Airlines Logo
7:58 pm - 12:30 amSYR-MDW
29h 32m1 stop
Multiple Airlines Logo
1:37 pm - 6:45 pmMDW-SYR
28h 08m2 stops
$234Multiple Airlines
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Sun, Nov 9 - Sat, Nov 15
Multiple Airlines Logo
7:58 pm - 12:30 amSYR-MDW
29h 32m1 stop
Multiple Airlines Logo
10:12 am - 10:53 amMDW-SYR
23h 41m1 stop
$235Multiple Airlines
Find Deal
Sun, Nov 9 - Thu, Nov 20
Multiple Airlines Logo
7:58 pm - 12:30 amSYR-MDW
29h 32m1 stop
Multiple Airlines Logo
1:56 pm - 6:38 pmMDW-SYR
27h 42m2 stops
$237Multiple Airlines
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Sun, Nov 9 - Wed, Nov 19
Multiple Airlines Logo
9:45 pm - 11:25 pmSYR-MDW
26h 40m2 stops
Multiple Airlines Logo
10:12 am - 6:59 pmMDW-SYR
7h 47m1 stop
$248Multiple Airlines
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Mon, Oct 27 - Thu, Oct 30
Delta Logo
12:09 pm - 4:09 pmSYR-MDW
5h 00m1 stop
Delta Logo
6:35 pm - 11:04 pmMDW-SYR
3h 29m1 stop
$249Delta
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Tue, Oct 28 - Sat, Nov 1
Delta Logo
6:00 am - 8:40 amSYR-MDW
3h 40m1 stop
Delta Logo
9:34 am - 4:01 pmMDW-SYR
5h 27m1 stop
$254Delta
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Sat, Nov 8 - Mon, Nov 10
Frontier Logo
7:40 pm - 10:20 pmSYR-MDW
27h 40m1 stop
Frontier Logo
10:12 am - 6:54 pmMDW-SYR
7h 42m1 stop
$273Frontier
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Thu, Nov 6 - Sun, Nov 9
Delta Logo
6:00 am - 8:50 amSYR-MDW
3h 50m1 stop
Delta Logo
5:59 pm - 11:01 pmMDW-SYR
4h 02m1 stop
$279Delta
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Sat, Apr 4 - Sat, Apr 11

Frontier flights from Syracuse to Chicago Midway Airport

Our best Frontier deals on Syracuse to Chicago Midway Airport flight tickets
Frontier
Nov 14
SYR12:03 pmSyracuse Hancock Intl
11h 05m
1 stop
MDW10:08 pmChicago Midway
Nov 16
MDW10:12 amChicago Midway
7h 33m
1 stop
SYR6:45 pmSyracuse Hancock Intl
$212
Find similar
Frontier
Nov 6
SYR7:40 pmSyracuse Hancock Intl
27h 40m
1 stop
MDW10:20 pmChicago Midway
Nov 9
MDW10:12 amChicago Midway
7h 42m
1 stop
SYR6:54 pmSyracuse Hancock Intl
$273
Find similar
Frontier
Nov 14
SYR12:03 pmSyracuse Hancock Intl
11h 05m
1 stop
MDW10:08 pmChicago Midway
Nov 16
MDW10:12 amChicago Midway
23h 56m
2 stops
SYR11:08 amSyracuse Hancock Intl
$322
Find similar

Delta flights from Syracuse to Chicago Midway Airport

Our best Delta deals on Syracuse to Chicago Midway Airport flight tickets
Delta
Nov 11
SYR7:01 pmSyracuse Hancock Intl
5h 39m
1 stop
MDW11:40 pmChicago Midway
Nov 18
MDW10:47 amChicago Midway
6h 09m
1 stop
SYR5:56 pmSyracuse Hancock Intl
$229
Find similar
Delta
Oct 28
SYR12:09 pmSyracuse Hancock Intl
5h 00m
1 stop
MDW4:09 pmChicago Midway
Nov 1
MDW6:35 pmChicago Midway
3h 29m
1 stop
SYR11:04 pmSyracuse Hancock Intl
$249
Find similar
Delta
Nov 8
SYR6:00 amSyracuse Hancock Intl
3h 40m
1 stop
MDW8:40 amChicago Midway
Nov 10
MDW9:34 amChicago Midway
5h 27m
1 stop
SYR4:01 pmSyracuse Hancock Intl
$254
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 October 14, 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 11/14

12:03 pm-10:08 pm

1 stop11h 05m

Chicago Midway

Sun 11/16

10:12 am-6:45 pm

1 stop7h 33m

$212

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Tue 11/11

7:01 pm-11:40 pm

1 stop5h 39m

Chicago Midway

Tue 11/18

10:47 am-5:56 pm

1 stop6h 09m

$229

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Sun 11/9

7:58 pm-12:30 am

1 stop29h 32m

Chicago Midway

Sat 11/15

1:37 pm-6:45 pm

2 stops28h 08m

$234

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Sun 11/9

7:58 pm-12:30 am

1 stop29h 32m

Chicago Midway

Thu 11/20

10:12 am-10:53 am

1 stop23h 41m

$235

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Sun 11/9

7:58 pm-12:30 am

1 stop29h 32m

Chicago Midway

Wed 11/19

1:56 pm-6:38 pm

2 stops27h 42m

$237

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Mon 10/27

9:45 pm-11:25 pm

2 stops26h 40m

Chicago Midway

Thu 10/30

10:12 am-6:59 pm

1 stop7h 47m

$248

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Tue 10/28

12:09 pm-4:09 pm

1 stop5h 00m

Chicago Midway

Sat 11/1

6:35 pm-11:04 pm

1 stop3h 29m

$249

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Sat 11/8

6:00 am-8:40 am

1 stop3h 40m

Chicago Midway

Mon 11/10

9:34 am-4:01 pm

1 stop5h 27m

$254

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Thu 11/6

7:40 pm-10:20 pm

1 stop27h 40m

Chicago Midway

Sun 11/9

10:12 am-6:54 pm

1 stop7h 42m

$273

SyracuseChicago

SYR - MDW

SYRMDW

Syracuse Hancock Intl

Sat 4/4

6:00 am-8:50 am

1 stop3h 50m

Chicago Midway

Sat 4/11

5:59 pm-11:01 pm

1 stop4h 02m

$279

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

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 $298Free CancellationRating
7.9
7,975 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.

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