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Cheap flights from Springfield to Chicago from $139

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Springfield to Chicago departing on 12/3. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:53 pm - 11:47 pmSGF-MDW
4h 54m1 stop
Delta Logo
5:13 pm - 10:15 pmMDW-SGF
5h 02m1 stop
$260Delta
Find Deal
Fri, Dec 12 - Sun, Dec 14
Delta Logo
4:02 pm - 11:40 pmSGF-MDW
7h 38m1 stop
Delta Logo
12:47 pm - 6:18 pmMDW-SGF
5h 31m1 stop
$269Delta
Find Deal
Sat, Nov 15 - Tue, Nov 18
Delta Logo
4:02 pm - 11:40 pmSGF-MDW
7h 38m1 stop
Delta Logo
1:15 pm - 10:13 pmMDW-SGF
8h 58m2 stops
$274Delta
Find Deal
Sat, Nov 15 - Tue, Nov 18
Delta Logo
6:58 pm - 11:40 pmSGF-MDW
4h 42m1 stop
Delta Logo
6:00 am - 10:50 amMDW-SGF
4h 50m1 stop
$277Delta
Find Deal
Mon, Dec 1 - Fri, Dec 5
Delta Logo
4:02 pm - 11:40 pmSGF-MDW
7h 38m1 stop
Delta Logo
12:47 pm - 6:18 pmMDW-SGF
5h 31m1 stop
$279Delta
Find Deal
Sat, Nov 22 - Wed, Nov 26
Delta Logo
6:00 am - 6:18 pmSGF-MDW
12h 18m2 stops
Delta Logo
9:34 am - 6:18 pmMDW-SGF
8h 44m2 stops
$291Delta
Find Deal
Sat, Nov 15 - Tue, Nov 18
Delta Logo
4:02 pm - 11:40 pmSGF-MDW
7h 38m1 stop
Delta Logo
12:47 pm - 6:18 pmMDW-SGF
5h 31m1 stop
$299Delta
Find Deal
Sat, Nov 15 - Tue, Nov 18
Delta Logo
4:02 pm - 11:40 pmSGF-MDW
7h 38m1 stop
Delta Logo
1:15 pm - 10:13 pmMDW-SGF
8h 58m2 stops
$304Delta
Find Deal
Sat, Nov 15 - Tue, Nov 18
Delta Logo
4:02 pm - 11:40 pmSGF-MDW
7h 38m1 stop
Delta Logo
6:00 am - 10:53 amMDW-SGF
4h 53m1 stop
$308Delta
Find Deal
Sat, Nov 22 - Mon, Nov 24
Allegiant Air Logo
5:55 pm - 9:32 amSGF-MDW
15h 37m1 stop
Allegiant Air Logo
3:14 pm - 8:03 amMDW-SGF
16h 49m2 stops
$944Allegiant Air
Find Deal
Fri, Nov 28 - Sun, Nov 30

Delta flights from Springfield to Chicago Midway Airport

Our best Delta deals on Springfield to Chicago Midway Airport flight tickets
Delta
Dec 12
SGF6:53 pmSpringfield-Branson
4h 54m
1 stop
MDW11:47 pmChicago Midway
Dec 14
MDW5:13 pmChicago Midway
5h 02m
1 stop
SGF10:15 pmSpringfield-Branson
$260
Find similar
Delta
Nov 15
SGF4:02 pmSpringfield-Branson
7h 38m
1 stop
MDW11:40 pmChicago Midway
Nov 18
MDW12:47 pmChicago Midway
5h 31m
1 stop
SGF6:18 pmSpringfield-Branson
$269
Find similar
Delta
Nov 15
SGF4:02 pmSpringfield-Branson
7h 38m
1 stop
MDW11:40 pmChicago Midway
Nov 18
MDW1:15 pmChicago Midway
8h 58m
2 stops
SGF10:13 pmSpringfield-Branson
$274
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Springfield 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 5, 2025.
Use the filters below to find and compare flights from Springfield to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Fri 12/12

6:53 pm-11:47 pm

1 stop4h 54m

Chicago Midway

Sun 12/14

5:13 pm-10:15 pm

1 stop5h 02m

$260

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Sat 11/15

4:02 pm-11:40 pm

1 stop7h 38m

Chicago Midway

Tue 11/18

12:47 pm-6:18 pm

1 stop5h 31m

$269

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Sat 11/15

4:02 pm-11:40 pm

1 stop7h 38m

Chicago Midway

Tue 11/18

1:15 pm-10:13 pm

2 stops8h 58m

$274

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Mon 12/1

6:58 pm-11:40 pm

1 stop4h 42m

Chicago Midway

Fri 12/5

6:00 am-10:50 am

1 stop4h 50m

$277

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Sat 11/22

4:02 pm-11:40 pm

1 stop7h 38m

Chicago Midway

Wed 11/26

12:47 pm-6:18 pm

1 stop5h 31m

$279

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Sat 11/15

6:00 am-6:18 pm

2 stops12h 18m

Chicago Midway

Tue 11/18

9:34 am-6:18 pm

2 stops8h 44m

$291

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Sat 11/15

4:02 pm-11:40 pm

1 stop7h 38m

Chicago Midway

Tue 11/18

12:47 pm-6:18 pm

1 stop5h 31m

$299

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Sat 11/15

4:02 pm-11:40 pm

1 stop7h 38m

Chicago Midway

Tue 11/18

1:15 pm-10:13 pm

2 stops8h 58m

$304

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Sat 11/22

4:02 pm-11:40 pm

1 stop7h 38m

Chicago Midway

Mon 11/24

6:00 am-10:53 am

1 stop4h 53m

$308

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Fri 11/28

5:55 pm-9:32 am

1 stop15h 37m

Chicago Midway

Sun 11/30

3:14 pm-8:03 am

2 stops16h 49m

$944

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 Springfield 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 airline that flies from Springfield-Branson to Chicago Midway?

Delta is the most popular carrier operating from Springfield-Branson to Chicago Midway

When to book flights from Springfield to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Springfield to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Springfield to Chicago Midway Airport (SGF to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Springfield to Chicago Midway Airport

Direct flights

None
There are no direct flights from Springfield to Chicago Midway Airport. There are no popular flight routes from Springfield to Chicago Midway Airport.
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  • How far is Springfield-Branson to Chicago Midway by plane?

    The distance between Springfield-Branson and Chicago Midway is about 432.4 mi. Flights usually cover this in 4h 39m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Springfield-Branson Airport to Chicago Midway Airport?

    Prices for flights from Springfield-Branson Airport to Chicago Midway Airport were last updated today.

  • How old do you have to be to fly from Springfield-Branson Airport to Chicago Midway Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Springfield-Branson Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

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 Springfield 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 Springfield.

Can I find flights from Springfield to Chicago with flexible booking policies on momondo?

All flight searches from Springfield to Chicago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Springfield to Chicago?

Once all potential Springfield 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 Springfield to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from Springfield. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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