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Cheap flights from Springfield to Chicago from $149

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 2/25. 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
0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
5:00 pm - 10:07 pm
SGF
-
MDW
5h 07m1 stop
Delta Logo
11:21 am - 4:15 pm
MDW
-
SGF
4h 54m1 stop
$369Delta
Fri, Jan 9 - Sun, Jan 11
Delta Logo
5:00 pm - 10:07 pm
SGF
-
MDW
5h 07m1 stop
Delta Logo
9:32 am - 4:15 pm
MDW
-
SGF
6h 43m2 stops
$374Delta
Fri, Jan 9 - Sun, Jan 11
Delta Logo
5:03 pm - 10:22 pm
SGF
-
MDW
5h 19m1 stop
Delta Logo
11:21 am - 4:15 pm
MDW
-
SGF
4h 54m1 stop
$629Delta
Sat, Jan 3 - Tue, Jan 6
Delta Logo
5:03 pm - 10:22 pm
SGF
-
MDW
5h 19m1 stop
Delta Logo
9:32 am - 4:15 pm
MDW
-
SGF
6h 43m2 stops
$634Delta
Sat, Jan 3 - Tue, Jan 6
Delta Logo
6:10 am - 5:26 pm
SGF
-
MDW
11h 16m2 stops
Delta Logo
9:32 am - 4:15 pm
MDW
-
SGF
6h 43m2 stops
$839Delta
Sat, Jan 3 - Tue, Jan 6

Delta flights from Springfield to Chicago Midway Airport

Our best Delta deals on Springfield to Chicago Midway Airport flight tickets
Delta
Dec 24
SGF6:00 amSpringfield-Branson
11h 26m
2 stops
MDW5:26 pmChicago Midway
Dec 31
MDW3:29 pmChicago Midway
5h 50m
1 stop
SGF9:19 pmSpringfield-Branson
$282
Find similar
Delta
Dec 24
SGF6:00 amSpringfield-Branson
11h 26m
2 stops
MDW5:26 pmChicago Midway
Dec 31
MDW3:29 pmChicago Midway
5h 50m
1 stop
SGF9:19 pmSpringfield-Branson
$324
Find similar
Delta
Jan 9
SGF5:00 pmSpringfield-Branson
5h 07m
1 stop
MDW10:07 pmChicago Midway
Jan 11
MDW11:21 amChicago Midway
4h 54m
1 stop
SGF4:15 pmSpringfield-Branson
$369
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 December 22, 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 1/9

5:00 pm-10:07 pm

1 stop5h 07m

Chicago Midway

Sun 1/11

11:21 am-4:15 pm

1 stop4h 54m

$369

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Fri 1/9

5:00 pm-10:07 pm

1 stop5h 07m

Chicago Midway

Sun 1/11

9:32 am-4:15 pm

2 stops6h 43m

$374

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Sat 1/3

5:03 pm-10:22 pm

1 stop5h 19m

Chicago Midway

Tue 1/6

11:21 am-4:15 pm

1 stop4h 54m

$629

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Sat 1/3

5:03 pm-10:22 pm

1 stop5h 19m

Chicago Midway

Tue 1/6

9:32 am-4:15 pm

2 stops6h 43m

$634

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Sat 1/3

6:10 am-5:26 pm

2 stops11h 16m

Chicago Midway

Tue 1/6

9:32 am-4:15 pm

2 stops6h 43m

$839

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Wed 2/25

5:32 pm-10:31 pm

1 stop4h 59m

$149

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Sun 4/19

3:46 pm-10:29 pm

1 stop6h 43m

$210

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Sat 1/10

6:00 am-10:32 am

1 stop4h 32m

$250

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Sat 1/10

6:00 am-4:16 pm

2 stops10h 16m

$355

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Sun 4/19

6:00 am-6:45 pm

2 stops12h 45m

$806

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 11 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

Fastest flight time

5h 00m

Direct flights

None
The fastest flight from Springfield to Chicago Midway Airport takes 5h 00m
There are no direct flights from Springfield to Chicago Midway Airport. There are no popular flight routes from Springfield to Chicago Midway Airport.
Search flight deals

  • 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 5h 00m, 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
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 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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