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Cheap flights from Springfield to Chicago from $142

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 7/5. 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 Springfield to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
3:20 pm - 10:36 pm
SGF
-
MDW
7h 16m
1 stop
Delta Logo
5:10 pm - 10:21 pm
MDW
-
SGF
5h 11m
1 stop
$269Delta
Thu, Aug 6 - Wed, Aug 12
Delta Logo
3:20 pm - 10:36 pm
SGF
-
MDW
7h 16m
1 stop
Delta Logo
1:27 pm - 10:21 pm
MDW
-
SGF
8h 54m
2 stops
$274Delta
Thu, Aug 6 - Wed, Aug 12
Delta Logo
3:20 pm - 10:36 pm
SGF
-
MDW
7h 16m
1 stop
Delta Logo
5:10 pm - 10:21 pm
MDW
-
SGF
5h 11m
1 stop
$279Delta
Thu, Aug 6 - Wed, Aug 12
Delta Logo
3:20 pm - 10:36 pm
SGF
-
MDW
7h 16m
1 stop
Delta Logo
1:27 pm - 10:21 pm
MDW
-
SGF
8h 54m
2 stops
$284Delta
Thu, Aug 6 - Wed, Aug 12
Delta Logo
3:22 pm - 9:09 pm
SGF
-
MDW
5h 47m
1 stop
Delta Logo
5:12 pm - 10:19 pm
MDW
-
SGF
5h 07m
1 stop
$314Delta
Wed, May 20 - Tue, May 26
Delta Logo
6:00 am - 11:56 am
SGF
-
MDW
5h 56m
1 stop
Delta Logo
1:00 pm - 10:32 pm
MDW
-
SGF
9h 32m
2 stops
$319Delta
Thu, Nov 5 - Mon, Nov 9
Delta Logo
6:00 am - 11:56 am
SGF
-
MDW
5h 56m
1 stop
Delta Logo
5:25 pm - 10:32 pm
MDW
-
SGF
5h 07m
1 stop
$329Delta
Thu, Nov 5 - Mon, Nov 9
Delta Logo
3:20 pm - 10:36 pm
SGF
-
MDW
7h 16m
1 stop
Delta Logo
1:27 pm - 10:21 pm
MDW
-
SGF
8h 54m
2 stops
$334Delta
Thu, Aug 6 - Wed, Aug 12
Delta Logo
3:20 pm - 10:36 pm
SGF
-
MDW
7h 16m
1 stop
Delta Logo
10:54 am - 6:13 pm
MDW
-
SGF
7h 19m
1 stop
$340Delta
Thu, Aug 27 - Sun, Aug 30
Delta Logo
3:20 pm - 10:36 pm
SGF
-
MDW
7h 16m
1 stop
Delta Logo
1:27 pm - 10:21 pm
MDW
-
SGF
8h 54m
2 stops
$345Delta
Thu, Aug 27 - Sun, Aug 30

Delta flights from Springfield to Chicago Midway Airport

Our best Delta deals on Springfield to Chicago Midway Airport flight tickets
Delta
Aug 6
SGF3:20 pmSpringfield-Branson
7h 16m
1 stop
MDW10:36 pmChicago Midway
Aug 12
MDW5:10 pmChicago Midway
5h 11m
1 stop
SGF10:21 pmSpringfield-Branson
$269
Delta
Aug 6
SGF3:20 pmSpringfield-Branson
7h 16m
1 stop
MDW10:36 pmChicago Midway
Aug 12
MDW1:27 pmChicago Midway
8h 54m
2 stops
SGF10:21 pmSpringfield-Branson
$274
Delta
Aug 6
SGF3:20 pmSpringfield-Branson
7h 16m
1 stop
MDW10:36 pmChicago Midway
Aug 12
MDW5:10 pmChicago Midway
5h 11m
1 stop
SGF10:21 pmSpringfield-Branson
$279

Allegiant Air flights from Springfield to Chicago Midway Airport

Our best Allegiant Air deals on Springfield to Chicago Midway Airport flight tickets
Allegiant Air
Jun 14
SGF8:57 pmSpringfield-Branson
23h 36m
1 stop
MDW8:33 pmChicago Midway
Jul 17
MDW9:21 pmChicago Midway
11h 30m
1 stop
SGF8:51 amSpringfield-Branson
$409
Allegiant Air
Jun 14
SGF8:57 pmSpringfield-Branson
23h 36m
1 stop
MDW8:33 pmChicago Midway
Jul 16
MDW2:48 pmChicago Midway
28h 24m
2 stops
SGF7:12 pmSpringfield-Branson
$420
Allegiant Air
Jun 11
SGF8:57 pmSpringfield-Branson
23h 36m
1 stop
MDW8:33 pmChicago Midway
Jul 16
MDW2:48 pmChicago Midway
28h 24m
2 stops
SGF7:12 pmSpringfield-Branson
$426

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 May 10, 2026.
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

Cheapest round-trip

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Thu 8/6

3:20 pm-10:36 pm

1 stop7h 16m

Chicago Midway

Wed 8/12

5:10 pm-10:21 pm

1 stop5h 11m

$269

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Thu 8/6

3:20 pm-10:36 pm

1 stop7h 16m

Chicago Midway

Wed 8/12

1:27 pm-10:21 pm

2 stops8h 54m

$274

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Thu 8/6

3:20 pm-10:36 pm

1 stop7h 16m

Chicago Midway

Wed 8/12

5:10 pm-10:21 pm

1 stop5h 11m

$279

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Thu 8/6

3:20 pm-10:36 pm

1 stop7h 16m

Chicago Midway

Wed 8/12

1:27 pm-10:21 pm

2 stops8h 54m

$284
Quickest round-trip

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Wed 5/20

3:22 pm-9:09 pm

1 stop5h 47m

Chicago Midway

Tue 5/26

5:12 pm-10:19 pm

1 stop5h 07m

$314

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Thu 11/5

6:00 am-11:56 am

1 stop5h 56m

Chicago Midway

Mon 11/9

1:00 pm-10:32 pm

2 stops9h 32m

$319

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Thu 11/5

6:00 am-11:56 am

1 stop5h 56m

Chicago Midway

Mon 11/9

5:25 pm-10:32 pm

1 stop5h 07m

$329

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Thu 8/6

3:20 pm-10:36 pm

1 stop7h 16m

Chicago Midway

Wed 8/12

1:27 pm-10:21 pm

2 stops8h 54m

$334

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Thu 8/27

3:20 pm-10:36 pm

1 stop7h 16m

Chicago Midway

Sun 8/30

10:54 am-6:13 pm

1 stop7h 19m

$340

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Thu 8/27

3:20 pm-10:36 pm

1 stop7h 16m

Chicago Midway

Sun 8/30

1:27 pm-10:21 pm

2 stops8h 54m

$345

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?

Allegiant Air and Delta are the most popular carriers 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 47m

Direct flights

None
The fastest flight from Springfield to Chicago Midway Airport takes 5h 47m
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

Frequently asked questions about flying from Springfield to Chicago Midway Airport

  • 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 47m, 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
Saint Joseph
Benton Harbor
Portage
Lansing
Valparaiso
Munster
Schererville
Crown Point
Monticello
Chesterton
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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