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Cheap flights from Springfield to Chicago from $232

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 8/28. 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
1 adult, Economy, 0 bags

Find the cheapest flights from Springfield to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
4:00 pm - 10:33 pmSGF  Springfield-Branson-MDW Chicago Midway
6h 33m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 10:54 amMDW  Chicago Midway-SGF Springfield-Branson
4h 54m1 stop Atlanta Hartsfield-Jackson
$279Delta
Sat, Nov 7 - Mon, Nov 9
Delta Logo
5:34 pm - 10:44 pmSGF  Springfield-Branson-MDW Chicago Midway
5h 10m1 stop Atlanta Hartsfield-Jackson
Delta Logo
10:59 am - 4:52 pmMDW  Chicago Midway-SGF Springfield-Branson
5h 53m1 stop Atlanta Hartsfield-Jackson
$279Delta
Mon, Sep 28 - Wed, Oct 7
Delta Logo
4:00 pm - 10:33 pmSGF  Springfield-Branson-MDW Chicago Midway
6h 33m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 10:54 amMDW  Chicago Midway-SGF Springfield-Branson
4h 54m1 stop Atlanta Hartsfield-Jackson
$279Delta
Thu, Nov 5 - Mon, Nov 9
Delta Logo
6:00 am - 12:47 pmSGF  Springfield-Branson-MDW Chicago Midway
6h 47m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County
Delta Logo
6:00 am - 10:54 amMDW  Chicago Midway-SGF Springfield-Branson
4h 54m1 stop Atlanta Hartsfield-Jackson
$284Delta
Thu, Nov 5 - Mon, Nov 9
Delta Logo
11:46 am - 4:14 pmSGF  Springfield-Branson-MDW Chicago Midway
4h 28m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 10:54 amMDW  Chicago Midway-SGF Springfield-Branson
4h 54m1 stop Atlanta Hartsfield-Jackson
$294Delta
Thu, Dec 3 - Sun, Dec 6
Delta Logo
6:06 am - 11:51 amSGF  Springfield-Branson-MDW Chicago Midway
5h 45m1 stop Atlanta Hartsfield-Jackson
Delta Logo
10:48 am - 4:54 pmMDW  Chicago Midway-SGF Springfield-Branson
6h 06m1 stop Atlanta Hartsfield-Jackson
$294Delta
Tue, Aug 25 - Fri, Oct 2
Delta Logo
5:38 pm - 10:56 pmSGF  Springfield-Branson-MDW Chicago Midway
5h 18m1 stop Atlanta Hartsfield-Jackson
Delta Logo
11:28 am - 4:52 pmMDW  Chicago Midway-SGF Springfield-Branson
5h 24m1 stop Atlanta Hartsfield-Jackson
$294Delta
Fri, Nov 20 - Mon, Nov 23
Delta Logo
6:06 am - 11:51 amSGF  Springfield-Branson-MDW Chicago Midway
5h 45m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:11 pm - 10:08 pmMDW  Chicago Midway-SGF Springfield-Branson
4h 57m1 stop Atlanta Hartsfield-Jackson
$294Delta
Tue, Aug 25 - Tue, Sep 29
Delta Logo
3:20 pm - 10:36 pmSGF  Springfield-Branson-MDW Chicago Midway
7h 16m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:11 pm - 10:08 pmMDW  Chicago Midway-SGF Springfield-Branson
4h 57m1 stop Atlanta Hartsfield-Jackson
$294Delta
Wed, Aug 26 - Tue, Sep 29
Delta Logo
3:20 pm - 10:36 pmSGF  Springfield-Branson-MDW Chicago Midway
7h 16m1 stop Atlanta Hartsfield-Jackson
Delta Logo
10:48 am - 4:54 pmMDW  Chicago Midway-SGF Springfield-Branson
6h 06m1 stop Atlanta Hartsfield-Jackson
$294Delta
Wed, Aug 26 - Fri, Oct 2

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Delta flights from Springfield to Chicago Midway Airport

Our best Delta deals on Springfield to Chicago Midway Airport flight tickets
Delta
Sep 28
SGF5:34 pmSpringfield-Branson
5h 10m
1 stop
MDW10:44 pmChicago Midway
Oct 7
MDW10:59 amChicago Midway
5h 53m
1 stop
SGF4:52 pmSpringfield-Branson
$279
Delta
Nov 5
SGF6:00 amSpringfield-Branson
6h 47m
2 stops
MDW12:47 pmChicago Midway
Nov 9
MDW6:00 amChicago Midway
4h 54m
1 stop
SGF10:54 amSpringfield-Branson
$284
Delta
Aug 25
SGF6:06 amSpringfield-Branson
5h 45m
1 stop
MDW11:51 amChicago Midway
Oct 2
MDW10:48 amChicago Midway
6h 06m
1 stop
SGF4:54 pmSpringfield-Branson
$294

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 August 15, 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 Springfield-Branson - MDW Chicago Midway

SGFMDW

Springfield-Branson

Sat 11/7

4:00 pm-10:33 pm

1 stop6h 33m

Chicago Midway

Mon 11/9

6:00 am-10:54 am

1 stop4h 54m

$279

SpringfieldChicago

SGF Springfield-Branson - MDW Chicago Midway

SGFMDW

Springfield-Branson

Mon 9/28

5:34 pm-10:44 pm

1 stop5h 10m

Chicago Midway

Wed 10/7

10:59 am-4:52 pm

1 stop5h 53m

$279

SpringfieldChicago

SGF Springfield-Branson - MDW Chicago Midway

SGFMDW

Springfield-Branson

Thu 11/5

4:00 pm-10:33 pm

1 stop6h 33m

Chicago Midway

Mon 11/9

6:00 am-10:54 am

1 stop4h 54m

$279

SpringfieldChicago

SGF Springfield-Branson - MDW Chicago Midway

SGFMDW

Springfield-Branson

Thu 11/5

6:00 am-12:47 pm

2 stops6h 47m

Chicago Midway

Mon 11/9

6:00 am-10:54 am

1 stop4h 54m

$284
Quickest round-trip

SpringfieldChicago

SGF Springfield-Branson - MDW Chicago Midway

SGFMDW

Springfield-Branson

Thu 12/3

11:46 am-4:14 pm

1 stop4h 28m

Chicago Midway

Sun 12/6

6:00 am-10:54 am

1 stop4h 54m

$294

SpringfieldChicago

SGF Springfield-Branson - MDW Chicago Midway

SGFMDW

Springfield-Branson

Tue 8/25

6:06 am-11:51 am

1 stop5h 45m

Chicago Midway

Fri 10/2

10:48 am-4:54 pm

1 stop6h 06m

$294

SpringfieldChicago

SGF Springfield-Branson - MDW Chicago Midway

SGFMDW

Springfield-Branson

Fri 11/20

5:38 pm-10:56 pm

1 stop5h 18m

Chicago Midway

Mon 11/23

11:28 am-4:52 pm

1 stop5h 24m

$294

SpringfieldChicago

SGF Springfield-Branson - MDW Chicago Midway

SGFMDW

Springfield-Branson

Tue 8/25

6:06 am-11:51 am

1 stop5h 45m

Chicago Midway

Tue 9/29

5:11 pm-10:08 pm

1 stop4h 57m

$294

SpringfieldChicago

SGF Springfield-Branson - MDW Chicago Midway

SGFMDW

Springfield-Branson

Wed 8/26

3:20 pm-10:36 pm

1 stop7h 16m

Chicago Midway

Tue 9/29

5:11 pm-10:08 pm

1 stop4h 57m

$294

SpringfieldChicago

SGF Springfield-Branson - MDW Chicago Midway

SGFMDW

Springfield-Branson

Wed 8/26

3:20 pm-10:36 pm

1 stop7h 16m

Chicago Midway

Fri 10/2

10:48 am-4:54 pm

1 stop6h 06m

$294

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 19 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

4h 28m

Direct flights

None
The fastest flight from Springfield to Chicago Midway Airport takes 4h 28m
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 4h 28m, 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
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Schererville
Munster
Chesterton
Monticello
Crown Point
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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