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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 4/14. 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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0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
5:32 pm - 10:31 pm
SGF
-
MDW
4h 59m
1 stop
Delta Logo
6:00 am - 11:08 am
MDW
-
SGF
5h 08m
1 stop
$209Delta
Wed, Mar 4 - Wed, Mar 11
Delta Logo
5:32 pm - 10:31 pm
SGF
-
MDW
4h 59m
1 stop
Delta Logo
9:35 am - 6:11 pm
MDW
-
SGF
8h 36m
2 stops
$214Delta
Wed, Mar 4 - Wed, Mar 11
Delta Logo
3:56 pm - 10:31 pm
SGF
-
MDW
6h 35m
1 stop
Delta Logo
12:47 pm - 6:11 pm
MDW
-
SGF
5h 24m
1 stop
$254Delta
Thu, Mar 19 - Tue, Mar 31
Delta Logo
3:56 pm - 10:31 pm
SGF
-
MDW
6h 35m
1 stop
Delta Logo
9:30 am - 6:11 pm
MDW
-
SGF
8h 41m
2 stops
$259Delta
Thu, Mar 19 - Tue, Mar 31
Delta Logo
5:32 pm - 10:31 pm
SGF
-
MDW
4h 59m
1 stop
Delta Logo
10:49 am - 4:47 pm
MDW
-
SGF
5h 58m
1 stop
$269Delta
Thu, Feb 19 - Mon, Feb 23
Delta Logo
5:32 pm - 10:31 pm
SGF
-
MDW
4h 59m
1 stop
Delta Logo
6:00 am - 11:20 am
MDW
-
SGF
5h 20m
1 stop
$294Delta
Thu, Feb 26 - Sun, Mar 1
Delta Logo
5:32 pm - 10:31 pm
SGF
-
MDW
4h 59m
1 stop
Delta Logo
1:29 pm - 9:47 pm
MDW
-
SGF
8h 18m
2 stops
$299Delta
Fri, Feb 27 - Mon, Mar 2
Delta Logo
5:32 pm - 10:33 pm
SGF
-
MDW
5h 01m
1 stop
Delta Logo
9:34 am - 4:47 pm
MDW
-
SGF
7h 13m
2 stops
$302Delta
Tue, Mar 3 - Thu, Mar 5
Delta Logo
12:00 pm - 5:45 pm
SGF
-
MDW
5h 45m
1 stop
Delta Logo
6:00 am - 11:20 am
MDW
-
SGF
5h 20m
1 stop
$309Delta
Wed, Feb 25 - Sun, Mar 1
Delta Logo
3:22 pm - 9:09 pm
SGF
-
MDW
5h 47m
1 stop
Delta Logo
12:51 pm - 6:06 pm
MDW
-
SGF
5h 15m
1 stop
$328Delta
Mon, May 11 - Wed, May 13

Delta flights from Springfield to Chicago Midway Airport

Our best Delta deals on Springfield to Chicago Midway Airport flight tickets
Delta
Mar 4
SGF5:32 pmSpringfield-Branson
4h 59m
1 stop
MDW10:31 pmChicago Midway
Mar 11
MDW6:00 amChicago Midway
5h 08m
1 stop
SGF11:08 amSpringfield-Branson
$209
Delta
Mar 4
SGF5:32 pmSpringfield-Branson
4h 59m
1 stop
MDW10:31 pmChicago Midway
Mar 11
MDW9:35 amChicago Midway
8h 36m
2 stops
SGF6:11 pmSpringfield-Branson
$214
Delta
Mar 19
SGF3:56 pmSpringfield-Branson
6h 35m
1 stop
MDW10:31 pmChicago Midway
Mar 31
MDW12:47 pmChicago Midway
5h 24m
1 stop
SGF6:11 pmSpringfield-Branson
$254

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 February 7, 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

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Wed 3/4

5:32 pm-10:31 pm

1 stop4h 59m

Chicago Midway

Wed 3/11

6:00 am-11:08 am

1 stop5h 08m

$209

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Wed 3/4

5:32 pm-10:31 pm

1 stop4h 59m

Chicago Midway

Wed 3/11

9:35 am-6:11 pm

2 stops8h 36m

$214

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Thu 3/19

3:56 pm-10:31 pm

1 stop6h 35m

Chicago Midway

Tue 3/31

12:47 pm-6:11 pm

1 stop5h 24m

$254

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Thu 3/19

3:56 pm-10:31 pm

1 stop6h 35m

Chicago Midway

Tue 3/31

9:30 am-6:11 pm

2 stops8h 41m

$259

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Thu 2/19

5:32 pm-10:31 pm

1 stop4h 59m

Chicago Midway

Mon 2/23

10:49 am-4:47 pm

1 stop5h 58m

$269

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Thu 2/26

5:32 pm-10:31 pm

1 stop4h 59m

Chicago Midway

Sun 3/1

6:00 am-11:20 am

1 stop5h 20m

$294

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Fri 2/27

5:32 pm-10:31 pm

1 stop4h 59m

Chicago Midway

Mon 3/2

1:29 pm-9:47 pm

2 stops8h 18m

$299

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Tue 3/3

5:32 pm-10:33 pm

1 stop5h 01m

Chicago Midway

Thu 3/5

9:34 am-4:47 pm

2 stops7h 13m

$302

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Wed 2/25

12:00 pm-5:45 pm

1 stop5h 45m

Chicago Midway

Sun 3/1

6:00 am-11:20 am

1 stop5h 20m

$309

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Mon 5/11

3:22 pm-9:09 pm

1 stop5h 47m

Chicago Midway

Wed 5/13

12:51 pm-6:06 pm

1 stop5h 15m

$328

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

Fastest flight time

4h 59m

Direct flights

None
The fastest flight from Springfield to Chicago Midway Airport takes 4h 59m
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 4h 59m, 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
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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