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$195+ Cheap flights from Springfield (SGF) to Midway (MDW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/7. Fares are subject to change and may not be available on all flights or dates of travel.
SGF — MDW
Aug 23 — Aug 301
Sat 8/23
Sat 8/30
1 adult, Economy
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Cheap flight deals from Springfield to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Springfield (SGF) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 18, 2025.

Round-trip from

$270
(Kiwi.com)

One-way from

$195
(Kiwi.com)

Popular in

January

Cheapest in

February

Average price

$253
From Springfield-Branson to Chicago Midway
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One-way flight from Springfield-Branson to Chicago Midway
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Highest demand for flights based on searches. 15% potential increase in price ($51 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($20 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Springfield to Midway

Cheapest flights from Springfield to Midway
Explore the most affordable flight options available from Springfield to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 18, 2025.

This Kiwi.com deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/119:29 amSGF - MDW
2 stops21h 42mMultiple Airlines
Mon 9/156:21 amMDW - SGF
1 stop28h 08mMultiple Airlines
Deal found 8/16$270
This Delta deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/303:54 pmSGF - MDW
1 stop5h 18mDelta
Sat 9/66:00 amMDW - SGF
1 stop4h 56mDelta
Deal found 8/16$274
This Delta deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/253:30 pmSGF - MDW
1 stop6h 14mDelta
Tue 12/26:00 amMDW - SGF
1 stop5h 07mDelta
Deal found 8/16$294
This Delta deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/223:30 pmSGF - MDW
1 stop6h 14mDelta
Mon 11/241:00 pmMDW - SGF
2 stops9h 32mDelta
Deal found 8/16$299
This Delta deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/166:00 amSGF - MDW
1 stop5h 55mDelta
Tue 11/185:25 pmMDW - SGF
1 stop5h 07mDelta
Deal found 8/16$338
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/46:00 amSGF - MDW
1 stop5h 55mDelta
Mon 12/85:25 pmMDW - SGF
1 stop5h 07mDelta
Deal found 8/17$345
This Delta deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/26:00 amSGF - MDW
1 stop5h 48mDelta
Sat 10/46:00 amMDW - SGF
1 stop4h 59mDelta
Deal found 8/18$379

Cheapflights Fare Finder

 
Customize your flight search to find flights from Springfield to Midway 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, Cheapflights users made 2,558,603 searches. Data last updated August 18, 2025.
Use the filters below to find and compare flights from Springfield to Chicago Midway Airport that are best for you.

Fly from

Springfield

Fly to

Midway

Route

Depart

Return

Price

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Thu 9/11

9:29 am-7:11 am

2 stops21h 42m

Chicago Midway

Mon 9/15

6:21 am-10:29 am

1 stop28h 08m

$270

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Sat 8/30

3:54 pm-9:12 pm

1 stop5h 18m

Chicago Midway

Sat 9/6

6:00 am-10:56 am

1 stop4h 56m

$274

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Thu 10/2

3:04 pm-12:44 pm

1 stop21h 40m

Chicago Midway

Sun 10/5

4:46 pm-6:46 pm

1 stop26h 00m

$286

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Thu 12/4

6:00 am-11:55 am

1 stop5h 55m

Chicago Midway

Tue 12/9

5:25 pm-10:32 pm

1 stop5h 07m

$294

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Tue 11/25

3:30 pm-9:44 pm

1 stop6h 14m

Chicago Midway

Tue 12/2

6:00 am-11:07 am

1 stop5h 07m

$294

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Sat 11/22

3:30 pm-9:44 pm

1 stop6h 14m

Chicago Midway

Mon 11/24

1:00 pm-10:32 pm

2 stops9h 32m

$299

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Sun 9/7

9:29 am-7:00 pm

2 stops33h 31m

$195

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Mon 9/15

10:05 pm-3:58 pm

2 stops41h 53m

$198

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Mon 9/22

10:05 pm-3:58 pm

2 stops41h 53m

$204

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

Mon 9/22

4:13 pm-9:36 pm

1 stop5h 23m

$250

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/16

Showing 1-10 of 14 results
1
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Best time to book a flight from Springfield to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Springfield with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Related info for your journey

Find useful and relevant information for your journey from Springfield to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Springfield to Chicago Midway?

    Most people fly from Springfield-Branson (SGF) if they book a flight from Springfield to Chicago Midway. On average, Springfield-Branson has 0 outbound flights to Chicago Midway per day from 0 airlines. Springfield-Branson is conveniently located just 5.3 mi from Springfield’s city center.

  • How long is the flight from Springfield to Chicago Midway Airport?

    A quick flight from Springfield to Chicago Midway Airport can take about 5h 18m. Delta provides one of the quickest options available for as low as $274. The distance from Springfield to Chicago Midway Airport is about 434 mi.

  • Can I find deals for flights from Springfield to Midway that include hotel bookings?

    Yes. In addition to deals on Springfield to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Springfield to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Springfield to Midway.

  • Can I find deals for business class flights from Springfield to Midway?

    Yes. Cheapflights offers flight deals from Springfield to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Springfield to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Springfield to Chicago Midway Airport (average of $160). Flying from Springfield to Chicago Midway Airport in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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