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Midway

$171+ 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 6/14. Fares are subject to change and may not be available on all flights or dates of travel.
SGF — MDW
jun 1 — jun 81
mån 6/1
mån 6/8
1 adult, Economy
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Cheap 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 maj 2, 2026.

This Delta deal was found by Cheapflights users on 4/27. 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.
ons 6/106:00 am
SGF
-
MDW
1 stop6h 00m
Delta
ons 6/1711:05 am
MDW
-
SGF
1 stop7h 07m
Delta
Deal found 4/27$269
This Delta deal was found by Cheapflights users on 4/29. 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.
fre 5/293:22 pm
SGF
-
MDW
1 stop5h 47m
Delta
fre 6/55:08 pm
MDW
-
SGF
1 stop5h 11m
Delta
Deal found 4/29$284
This Delta deal was found by Cheapflights users on 4/29. 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.
fre 5/293:22 pm
SGF
-
MDW
1 stop5h 47m
Delta
ons 6/312:53 pm
MDW
-
SGF
1 stop5h 11m
Delta
Deal found 4/29$299
This Delta deal was found by Cheapflights users on 4/29. 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.
ons 5/203:22 pm
SGF
-
MDW
1 stop5h 47m
Delta
sön 5/246:23 am
MDW
-
SGF
1 stop5h 04m
Delta
Deal found 4/29$314
This Delta deal was found by Cheapflights users on 4/28. 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.
ons 5/276:05 am
SGF
-
MDW
1 stop5h 51m
Delta
ons 6/31:22 pm
MDW
-
SGF
2 stops8h 57m
Delta
Deal found 4/28$319
This Delta deal was found by Cheapflights users on 4/28. 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.
ons 5/133:22 pm
SGF
-
MDW
1 stop5h 47m
Delta
sön 5/1710:59 am
MDW
-
SGF
1 stop7h 07m
Delta
Deal found 4/28$329
This Delta deal was found by Cheapflights users on 4/28. 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.
lör 6/134:08 pm
SGF
-
MDW
1 stop6h 09m
Delta
tis 6/166:00 am
MDW
-
SGF
1 stop4h 52m
Delta
Deal found 4/28$344
This Delta deal was found by Cheapflights users on 4/29. 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.
ons 5/203:22 pm
SGF
-
MDW
1 stop5h 47m
Delta
lör 5/239:22 am
MDW
-
SGF
2 stops11h 54m
Delta
Deal found 4/29$349
This Delta deal was found by Cheapflights users on 5/1. 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.
ons 5/136:05 am
SGF
-
MDW
1 stop5h 51m
Delta
ons 5/206:23 am
MDW
-
SGF
1 stop5h 04m
Delta
Deal found 5/1$359
This Delta deal was found by Cheapflights users on 4/29. 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.
ons 5/206:52 pm
SGF
-
MDW
2 stops23h 41m
Delta
mån 5/256:23 am
MDW
-
SGF
1 stop5h 04m
Delta
Deal found 4/29$374
This Delta deal was found by Cheapflights users on 4/29. 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.
lör 5/94:00 pm
SGF
-
MDW
1 stop5h 09m
Delta
mån 5/115:10 pm
MDW
-
SGF
1 stop5h 09m
Delta
Deal found 4/29$389
This Delta deal was found by Cheapflights users on 4/29. 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.
lör 5/304:00 pm
SGF
-
MDW
1 stop5h 09m
Delta
tors 6/412:53 pm
MDW
-
SGF
1 stop5h 11m
Delta
Deal found 4/29$404

Find 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 maj 2, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$269
(Delta)

One-way from

$171
(Kiwi.com)

Popular in

October

Cheapest in

February

Average price

$278
Provider with most accurate pricing for Springfield-Branson-Chicago Midway flight deals.
Search Deals
Provider most trusted by Cheapflights users for Springfield-Branson-Chicago Midway flights.
Search Deals
From Springfield-Branson to Chicago Midway
Search Deals
One-way flight from Springfield-Branson to Chicago Midway
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($17 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals

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 maj 2, 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

ons 6/10

6:00 am-12:00 pm

1 stop6h 00m

Chicago Midway

ons 6/17

11:05 am-6:12 pm

1 stop7h 07m

$269

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

lör 5/30

4:00 pm-9:09 pm

1 stop5h 09m

Chicago Midway

lör 6/6

1:59 pm-10:19 pm

2 stops8h 20m

$409

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

tors 6/11

3:30 pm-10:17 pm

1 stop6h 47m

Chicago Midway

mån 6/15

5:11 pm-10:09 pm

1 stop4h 58m

$419

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

ons 5/27

3:22 pm-9:09 pm

1 stop5h 47m

Chicago Midway

fre 5/29

6:23 am-11:27 am

1 stop5h 04m

$507
Quickest round-trip

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

sön 5/31

3:22 pm-9:09 pm

1 stop5h 47m

Chicago Midway

sön 6/7

6:00 am-10:52 am

1 stop4h 52m

$544

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

tors 5/21

6:02 am-4:12 pm

1 stop10h 10m

Chicago Midway

mån 5/25

6:23 am-11:27 am

1 stop5h 04m

$627

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

fre 5/15

6:05 am-11:56 am

1 stop5h 51m

Chicago Midway

sön 5/17

10:59 am-6:06 pm

1 stop7h 07m

$634

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

tis 10/13

3:30 pm-9:45 pm

1 stop6h 15m

Chicago Midway

fre 10/16

5:25 pm-10:32 pm

1 stop5h 07m

$658

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

tis 5/19

6:52 pm-8:43 am

2 stops13h 51m

Chicago Midway

tors 5/21

6:23 am-11:27 am

1 stop5h 04m

$681

SpringfieldChicago

SGF - MDW

SGFMDW

Springfield-Branson

mån 10/12

11:40 am-6:37 pm

2 stops6h 57m

Chicago Midway

lör 10/17

1:00 pm-10:32 pm

2 stops9h 32m

$694

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/27

Showing 1-10 of 19 resultsSorted by cheapest first
1
2

Compare providers for flights from Springfield to Midway

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Springfield to Midway in May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Springfield-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Springfield-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Springfield-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Springfield-Chicago Midway Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Springfield-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 6h. Delta provides one of the quickest options available for as low as $269. 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.

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
Benton Harbor
Lansing
Merrillville
Hammond
Porter

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