$214+ Cheap flights from South Dakota to Midway (MDW)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/2. Fares are subject to change and may not be available on all flights or dates of travel.
FSD — MDW
Oct 10 — Oct 171
Round-trip
1 adult, Economy
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Find cheap flights from South Dakota to Midway with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from South Dakota to MidwayExplore the most affordable flight options available from South Dakota to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 10, 2026.
Explore the most affordable flight options available from South Dakota to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 10, 2026.
This Delta deal was found by Cheapflights users on 9/10. 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 10/18:23 am -
1 stop4h 57m
Tue 10/65:31 pm -
1 stop5h 51m
Deal found 9/10![Delta logo]()
$299
This Delta deal was found by Cheapflights users on 9/9. 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 10/316:39 am -
1 stop4h 08m
Mon 11/212:27 pm -
1 stop4h 31m
Deal found 9/9![Delta logo]()
$310
This Delta deal was found by Cheapflights users on 9/5. 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.
Fri 12/411:01 am -
1 stop5h 49m
Mon 12/712:39 pm -
1 stop6h 36m
Deal found 9/5![Delta logo]()
$319
This Delta deal was found by Cheapflights users on 9/6. 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 10/135:10 am -
1 stop3h 34m
Sat 10/1710:12 am -
1 stop5h 48m
Deal found 9/6![Delta logo]()
$334
This Delta deal was found by Cheapflights users on 9/6. 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.
Fri 10/1611:00 am -
1 stop5h 47m
Sat 10/1710:12 am -
1 stop5h 48m
Deal found 9/6![Delta logo]()
$349
This Delta deal was found by Cheapflights users on 9/10. 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.
Fri 12/411:21 am -
1 stop4h 29m
Tue 12/812:39 pm -
1 stop4h 14m
Deal found 9/10![Delta logo]()
$360
This Delta deal was found by Cheapflights users on 9/5. 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 12/511:01 am -
1 stop5h 49m
Mon 12/712:39 pm -
1 stop3h 41m
Deal found 9/5![Delta logo]()
$384
This Delta deal was found by Cheapflights users on 9/6. 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 10/135:10 am -
1 stop3h 34m
Tue 10/2010:12 am -
1 stop13h 10m
Deal found 9/6![Delta logo]()
$393
This Delta deal was found by Cheapflights users on 9/6. 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 10/135:10 am -
1 stop3h 34m
Wed 10/219:29 am -
2 stops13h 53m
Deal found 9/6![Delta logo]()
$398
This Delta deal was found by Cheapflights users on 9/6. 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.
Wed 10/145:10 am -
1 stop3h 34m
Sat 10/1710:12 am -
1 stop5h 48m
Deal found 9/6![Delta logo]()
$399
This Delta deal was found by Cheapflights users on 9/10. 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.
Wed 9/3010:42 am -
1 stop6h 37m
Sat 10/39:59 am -
1 stop6h 52m
Deal found 9/10![Delta logo]()
$402
This Delta deal was found by Cheapflights users on 9/6. 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.
Fri 10/1611:00 am -
1 stop5h 47m
Wed 10/2110:12 am -
1 stop13h 10m
Deal found 9/6![Delta logo]()
$408
Best flights from South Dakota to MidwayDiscover carefully curated flight deals from South Dakota to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 10, 2026.
Discover carefully curated flight deals from South Dakota to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 10, 2026.
This Delta deal was found by Cheapflights users on 9/9. 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 1/711:30 am -
1 stop4h 20m
Sat 1/95:35 pm -
1 stop6h 04m
Deal found 9/9![Delta logo]()
$310
This Delta deal was found by Cheapflights users on 9/6. 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 10/135:10 am -
1 stop3h 34m
Tue 10/2010:12 am -
1 stop13h 10m
Deal found 9/6![Delta logo]()
$393
This Delta deal was found by Cheapflights users on 9/6. 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.
Fri 10/1611:00 am -
1 stop5h 47m
Tue 10/2010:12 am -
1 stop9h 20m
Deal found 9/6![Delta logo]()
$408
This Delta deal was found by Cheapflights users on 9/7. 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.
Fri 10/306:39 am -
1 stop4h 08m
Mon 11/212:27 pm -
1 stop4h 31m
Deal found 9/7![Delta logo]()
$422
This Delta deal was found by Cheapflights users on 9/6. 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 10/135:10 am -
1 stop3h 34m
Fri 10/165:31 pm -
1 stop18h 38m
Deal found 9/6![Delta logo]()
$483
This Delta deal was found by Cheapflights users on 9/5. 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 12/105:02 am -
1 stop3h 53m
Sun 12/1310:24 am -
1 stop5h 56m
Deal found 9/5![Delta logo]()
$484
This Delta deal was found by Cheapflights users on 9/7. 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.
Fri 12/48:27 am -
2 stops9h 34m
Mon 12/712:39 pm -
1 stop6h 36m
Deal found 9/7![Delta logo]()
$504
This Delta deal was found by Cheapflights users on 9/7. 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 10/15:05 am -
1 stop3h 43m
Mon 10/57:13 pm -
1 stop3h 38m
Deal found 9/7![Delta logo]()
$514
This Delta deal was found by Cheapflights users on 9/10. 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 10/135:10 am -
1 stop3h 34m
Sat 10/1710:12 am -
1 stop5h 48m
Deal found 9/10![Delta logo]()
$533
This Delta deal was found by Cheapflights users on 9/7. 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.
Wed 10/216:39 am -
1 stop4h 08m
Sun 10/255:31 pm -
1 stop5h 59m
Deal found 9/7![Delta logo]()
$552
This Delta deal was found by Cheapflights users on 9/5. 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.
Fri 1/110:57 am -
1 stop6h 27m
Tue 1/59:30 am -
2 stops6h 20m
Deal found 9/5![Delta logo]()
$569
This Delta deal was found by Cheapflights users on 9/9. 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 10/316:39 am -
2 stops10h 21m
Mon 11/212:27 pm -
1 stop4h 31m
Deal found 9/9![Delta logo]()
$584
This Delta deal was found by Cheapflights users on 9/5. 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 10/108:30 am -
1 stop3h 17m
Sat 10/105:31 pm -
1 stop5h 32m
Deal found 9/5![Delta logo]()
$588
This Delta deal was found by Cheapflights users on 9/9. 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 10/171:00 pm -
1 stop3h 47m
Tue 10/201:27 pm -
2 stops6h 05m
Deal found 9/9![Delta logo]()
$599
This Delta deal was found by Cheapflights users on 9/10. 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.
Fri 12/411:21 am -
1 stop4h 29m
Sun 12/69:37 am -
2 stops7h 16m
Deal found 9/10![Delta logo]()
$644
This Delta deal was found by Cheapflights users on 9/8. 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.
Wed 9/236:48 am -
2 stops10h 45m
Sun 9/277:13 pm -
1 stop4h 05m
Deal found 9/8![Delta logo]()
$744
This Delta deal was found by Cheapflights users on 9/8. 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.
Fri 10/236:34 am -
1 stop5h 13m
Mon 10/265:31 pm -
1 stop3h 56m
Deal found 9/8![Delta logo]()
$804
Last-minute flights from South Dakota to MidwayDiscover last-minute flight deals from South Dakota to Midway. Data last updated September 10, 2026 and is based on user searches.
Discover last-minute flight deals from South Dakota to Midway. Data last updated September 10, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 9/10. 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.
Wed 9/3010:42 am -
1 stop6h 37m
Sat 10/39:59 am -
1 stop6h 52m
Deal found 9/10![Delta logo]()
$402
This Delta deal was found by Cheapflights users on 9/10. 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 10/18:23 am -
1 stop4h 57m
Tue 10/65:31 pm -
1 stop5h 51m
Deal found 9/10![Delta logo]()
$299
This Delta deal was found by Cheapflights users on 9/6. 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 10/135:10 am -
1 stop3h 34m
Sat 10/1710:12 am -
1 stop5h 48m
Deal found 9/6![Delta logo]()
$334
This Delta deal was found by Cheapflights users on 9/6. 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 10/135:10 am -
1 stop3h 34m
Tue 10/2010:12 am -
1 stop13h 10m
Deal found 9/6![Delta logo]()
$393
This Delta deal was found by Cheapflights users on 9/6. 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 10/135:10 am -
1 stop3h 34m
Wed 10/219:29 am -
2 stops13h 53m
Deal found 9/6![Delta logo]()
$398
This Delta deal was found by Cheapflights users on 9/6. 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.
Wed 10/145:10 am -
1 stop3h 34m
Sat 10/1710:12 am -
1 stop5h 48m
Deal found 9/6![Delta logo]()
$399
This Delta deal was found by Cheapflights users on 9/6. 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.
Fri 10/1611:00 am -
1 stop5h 47m
Sat 10/1710:12 am -
1 stop5h 48m
Deal found 9/6![Delta logo]()
$349
This Delta deal was found by Cheapflights users on 9/6. 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.
Fri 10/1611:00 am -
1 stop5h 47m
Wed 10/2110:12 am -
1 stop13h 10m
Deal found 9/6![Delta logo]()
$408
This deal was found by Cheapflights users on 9/7. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/171:00 pm -
1 stop3h 47m
Mon 10/195:31 pm -
1 stop5h 51m
Deal found 9/7![Delta logo]()
$319
This Delta deal was found by Cheapflights users on 9/9. 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 10/171:00 pm -
1 stop3h 47m
Tue 10/2010:12 am -
1 stop5h 48m
Deal found 9/9![Delta logo]()
$428
This Delta deal was found by Cheapflights users on 9/7. 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.
Fri 10/306:39 am -
1 stop4h 08m
Mon 11/212:27 pm -
1 stop4h 31m
Deal found 9/7![Delta logo]()
$422
This Delta deal was found by Cheapflights users on 9/9. 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 10/316:39 am -
1 stop4h 08m
Mon 11/212:27 pm -
1 stop4h 31m
Deal found 9/9![Delta logo]()
$310
One-way flights from South Dakota to MidwaySearch for one-way flight options from South Dakota to Midway. Find affordable one-way fares based on user searches. Data last updated September 10, 2026.
Search for one-way flight options from South Dakota to Midway. Find affordable one-way fares based on user searches. Data last updated September 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/7. 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.
Fri 10/28:52 pm -
2 stops20h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Frontier logo]()
$214
This Kiwi.com deal was found by Cheapflights users on 9/7. 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.
Fri 9/258:52 pm -
2 stops20h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Frontier logo]()
$274
This Delta deal was found by Cheapflights users on 9/7. 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 10/15:05 am -
1 stop3h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Delta logo]()
$279
This Delta deal was found by Cheapflights users on 9/8. 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.
Fri 10/1611:29 am -
1 stop4h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Delta logo]()
$289
This Kiwi.com deal was found by Cheapflights users on 9/6. 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.
Sun 10/115:35 pm -
3 stops44h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Multiple Airlines logo]()
$300
This Kiwi.com deal was found by Cheapflights users on 9/6. 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 11/2611:03 am -
3 stops31h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Multiple Airlines logo]()
$311
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Sun 10/43:50 pm -
3 stops48h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Multiple Airlines logo]()
$316
This Kiwi.com deal was found by Cheapflights users on 9/8. 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.
Wed 9/3011:24 am -
3 stops23h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Multiple Airlines logo]()
$337
This Delta deal was found by Cheapflights users on 9/8. 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 12/2710:57 am -
1 stop6h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Delta logo]()
$339
This Delta deal was found by Cheapflights users on 9/8. 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 9/2610:42 am -
1 stop6h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Delta logo]()
$341
This Delta deal was found by Cheapflights users on 9/6. 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.
Fri 9/251:05 pm -
1 stop5h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Delta logo]()
$359
This Delta deal was found by Cheapflights users on 9/5. 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 10/1011:00 am -
2 stops7h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Delta logo]()
$364
Find flight deals from South Dakota to Midway
Keep the following information in mind while searching for South Dakota to Midway flight deals. Data was last updated September 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $299 (Delta) |
One-way from | $214 (Kiwi.com) |
Popular in | November |
Cheapest in | January |
Average price | $313 |
Cheapflights Fare Finder
Customize your flight search to find flights from South Dakota 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 7,457,451 searches. Data last updated September 10, 2026.
Use the filters below to find and compare flights from South Dakota to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Sioux FallsChicago
FSD Sioux Falls Joe Foss Field - MDW Chicago Midway
FSDMDW
Sioux Falls Joe Foss Field
Fri 10/2
8:52 pm-5:51 pm
2 stops20h 59m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$214
Sioux FallsChicago
FSD Sioux Falls Joe Foss Field - MDW Chicago Midway
FSDMDW
Sioux Falls Joe Foss Field
Wed 11/4
11:00 am-4:47 pm
1 stop5h 47m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$279
Quickest round-trip
Sioux FallsChicago
FSD Sioux Falls Joe Foss Field - MDW Chicago Midway
FSDMDW
Sioux Falls Joe Foss Field
Thu 10/8
8:30 am-11:47 am
1 stop3h 17m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$279
Sioux FallsChicago
FSD Sioux Falls Joe Foss Field - MDW Chicago Midway
FSDMDW
Sioux Falls Joe Foss Field
Sun 10/11
5:10 am-8:44 am
1 stop3h 34m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$279
Rapid CityChicago
RAP Rapid City - MDW Chicago Midway
RAPMDW
Rapid City
Fri 10/16
11:29 am-4:47 pm
1 stop4h 18m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$289
Rapid CityChicago
RAP Rapid City - MDW Chicago Midway
RAPMDW
Rapid City
Thu 1/7
11:30 am-4:50 pm
1 stop4h 20m
Chicago Midway
Sat 1/9
5:35 pm-10:39 pm
1 stop6h 04m
$310
Rapid CityChicago
RAP Rapid City - MDW Chicago Midway
RAPMDW
Rapid City
Thu 11/26
11:03 am-7:47 pm
3 stops31h 44m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$311
Rapid CityChicago
RAP Rapid City - MDW Chicago Midway
RAPMDW
Rapid City
Sun 10/4
3:50 pm-5:46 pm
3 stops48h 56m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$317
Sioux FallsChicago
FSD Sioux Falls Joe Foss Field - MDW Chicago Midway
FSDMDW
Sioux Falls Joe Foss Field
Sun 12/27
10:57 am-5:24 pm
1 stop6h 27m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$339
Rapid CityChicago
RAP Rapid City - MDW Chicago Midway
RAPMDW
Rapid City
Sat 9/26
10:42 am-5:59 pm
1 stop6h 17m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$341
Showing 1-10 of 35 resultsSorted by cheapest first
Best time to book a flight from South Dakota to Midway
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FSD-MDW
RAP-MDW
ABR-MDW
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USSD-MDW
FSD-MDW
RAP-MDW
ABR-MDW
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Traveling to a place near Chicago Midway Airport?
Book flights to Chicago Midway Airport if you plan to visit one of these locationsBenton Harbor
Merrillville
Lansing
Valparaiso
Hammond
Saint Joseph
Porter
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