Travelers have found it’s best to book a flight 44 days in advance to save up to 81% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 44 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from South Dakota to Chicago Midway Airport 1-2 weeks in advance for as low as $207, or $268 for flights within the next 24 hours.
Flights from South Dakota to Chicago Midway Airport lean towards being more expensive in February. Prices are generally better when you fly from South Dakota to Chicago Midway Airport in October, with the cheapest ticket starting at $79.
When flying from South Dakota to Chicago Midway Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Fly from
Fly to
Budget
$165 - $313
Route
Depart
Return
Price
Sioux Falls Joe Foss FieldChicago Midway
FSD - MDW
FSDMDW
Sioux Falls Joe Foss Field
Fri 6/7
1 stop22h 22m
Chicago Midway
Sun 6/9
1 stop10h 21m
Sioux Falls Joe Foss FieldChicago Midway
FSD - MDW
FSDMDW
Sioux Falls Joe Foss Field
Fri 6/7
1 stop22h 22m
Chicago Midway
Sun 6/9
1 stop10h 21m
Sioux Falls Joe Foss FieldChicago Midway
FSD - MDW
FSDMDW
Sioux Falls Joe Foss Field
Sat 6/15
1 stop17h 07m
Chicago Midway
Sat 6/22
1 stop17h 00m
Sioux Falls Joe Foss FieldChicago Midway
FSD - MDW
FSDMDW
Sioux Falls Joe Foss Field
Thu 8/15
1 stop22h 24m
Chicago Midway
Sun 8/18
1 stop6h 33m
Sioux Falls Joe Foss FieldChicago Midway
FSD - MDW
FSDMDW
Sioux Falls Joe Foss Field
Thu 8/1
1 stop5h 11m
Chicago Midway
Sun 8/4
1 stop9h 48m
Sioux Falls Joe Foss FieldChicago Midway
FSD - MDW
FSDMDW
Sioux Falls Joe Foss Field
Fri 6/14
1 stop22h 22m
Chicago Midway
Sun 6/16
1 stop10h 21m
Rapid CityChicago Midway
RAP - MDW
RAPMDW
Rapid City
Thu 7/11
1 stop6h 58m
Chicago Midway
Sun 7/14
1 stop5h 00m
Sioux Falls Joe Foss FieldChicago Midway
FSD - MDW
FSDMDW
Sioux Falls Joe Foss Field
Wed 8/21
1 stop6h 23m
Chicago Midway
Sat 8/24
1 stop5h 44m
Sioux Falls Joe Foss FieldChicago Midway
FSD - MDW
FSDMDW
Sioux Falls Joe Foss Field
Wed 8/21
1 stop6h 23m
Chicago Midway
Sat 8/24
2 stops8h 54m
No data available for this route at this time. Please check back soon.
Entertainment
Overall
Food
Boarding
Comfort
Crew
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Entertainment
Overall
Food
Boarding
Comfort
Crew
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Entertainment
Overall
Food
Boarding
Comfort
Crew
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Entertainment
Overall
Food
Boarding
Comfort
Crew
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
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