Travelers have found it’s best to book a flight 53 days in advance to save up to 65% 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 53 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 $218, or $268 for flights within the next 24 hours.
Flights from South Dakota to Chicago Midway Airport lean towards being more expensive in March. Prices are generally better when you fly from South Dakota to Chicago Midway Airport in January, with the cheapest ticket starting at $175.
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
$178 - $311
Route
Depart
Return
Price
Sioux Falls Joe Foss FieldChicago Midway
FSD - MDW
FSDMDW
Sioux Falls Joe Foss Field
Fri 6/28
1 stop22h 22m
Chicago Midway
Sat 7/6
1 stop7h 23m
Rapid CityChicago Midway
RAP - MDW
RAPMDW
Rapid City
Sat 6/29
1 stop4h 27m
Chicago Midway
Sat 7/6
1 stop4h 16m
Rapid CityChicago Midway
RAP - MDW
RAPMDW
Rapid City
Sat 6/29
1 stop4h 27m
Chicago Midway
Sat 7/6
1 stop4h 16m
Sioux Falls Joe Foss FieldChicago Midway
FSD - MDW
FSDMDW
Sioux Falls Joe Foss Field
Wed 9/18
1 stop22h 24m
Chicago Midway
Tue 9/24
1 stop6h 33m
Rapid CityChicago Midway
RAP - MDW
RAPMDW
Rapid City
Fri 6/14
1 stop6h 44m
Chicago Midway
Mon 6/17
2 stops7h 11m
Sioux Falls Joe Foss FieldChicago Midway
FSD - MDW
FSDMDW
Sioux Falls Joe Foss Field
Thu 6/27
1 stop5h 11m
Chicago Midway
Sun 6/30
1 stop10h 21m
Sioux Falls Joe Foss FieldChicago Midway
FSD - MDW
FSDMDW
Sioux Falls Joe Foss Field
Wed 5/29
1 stop20h 31m
Chicago Midway
Sat 6/8
1 stop11h 34m
Sioux Falls Joe Foss FieldChicago Midway
FSD - MDW
FSDMDW
Sioux Falls Joe Foss Field
Wed 7/3
1 stop3h 54m
Chicago Midway
Tue 7/9
1 stop4h 40m
Rapid CityChicago Midway
RAP - MDW
RAPMDW
Rapid City
Sat 6/29
1 stop4h 27m
Chicago Midway
Sun 7/7
1 stop5h 35m
No data available for this route at this time. Please check back soon.
Crew
Entertainment
Overall
Boarding
Food
Comfort
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.
Crew
Entertainment
Overall
Boarding
Food
Comfort
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.
Crew
Entertainment
Overall
Boarding
Food
Comfort
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.
Crew
Entertainment
Overall
Boarding
Food
Comfort
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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