Travelers have found it’s best to book a flight 30 days in advance to save up to 11% 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 30 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 Africa to Chicago Midway Airport 1-2 weeks in advance for as low as $954, or $1,173 for flights within the next 24 hours.
Our data shows that October tends to be the cheapest month to fly to Chicago Midway Airport from South Africa. Users have commonly found prices around $1,028 for the month, but tickets can be as low as $775. Due to multiple factors, prepare for potentially higher prices in July.
When flying from South Africa 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
$1,031 - $2,719
Route
Depart
Return
Price
Cape Town IntlChicago Midway
CPT - MDW
CPTMDW
Cape Town Intl
Tue 10/29
1 stop31h 29m
Chicago Midway
Sat 11/9
1 stop20h 55m
Cape Town IntlChicago Midway
CPT - MDW
CPTMDW
Cape Town Intl
Tue 10/29
2 stops26h 48m
Chicago Midway
Sat 11/9
2 stops25h 25m
Johannesburg OR TamboChicago Midway
JNB - MDW
JNBMDW
Johannesburg OR Tambo
Wed 7/24
2 stops26h 24m
Chicago Midway
Tue 8/20
2 stops23h 56m
Cape Town IntlChicago Midway
CPT - MDW
CPTMDW
Cape Town Intl
Wed 7/31
2 stops26h 24m
Chicago Midway
Thu 8/15
1 stop24h 22m
Cape Town IntlChicago Midway
CPT - MDW
CPTMDW
Cape Town Intl
Wed 7/31
2 stops26h 24m
Chicago Midway
Thu 8/15
2 stops25h 17m
Johannesburg OR TamboChicago Midway
JNB - MDW
JNBMDW
Johannesburg OR Tambo
Mon 6/24
2 stops27h 41m
Chicago Midway
Thu 6/27
1 stop30h 00m
Johannesburg OR TamboChicago Midway
JNB - MDW
JNBMDW
Johannesburg OR Tambo
Mon 6/24
2 stops26h 09m
Chicago Midway
Thu 6/27
2 stops28h 46m
Cape Town IntlChicago Midway
CPT - MDW
CPTMDW
Cape Town Intl
Mon 10/28
2 stops28h 09m
Chicago Midway
Sat 11/9
2 stops26h 46m
Cape Town IntlChicago Midway
CPT - MDW
CPTMDW
Cape Town Intl
Mon 8/19
2 stops29h 31m
Chicago Midway
Sat 12/14
1 stop24h 49m
No data available for this route at this time. Please check back soon.
Boarding
Food
Crew
Comfort
Entertainment
Overall
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.
Boarding
Food
Crew
Comfort
Entertainment
Overall
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.
Boarding
Food
Crew
Comfort
Entertainment
Overall
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.