To save on the cost of your flight from San José, San José Province to Wisconsin, book at least 28 days before your planned departure. Booking around this time can save you about 160% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $481 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $598.
Flights from San José, San José Province to Wisconsin lean towards being more expensive in July. Prices are generally better when you fly from San José, San José Province to Wisconsin in December, with the cheapest ticket starting at $185.
When flying from San José, San José Province to Wisconsin, 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
$192 - $431
Route
Depart
Return
Price
San José Juan Santamaria IntlChicago O'Hare Intl
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Sat 9/7
1 stop10h 28m
Chicago O'Hare Intl
Tue 9/10
1 stop7h 32m
San José Juan Santamaria IntlChicago O'Hare Intl
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Wed 9/4
1 stop10h 28m
Chicago O'Hare Intl
Wed 9/11
1 stop7h 32m
San José Juan Santamaria IntlChicago O'Hare Intl
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Wed 9/4
1 stop10h 28m
Chicago O'Hare Intl
Tue 9/10
1 stop7h 32m
San José Juan Santamaria IntlChicago O'Hare Intl
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Sat 9/7
1 stop10h 28m
Chicago O'Hare Intl
Sat 9/14
1 stop7h 32m
San José Juan Santamaria IntlChicago O'Hare Intl
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Wed 9/4
1 stop10h 28m
Chicago O'Hare Intl
Tue 9/10
2 stops12h 23m
San José Juan Santamaria IntlChicago O'Hare Intl
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Thu 7/25
1 stop11h 29m
Chicago O'Hare Intl
Sat 8/17
1 stop25h 17m
San José Juan Santamaria IntlChicago O'Hare Intl
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Fri 8/9
1 stop7h 55m
Chicago O'Hare Intl
Wed 8/14
1 stop6h 45m
San José Juan Santamaria IntlMilwaukee-Mitchell
SJO - MKE
SJOMKE
San José Juan Santamaria Intl
Wed 9/11
2 stops22h 51m
Milwaukee-Mitchell
Sun 9/15
2 stops28h 04m
San José Juan Santamaria IntlMilwaukee-Mitchell
SJO - MKE
SJOMKE
San José Juan Santamaria Intl
Mon 6/10
2 stops25h 20m
Milwaukee-Mitchell
Sun 7/14
2 stops18h 58m
No data available for this route at this time. Please check back soon.
Boarding
Crew
Entertainment
Food
Overall
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.
Boarding
Crew
Entertainment
Food
Overall
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.
Boarding
Crew
Entertainment
Food
Overall
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.
Boarding
Crew
Entertainment
Food
Overall
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.
Boarding
Crew
Entertainment
Food
Overall
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.
Boarding
Crew
Entertainment
Food
Overall
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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