Popular in | March |
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Cheapest in | August |
Round-trip from | $222 |
One-way from | $214 |
Leaving on a Monday is a viable option for saving on travel. Heavily demanded days of the week can typically drive up the prices you see. Booking your travel for a less competitive day can save up to 50% on the overall cost on flights from San José, San José Province to Chicago.
To save on the cost of your flight from San José, San José Province to Chicago, book at least 27 days before your planned departure. Booking around this time can save you about 81% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $420 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $534.
Due to multiple factors, expect to potentially pay more when booking in March. For low rates, August can be a great choice for travel to Chicago. Flights to Chicago from San José, San José Province in August are about $414 on average during August, but can be found for as low as $269.
One of the essential ways to save on airfare from San José, San José Province to Chicago is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight in the evening could potentially save you up to 34% on airfare.
Fly from
Fly to
Budget
$199 - $701
Route
Depart
Return
Price
San José Juan Santamaria IntlChicago O'Hare Intl
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Tue 8/20
1 stop13h 02m
Chicago O'Hare Intl
Mon 8/26
2 stops17h 57m
San José Juan Santamaria IntlChicago O'Hare Intl
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Tue 8/20
1 stop13h 02m
Chicago O'Hare Intl
Mon 8/26
1 stop8h 55m
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
Fri 8/23
1 stop13h 02m
Chicago O'Hare Intl
Tue 8/27
1 stop8h 55m
San José Juan Santamaria IntlChicago O'Hare Intl
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Wed 9/11
1 stop10h 27m
Chicago O'Hare Intl
Mon 9/16
1 stop18h 57m
San José Juan Santamaria IntlChicago O'Hare Intl
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Thu 9/12
1 stop10h 28m
Chicago O'Hare Intl
Mon 9/23
1 stop7h 32m
San José Juan Santamaria IntlChicago O'Hare Intl
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Wed 9/4
2 stops34h 21m
Chicago O'Hare Intl
Tue 9/10
2 stops16h 48m
San José Juan Santamaria IntlChicago Midway
SJO - MDW
SJOMDW
San José Juan Santamaria Intl
Sun 8/25
1 stop10h 09m
Chicago Midway
Sat 8/31
1 stop27h 25m
San José Juan Santamaria IntlChicago Midway
SJO - MDW
SJOMDW
San José Juan Santamaria Intl
Mon 10/7
1 stop7h 31m
Chicago Midway
Sat 10/19
1 stop6h 53m
CHI Temperature | 23 - 73.4 °F |
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Food
Entertainment
Overall
Crew
Boarding
Comfort
Reviews
Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.
Food
Entertainment
Overall
Crew
Boarding
Comfort
Reviews
Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.
Food
Entertainment
Overall
Crew
Boarding
Comfort
Reviews
Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.
Food
Entertainment
Overall
Crew
Boarding
Comfort
Reviews
Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.
Food
Entertainment
Overall
Crew
Boarding
Comfort
Reviews
Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.
Food
Entertainment
Overall
Crew
Boarding
Comfort
Reviews
Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.
0%of flight departures | Early morningMidnight to 6 am |
---|---|
0%of flight departures | Morning6 am to noon |
100%of flight departures | AfternoonNoon to 6 pm |
0%of flight departures | Evening6 pm to midnight |
Sunday | 0daily flights |
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Monday | 0daily flights |
Tuesday | 0daily flights |
Wednesday | 0daily flights |
Thursday | 0daily flights |
Friday | 0daily flights |
Saturday | 1daily flight |
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Cheapflights does show flights with no change fees to all users. To see these options for flights from San José to Chicago, users can toggle the no change fees filter when performing a flight search.
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