Popular in | March |
---|---|
Cheapest in | January |
Round-trip from | $223 |
One-way from | $85 |
Users have found that flying from San Juan to Chicago on a Sunday typically leans towards higher prices. However, this doesn’t mean you still can’t find a deal. Flexibility with other aspects of your flight can still land a great price for your trip.
When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 16 days in advance, which can save you up to 85% on flights from San Juan to Chicago compared to booking the week you need them. Waiting 16 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $238. For sooner than that we have options available in the next 3 days from $312.
The best pricing can be found in the month of January. Prices to Chicago from San Juan average $270. You can even find prices in January for less than $270, as users have found deals to Chicago from as low as $122. The month of March appears to be one of the more expensive times to travel to Chicago from San Juan. Flying in the targeted month can save you up to 34%.
When flying from San Juan to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 19% versus a flight in the afternoon.
Fly from
Fly to
Budget
$133 - $292
Route
Depart
Return
Price
San Juan Luis Munoz Marin IntlChicago O'Hare Intl
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Tue 9/10
Nonstop4h 59m
Chicago O'Hare Intl
Wed 9/11
1 stop6h 45m
San Juan Luis Munoz Marin IntlChicago O'Hare Intl
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Tue 9/10
Nonstop4h 59m
Chicago O'Hare Intl
Wed 9/11
Nonstop4h 47m
San Juan Luis Munoz Marin IntlChicago O'Hare Intl
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Tue 7/2
1 stop9h 29m
Chicago O'Hare Intl
Tue 7/9
1 stop14h 41m
San Juan Luis Munoz Marin IntlChicago O'Hare Intl
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Tue 9/10
Nonstop4h 59m
Chicago O'Hare Intl
Tue 9/17
1 stop12h 49m
San Juan Luis Munoz Marin IntlChicago O'Hare Intl
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Tue 9/10
1 stop15h 16m
Chicago O'Hare Intl
Tue 9/17
1 stop12h 49m
San Juan Luis Munoz Marin IntlChicago Midway
SJU - MDW
SJUMDW
San Juan Luis Munoz Marin Intl
Tue 7/23
1 stop8h 18m
Chicago Midway
Tue 7/30
1 stop6h 35m
San Juan Luis Munoz Marin IntlChicago Midway
SJU - MDW
SJUMDW
San Juan Luis Munoz Marin Intl
Tue 7/23
1 stop8h 18m
Chicago Midway
Mon 8/5
1 stop16h 41m
San Juan Luis Munoz Marin IntlChicago O'Hare Intl
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Wed 6/19
1 stop13h 23m
Chicago O'Hare Intl
Wed 7/17
Nonstop4h 49m
San Juan Luis Munoz Marin IntlChicago O'Hare Intl
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Tue 9/10
2 stops10h 30m
Chicago O'Hare Intl
Wed 9/11
2 stops8h 59m
CHI Temperature | 23 - 73.4 °F |
---|
If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).
Boarding
Overall
Comfort
Entertainment
Food
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.
Boarding
Overall
Comfort
Entertainment
Food
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.
Boarding
Overall
Comfort
Entertainment
Food
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.
Boarding
Overall
Comfort
Entertainment
Food
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.
Boarding
Overall
Comfort
Entertainment
Food
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.
Boarding
Overall
Comfort
Entertainment
Food
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.
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Spirit Airlines | Cheapest$112 | Average$256 | FlexibilityNo cancel fee | On-time65% |
Frontier | Cheapest$114 | Average$212 | FlexibilityNo cancel fee | On-time62% |
United Airlines | Cheapest$149 | Average$403 | FlexibilityNo cancel fee | On-time69% |
Delta | Cheapest$160 | Average$448 | FlexibilityNo cancel fee | On-timeN/A |
JetBlue | Cheapest$168 | Average$310 | FlexibilityNo cancel fee | On-time62% |
American Airlines | Cheapest$299 | Average$462 | FlexibilityNo cancel fee | On-time71% |
20%of flight departures | Early morningMidnight to 6 am |
---|---|
0%of flight departures | Morning6 am to noon |
80%of flight departures | AfternoonNoon to 6 pm |
0%of flight departures | Evening6 pm to midnight |
Sunday | 11daily flights |
---|---|
Monday | 7daily flights |
Tuesday | 7daily flights |
Wednesday | 7daily flights |
Thursday | 7daily flights |
Friday | 7daily flights |
Saturday | 11daily flights |