Spirit's Big Front Seats offer 11 inches more legroom, ideal for comfort.
Spirit's Economy Plus Bundle includes both carry-on and check-in bags.

Most accurate provider | Gotogate 3 stars |
|---|---|
Most trusted provider | Gotogate 3 stars |
Round-trip from | $168 (JetBlue) |
One-way from | $102 (Orbitz) |
Popular in | June |
Cheapest in | February |
Average price | $357 |
Good round-trip deal | $289 or less |
Good one-way deal | $140 or less |
Fly from
Fly to
Route
Depart
Return
Price
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Thu 2/5
11:06 am-7:31 pm
1 stop10h 25m
Chicago O'Hare Intl
Sun 2/8
7:45 am-6:02 pm
1 stop8h 17m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Tue 4/14
5:40 am-12:50 pm
1 stop8h 10m
Chicago O'Hare Intl
Sat 4/18
1:45 pm-1:47 am
1 stop11h 02m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Fri 1/23
12:55 pm-10:49 pm
1 stop11h 54m
Chicago O'Hare Intl
Mon 1/26
5:40 am-3:12 pm
1 stop7h 32m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Tue 4/7
12:17 pm-4:43 pm
Nonstop5h 26m
Chicago O'Hare Intl
Tue 4/14
1:45 pm-1:47 am
1 stop11h 02m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Wed 1/21
6:00 am-9:35 am
Nonstop5h 35m
Chicago O'Hare Intl
Sat 1/24
3:00 pm-9:39 pm
Nonstop4h 39m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Tue 3/24
1:30 am-10:05 am
1 stop9h 35m
Chicago O'Hare Intl
Sun 3/29
10:56 am-11:23 pm
1 stop11h 27m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Tue 12/23
8:08 pm-11:25 pm
Nonstop5h 17m
Chicago O'Hare Intl
Mon 1/5
5:45 am-12:26 pm
Nonstop4h 41m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Mon 12/22
3:55 am-9:02 am
1 stop7h 07m
Chicago O'Hare Intl
Mon 1/5
9:09 pm-12:05 am
2 stops24h 56m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Thu 12/25
4:52 pm-8:20 pm
Nonstop5h 28m
Chicago O'Hare Intl
Wed 12/31
2:20 pm-9:00 pm
Nonstop4h 40m
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Tue 4/7
12:17 pm-4:43 pm
Nonstop5h 26m
Chicago O'Hare Intl
Tue 4/14
12:22 pm-5:53 pm
Nonstop4h 31m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*2 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
The price you pay for your flight from San Juan Luis Munoz Marin Intl Airport to Chicago O'Hare Intl Airport may vary depending on when you book. For the best chance of a lower fare, look to book 67 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Currently, May is the cheapest month in which you can book a flight from San Juan Luis Munoz Marin Intl Airport to Chicago O'Hare Intl Airport (average of $120). Flying from San Juan Luis Munoz Marin Intl Airport to Chicago O'Hare Intl Airport in June is currently the most expensive (average of $174). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
It’s typically best to fly out from San Juan Luis Munoz Marin Intl Airport to Chicago O'Hare Intl Airport in the evening. Doing so could potentially save you 45% on the flight price compared to flying at noon, which is usually more expensive.
Travelers seeking maximum savings on their San Juan Luis Munoz Marin Intl Airport to Chicago O'Hare Intl Airport flight should consider departing on Sunday at noon when fares are most often at their lowest. Monday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
About 9% of weekly flights between San Juan and Chicago have experienced delays in the past year, with the average delay time being 169 minutes.
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
Thursday tends to have the lowest number of delays on this route, whereas Saturday has historically faced a higher average of delays compared to other days of the week.
Over the last year, United Airlines have had the lowest number of delays on this route, with just 6% of flights being delayed.
Entertainment
Food
Boarding
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Reviews
Anonymous,Oct 2025
YUL - ORD
Entertainment
Food
Boarding
Comfort
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Overall
Reviews
Anonymous,Oct 2025
YUL - ORD
Entertainment
Food
Boarding
Comfort
Crew
Overall
Reviews
Anonymous,Oct 2025
YUL - ORD
Entertainment
Food
Boarding
Comfort
Crew
Overall
Reviews
Anonymous,Oct 2025
YUL - ORD
Entertainment
Food
Boarding
Comfort
Crew
Overall
Reviews
Anonymous,Oct 2025
YUL - ORD
Entertainment
Food
Boarding
Comfort
Crew
Overall
Reviews
Anonymous,Oct 2025
YUL - ORD
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$120 | Average$256 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$137 | Average$279 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$138 | Average$259 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$162 | Average$538 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$272 | Average$482 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$274 | Average$485 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$341 | Average$467 | FlexibilityNo cancel fee | On-time63% |