Cheap flights from Chicago to San Juan from $69
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to San Juan departing on 5/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
Round-trip
1 adult
Economy
0 bags
From?
To?
ג' 4/30
ג' 5/7
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Below you can see the best fares for your round-trip flight route over the next six months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Chicago to San Juan by changing tabs
Frontier![Frontier]()
May 15![Frontier]()
May 22
MDW12:28 pmChicago Midway
9h 38m
1 stop
SJU11:06 pmSan Juan Luis Munoz Marin Intl
SJU10:15 pmSan Juan Luis Munoz Marin Intl
9h 39m
1 stop
MDW6:54 amChicago Midway
Spirit Airlines![Spirit Airlines]()
May 14![Spirit Airlines]()
May 16
ORD7:00 amChicago O'Hare Intl
34h 57m
2 stops
SJU6:57 pmSan Juan Luis Munoz Marin Intl
SJU11:07 pmSan Juan Luis Munoz Marin Intl
10h 48m
1 stop
ORD8:55 amChicago O'Hare Intl
Multiple Airlines![Multiple Airlines]()
May 6![Multiple Airlines]()
May 9
ORD11:20 amChicago O'Hare Intl
4h 43m
SJU5:03 pmSan Juan Luis Munoz Marin Intl
SJU6:25 amSan Juan Luis Munoz Marin Intl
19h 34m
1 stop
ORD12:59 amChicago O'Hare Intl
American Airlines![American Airlines]()
May 5![American Airlines]()
May 6
ORD6:35 amChicago O'Hare Intl
9h 30m
1 stop
SJU5:05 pmSan Juan Luis Munoz Marin Intl
SJU12:45 amSan Juan Luis Munoz Marin Intl
8h 50m
1 stop
ORD8:35 amChicago O'Hare Intl
Frontier![Frontier]()
May 13![Frontier]()
May 22
MDW10:37 amChicago Midway
15h 46m
1 stop
SJU3:23 amSan Juan Luis Munoz Marin Intl
SJU6:48 amSan Juan Luis Munoz Marin Intl
16h 05m
1 stop
MDW9:53 pmChicago Midway
Find the cheapest one-way flights from Chicago to San Juan
If you're looking for one-way flights from Chicago to San Juan, view some of our deals below provided by American Airlines, Frontier and Spirit Airlines
Search last-minute flights to San Juan from Chicago
Find and compare round-trip flight prices for your last-minute flight from Chicago to San Juan
Spirit Airlines![Spirit Airlines]()
May 7![Spirit Airlines]()
May 14
ORD7:27 amChicago O'Hare Intl
10h 35m
1 stop
SJU7:02 pmSan Juan Luis Munoz Marin Intl
SJU9:07 pmSan Juan Luis Munoz Marin Intl
13h 48m
1 stop
ORD9:55 amChicago O'Hare Intl
Frontier![Frontier]()
May 8![Frontier]()
May 13
ORD6:00 amChicago O'Hare Intl
13h 31m
1 stop
SJU8:31 pmSan Juan Luis Munoz Marin Intl
SJU3:08 amSan Juan Luis Munoz Marin Intl
22h 51m
1 stop
ORD12:59 amChicago O'Hare Intl
Multiple Airlines![Multiple Airlines]()
May 7![Multiple Airlines]()
May 15
ORD6:41 pmChicago O'Hare Intl
15h 51m
1 stop
SJU11:32 amSan Juan Luis Munoz Marin Intl
SJU6:00 amSan Juan Luis Munoz Marin Intl
16h 57m
1 stop
ORD9:57 pmChicago O'Hare Intl
American Airlines![American Airlines]()
May 5![American Airlines]()
May 6
ORD6:35 amChicago O'Hare Intl
9h 30m
1 stop
SJU5:05 pmSan Juan Luis Munoz Marin Intl
SJU12:45 amSan Juan Luis Munoz Marin Intl
8h 50m
1 stop
ORD8:35 amChicago O'Hare Intl
Spirit Airlines![Spirit Airlines]()
May 7![Spirit Airlines]()
May 14
ORD7:27 amChicago O'Hare Intl
10h 35m
1 stop
SJU7:02 pmSan Juan Luis Munoz Marin Intl
SJU7:00 amSan Juan Luis Munoz Marin Intl
17h 29m
2 stops
ORD11:29 pmChicago O'Hare Intl
Best airlines flying from Chicago to San Juan
Compare and see reviews for airlines that fly from Chicago to San Juan with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $96 | Free Cancellation | Rating 6.3 4,135 reviews | |||
| PriceFrom $133 | Free Cancellation | Rating 6.4 8,756 reviews | |||
| PriceFrom $140 | Free Cancellation | Rating 8.0 10,975 reviews | |||
| PriceFrom $153 | Free Cancellation | Rating 7.4 11,234 reviews | |||
| PriceFrom $171 | Free Cancellation | Rating 7.6 4,618 reviews | |||
| PriceFrom $301 | Free Cancellation | Rating 8.0 9,114 reviews | |||
| PriceFrom $308 | Free Cancellation | Rating 7.3 14,898 reviews |
Spirit Airlines flights from Chicago to San Juan
Our best Spirit Airlines deals on Chicago to San Juan flight tickets
Spirit Airlines![Spirit Airlines]()
May 7![Spirit Airlines]()
May 14
ORD7:27 amChicago O'Hare Intl
10h 35m
1 stop
SJU7:02 pmSan Juan Luis Munoz Marin Intl
SJU9:07 pmSan Juan Luis Munoz Marin Intl
13h 48m
1 stop
ORD9:55 amChicago O'Hare Intl
Spirit Airlines![Spirit Airlines]()
May 7![Spirit Airlines]()
May 14
ORD7:27 amChicago O'Hare Intl
10h 35m
1 stop
SJU7:02 pmSan Juan Luis Munoz Marin Intl
SJU7:00 amSan Juan Luis Munoz Marin Intl
17h 29m
2 stops
ORD11:29 pmChicago O'Hare Intl
Frontier flights from Chicago to San Juan
Our best Frontier deals on Chicago to San Juan flight tickets
Frontier![Frontier]()
May 8![Frontier]()
May 13
ORD6:00 amChicago O'Hare Intl
13h 31m
1 stop
SJU8:31 pmSan Juan Luis Munoz Marin Intl
SJU3:08 amSan Juan Luis Munoz Marin Intl
22h 51m
1 stop
ORD12:59 amChicago O'Hare Intl
Frontier![Frontier]()
May 15![Frontier]()
May 22
MDW12:28 pmChicago Midway
9h 38m
1 stop
SJU11:06 pmSan Juan Luis Munoz Marin Intl
SJU10:15 pmSan Juan Luis Munoz Marin Intl
9h 39m
1 stop
MDW6:54 amChicago Midway
How to get the cheapest flight ticket from Chicago to San Juan
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly from Chicago to San Juan?
September. The cheapest time of year to fly to San Juan from Chicago is September. Most expensive is March
What is the cheapest day to depart Chicago for San Juan?
Tuesday. The cheapest day of the week is typically Tuesday. The most expensive is typically Sunday
When is the cheapest time to fly from Chicago to San Juan?
In the afternoon. Chicago to San Juan flights are approximately 35% more expensive in the evening than in the afternoon
What is the cheapest airline that flies to San Juan from Chicago?
Frontier. Alaska Airlines, American Airlines, and Frontier are the most popular carriers operating from Chicago to San Juan
What is the cheapest Chicago to San Juan flight route?
Chicago O'Hare Intl - San Juan Luis Munoz Marin Intl. Fly from Chicago O'Hare Intl to San Juan Luis Munoz Marin Intl for the best Chicago - San Juan flight prices
How far in advance should you book Chicago to San Juan flights?
56 days before. The cheapest time to buy a flight from Chicago to San Juan is approximately 56 days to departure
How many flights depart from Chicago to San Juan on average per day?
7 flights are operational weekly from Chicago to San Juan as of April 2024. The most popular departure time for this route is 7:00AM, with 100% of flights per day taking off at noon.
How many flights depart from Chicago to San Juan on average per week?
As of April 2024, there are 50 flights per week flying from Chicago to San Juan. The most common day of the week flights depart is Saturday, with 20% of flights taking off on this day.
Can stopping save me money on Chicago to San Juan flights?
You could potentially save up to 43% on your flight if you consider stops on a Chicago to San Juan flight.
Cheap Chicago to San Juan flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago to San Juan
Best Price Found | $69 |
|---|---|
Fastest flight time | 4h 40m |
Direct flights | Every day |
Airports in San Juan | 1 airport |
How far is Chicago to San Juan by plane?
San Juan is 2052.1 mi away from Chicago. 4h 40m is a normal flight duration for this route.
When did momondo last update prices for flights from Chicago to San Juan?
Prices for flights from Chicago to San Juan refresh daily.
How many operators does momondo search for flights from Chicago to San Juan?
As of April 2024, there are 7 operators available to choose from for flights from Chicago to San Juan.
How old do you have to be to fly from Chicago to San Juan?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to San Juan.
What documentation or ID do you need to fly to San Juan?
The travel and health documents required for your trip to San Juan can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at San Juan. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
Why use momondo?
Why should I use momondo to find a flight deal from Chicago to San Juan?
To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to San Juan from Chicago.
Can I find flights from Chicago to San Juan with flexible booking policies on momondo?
Yes. All flights to San Juan from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.
How can momondo help me find flights from Chicago to San Juan?
momondo provides multiple filters to help you find the best flight to San Juan from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.
I’m not ready to book a flight from Chicago to San Juan right now. Can momondo alert me if prices change?
Yes momondo offers price alerts on flights to San Juan from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.
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