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Cheap flights from Chicago to San Juan from $93

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 8/23. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Cheap round-trip flights

Frontier Logo
7:46 pm - 8:59 amORD-SJU
12h 13m1 stop
Frontier Logo
3:40 am - 2:53 pmSJU-ORD
12h 13m1 stop
$185Frontier
Find Deal
Sat, Aug 30 - Fri, Sep 5
Frontier Logo
12:51 pm - 2:34 amMDW-SJU
12h 43m1 stop
Frontier Logo
1:01 pm - 7:20 amSJU-MDW
19h 19m1 stop
$185Frontier
Find Deal
Sat, Sep 6 - Wed, Sep 10
Frontier Logo
8:00 am - 11:54 pmORD-SJU
14h 54m1 stop
Frontier Logo
1:11 am - 11:52 amSJU-ORD
11h 41m1 stop
$194Frontier
Find Deal
Sat, Sep 13 - Thu, Sep 18
Frontier Logo
11:21 am - 2:34 amMDW-SJU
14h 13m1 stop
Frontier Logo
9:07 am - 7:44 amSJU-MDW
23h 37m1 stop
$194Frontier
Find Deal
Sat, Oct 18 - Sun, Oct 26
Spirit Airlines Logo
10:43 am - 12:05 amORD-SJU
12h 22m1 stop
Spirit Airlines Logo
4:43 pm - 7:04 amSJU-ORD
15h 21m1 stop
$207Spirit Airlines
Find Deal
Tue, Jul 8 - Tue, Jul 15
Spirit Airlines Logo
10:43 am - 12:05 amORD-SJU
12h 22m1 stop
Spirit Airlines Logo
4:43 pm - 7:04 amSJU-ORD
15h 21m1 stop
$214Spirit Airlines
Find Deal
Tue, Jul 8 - Tue, Jul 15
United Airlines Logo
6:03 pm - 11:54 pmORD-SJU
4h 51mnonstop
United Airlines Logo
1:10 am - 10:53 amSJU-ORD
10h 43m1 stop
$308United Airlines
Find Deal
Tue, Jul 1 - Mon, Jul 7
American Airlines Logo
8:10 am - 9:10 pmORD-SJU
11h 00m1 stop
American Airlines Logo
4:50 pm - 12:17 amSJU-ORD
9h 27m1 stop
$331American Airlines
Find Deal
Wed, Nov 12 - Mon, Nov 17
Southwest Logo
2:55 pm - 11:15 pmMDW-SJU
7h 20m1 stop
Southwest Logo
3:45 pm - 10:20 pmSJU-MDW
7h 35m1 stop
$357Southwest
Find Deal
Thu, Jul 10 - Tue, Jul 15
Southwest Logo
1:45 pm - 11:30 pmMDW-SJU
8h 45m2 stops
Southwest Logo
5:50 am - 1:30 pmSJU-MDW
8h 40m2 stops
$361Southwest
Find Deal
Fri, Aug 15 - Fri, Sep 12

Frontier flights from Chicago to San Juan

Our best Frontier deals on Chicago to San Juan flight tickets
Frontier
Aug 30
ORD7:46 pmChicago O'Hare Intl
12h 13m
1 stop
SJU8:59 amSan Juan Luis Munoz Marin Intl
Sep 5
SJU3:40 amSan Juan Luis Munoz Marin Intl
12h 13m
1 stop
ORD2:53 pmChicago O'Hare Intl
Frontier
Oct 18
MDW11:21 amChicago Midway
14h 13m
1 stop
SJU2:34 amSan Juan Luis Munoz Marin Intl
Oct 26
SJU9:07 amSan Juan Luis Munoz Marin Intl
23h 37m
1 stop
MDW7:44 amChicago Midway
Frontier
Sep 1
ORD5:10 amChicago O'Hare Intl
8h 16m
1 stop
SJU2:26 pmSan Juan Luis Munoz Marin Intl
Sep 6
SJU3:21 pmSan Juan Luis Munoz Marin Intl
9h 00m
1 stop
ORD11:21 pmChicago O'Hare Intl

JetBlue flights from Chicago to San Juan

Our best JetBlue deals on Chicago to San Juan flight tickets
JetBlue
Nov 4
ORD4:05 pmChicago O'Hare Intl
7h 38m
1 stop
SJU1:43 amSan Juan Luis Munoz Marin Intl
Nov 11
SJU7:30 amSan Juan Luis Munoz Marin Intl
9h 38m
1 stop
ORD3:08 pmChicago O'Hare Intl
JetBlue
Aug 20
ORD6:00 amChicago O'Hare Intl
7h 57m
1 stop
SJU2:57 pmSan Juan Luis Munoz Marin Intl
Aug 24
SJU2:59 pmSan Juan Luis Munoz Marin Intl
7h 59m
1 stop
ORD9:58 pmChicago O'Hare Intl
JetBlue
Oct 16
ORD1:36 pmChicago O'Hare Intl
10h 21m
1 stop
SJU12:57 amSan Juan Luis Munoz Marin Intl
Oct 20
SJU3:03 amSan Juan Luis Munoz Marin Intl
10h 07m
1 stop
ORD12:10 pmChicago O'Hare Intl

See travel insights to San Juan from

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 typical price of a round-trip flight between Chicago and San Juan?

What is the cheapest month to fly to San Juan?

If you’re not able to fly to San Juan in September, then August is your next best option. Flight prices from Chicago to San Juan during August average around $312.

What is the cheapest day to depart on your flight to San Juan?

The cheapest day to depart from Chicago to San Juan is on a Monday when prices can be found for as low as $386. The most expensive day to fly to San Juan is Sunday, with ticket prices averaging around $444.

What is the cheapest time of day to depart on your flight to San Juan?

The cheapest time of day to fly to San Juan is in the evening when flights can be purchased for as low as $300. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $434 on average. Flights to San Juan from Chicago in the morning are generally more expensive because this time of day is more convenient for travelers’ schedules.

What is the cheapest Chicago to San Juan flight route?

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 I book a flight to San Juan?

You are more likely to see cheaper flights to San Juan from Chicago when booking 7 weeks ahead of your departure date. In general, you can expect to find flights to San Juan for around $373 when searching 7 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to San Juan from Chicago for as low as $298 on momondo.

What cabin class options are available on Chicago to San Juan flights?

There are 4 cabin classes available to choose from on Chicago to San Juan flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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

$93

Fastest flight time

4h 35m

Direct flights

Every day

Airports in San Juan

1 airport
The best one-way flight to San Juan from Chicago in the past 72 hours is $93. The best round-trip flight deal from Chicago to San Juan found on momondo in the last 72 hours is $185.
The fastest flight from Chicago to San Juan takes 4h 35m
Direct flights go from Chicago to San Juan every day.
There is 1 airport near San Juan: San Juan Luis Munoz Marin Intl (SJU)

  • How far is Chicago to San Juan by plane?

    San Juan is 2052.1 mi away from Chicago. 4h 43m 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?

  • 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.


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
FrontierPriceFrom $106Free CancellationRating
5.9
3,295 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $140Free CancellationRating
6.3
8,052 reviews
Search Spirit Airlines flights
DeltaPriceFrom $216Free CancellationRating
8.0
7,946 reviews
Search Delta flights
United AirlinesPriceFrom $271Free CancellationRating
7.4
8,790 reviews
Search United Airlines flights
JetBluePriceFrom $287Free CancellationRating
7.3
2,925 reviews
Search JetBlue flights
American AirlinesPriceFrom $338Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $354Free CancellationRating
8.0
4,287 reviews
Search Southwest flights

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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1 adult
Tue 6/17
Tue 6/24

Find better results for your trip to Puerto Rico

Fly into one of these airports located in San Juan

Airports listed have a maximum distance of 7.1 mi from San Juan