Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from San Juan Luis Munoz Marin Intl Airport to Chicago from $118

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from San Juan Luis Munoz Marin Intl Airport to Chicago departing on 1/14. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from San Juan Luis Munoz Marin Intl Airport to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Spirit Airlines Logo
9:47 pm - 12:59 amSJU-ORD
5h 12mnonstop
Spirit Airlines Logo
5:55 am - 12:36 pmORD-SJU
4h 41mnonstop
$206Spirit Airlines
Find Deal
Thu, Dec 4 - Mon, Dec 8
Spirit Airlines Logo
7:43 pm - 11:57 pmSJU-ORD
5h 14mnonstop
Spirit Airlines Logo
7:51 pm - 2:12 pmORD-SJU
17h 21m1 stop
$211Spirit Airlines
Find Deal
Fri, Oct 24 - Mon, Oct 27
Frontier Logo
3:00 pm - 11:25 pmSJU-MDW
10h 25m1 stop
Frontier Logo
6:00 am - 2:50 amMDW-SJU
18h 50m2 stops
$213Frontier
Find Deal
Thu, Dec 4 - Thu, Dec 11
Frontier Logo
4:31 pm - 12:11 amSJU-ORD
9h 40m1 stop
Frontier Logo
6:40 am - 5:54 pmORD-SJU
9h 14m1 stop
$214Frontier
Find Deal
Thu, Nov 6 - Wed, Nov 12
Spirit Airlines Logo
11:51 am - 6:38 pmSJU-ORD
7h 47m1 stop
Spirit Airlines Logo
5:28 pm - 1:44 amORD-SJU
7h 16m1 stop
$215Spirit Airlines
Find Deal
Thu, Oct 23 - Tue, Oct 28
Multiple Airlines Logo
3:41 pm - 6:51 pmSJU-ORD
5h 10mnonstop
Multiple Airlines Logo
6:40 am - 5:54 pmORD-SJU
9h 14m1 stop
$235Multiple Airlines
Find Deal
Fri, Nov 7 - Mon, Nov 10
Multiple Airlines Logo
9:00 am - 12:45 pmSJU-ORD
29h 45m1 stop
Multiple Airlines Logo
2:31 pm - 3:33 amORD-SJU
11h 02m1 stop
$237Multiple Airlines
Find Deal
Thu, Nov 13 - Mon, Nov 17
Southwest Logo
12:10 pm - 9:00 pmSJU-MDW
10h 50m1 stop
Southwest Logo
6:50 am - 7:05 pmMDW-SJU
10h 15m2 stops
$263Southwest
Find Deal
Thu, Jan 22 - Mon, Feb 2
American Airlines Logo
6:25 am - 2:04 pmSJU-ORD
9h 39m1 stop
American Airlines Logo
7:00 am - 4:08 pmORD-SJU
7h 08m1 stop
$268American Airlines
Find Deal
Wed, Dec 3 - Tue, Dec 9
Southwest Logo
2:20 pm - 5:35 pmSJU-MDW
5h 15mnonstop
Southwest Logo
1:50 pm - 10:00 pmMDW-SJU
6h 10m1 stop
$285Southwest
Find Deal
Sat, Dec 6 - Sun, Dec 14

Frontier flights from San Juan Luis Munoz Marin Intl Airport to Chicago

Our best Frontier deals on San Juan Luis Munoz Marin Intl Airport to Chicago flight tickets
Frontier
Oct 24
SJU3:40 amSan Juan Luis Munoz Marin Intl
12h 59m
1 stop
ORD3:39 pmChicago O'Hare Intl
Oct 28
ORD6:40 amChicago O'Hare Intl
10h 14m
1 stop
SJU5:54 pmSan Juan Luis Munoz Marin Intl
$201
Find similar
Frontier
Oct 17
SJU3:40 amSan Juan Luis Munoz Marin Intl
12h 59m
1 stop
ORD3:39 pmChicago O'Hare Intl
Oct 29
ORD6:40 amChicago O'Hare Intl
10h 14m
1 stop
SJU5:54 pmSan Juan Luis Munoz Marin Intl
$208
Find similar
Frontier
Dec 4
SJU3:00 pmSan Juan Luis Munoz Marin Intl
10h 25m
1 stop
MDW11:25 pmChicago Midway
Dec 11
MDW6:00 amChicago Midway
18h 50m
2 stops
SJU2:50 amSan Juan Luis Munoz Marin Intl
$213
Find similar

Spirit Airlines flights from San Juan Luis Munoz Marin Intl Airport to Chicago

Our best Spirit Airlines deals on San Juan Luis Munoz Marin Intl Airport to Chicago flight tickets
Spirit Airlines
Dec 4
SJU9:47 pmSan Juan Luis Munoz Marin Intl
5h 12m
ORD12:59 amChicago O'Hare Intl
Dec 8
ORD5:55 amChicago O'Hare Intl
4h 41m
SJU12:36 pmSan Juan Luis Munoz Marin Intl
$206
Find similar
Spirit Airlines
Oct 24
SJU7:43 pmSan Juan Luis Munoz Marin Intl
5h 14m
ORD11:57 pmChicago O'Hare Intl
Oct 27
ORD7:51 pmChicago O'Hare Intl
17h 21m
1 stop
SJU2:12 pmSan Juan Luis Munoz Marin Intl
$211
Find similar
Spirit Airlines
Oct 23
SJU11:51 amSan Juan Luis Munoz Marin Intl
7h 47m
1 stop
ORD6:38 pmChicago O'Hare Intl
Oct 28
ORD5:28 pmChicago O'Hare Intl
7h 16m
1 stop
SJU1:44 amSan Juan Luis Munoz Marin Intl
$215
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from San Juan Luis Munoz Marin Intl Airport to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated October 14, 2025.
Use the filters below to find and compare flights from San Juan Luis Munoz Marin Intl Airport to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Thu 12/4

9:47 pm-12:59 am

Nonstop5h 12m

Chicago O'Hare Intl

Mon 12/8

5:55 am-12:36 pm

Nonstop4h 41m

$206

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Fri 10/24

7:43 pm-11:57 pm

Nonstop5h 14m

Chicago O'Hare Intl

Mon 10/27

7:51 pm-2:12 pm

1 stop17h 21m

$211

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

Thu 12/4

3:00 pm-11:25 pm

1 stop10h 25m

Chicago Midway

Thu 12/11

6:00 am-2:50 am

2 stops18h 50m

$213

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Thu 11/6

4:31 pm-12:11 am

1 stop9h 40m

Chicago O'Hare Intl

Wed 11/12

6:40 am-5:54 pm

1 stop9h 14m

$214

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Thu 10/23

11:51 am-6:38 pm

1 stop7h 47m

Chicago O'Hare Intl

Tue 10/28

5:28 pm-1:44 am

1 stop7h 16m

$215

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Fri 11/7

3:41 pm-6:51 pm

Nonstop5h 10m

Chicago O'Hare Intl

Mon 11/10

6:40 am-5:54 pm

1 stop9h 14m

$235

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Thu 11/13

9:00 am-12:45 pm

1 stop29h 45m

Chicago O'Hare Intl

Mon 11/17

2:31 pm-3:33 am

1 stop11h 02m

$237

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

Thu 1/22

12:10 pm-9:00 pm

1 stop10h 50m

Chicago Midway

Mon 2/2

6:50 am-7:05 pm

2 stops10h 15m

$263

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Wed 12/3

6:25 am-2:04 pm

1 stop9h 39m

Chicago O'Hare Intl

Tue 12/9

7:00 am-4:08 pm

1 stop7h 08m

$268

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

Sat 12/6

2:20 pm-5:35 pm

Nonstop5h 15m

Chicago Midway

Sun 12/14

1:50 pm-10:00 pm

1 stop6h 10m

$285

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Chicago from

How to get the cheapest flight ticket from San Juan Luis Munoz Marin Intl Airport to Chicago

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 to Chicago?

The month of January is, on average, the cheapest month to fly to Chicago from San Juan Luis Munoz Marin Intl Airport, with most prices found around $254. If you’re not able to fly to Chicago in January, then May is your next best option. Flight prices from San Juan Luis Munoz Marin Intl Airport to Chicago during May average around $271.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $378. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from San Juan Luis Munoz Marin Intl Airport to Chicago for around $511.

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

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from San Juan Luis Munoz Marin Intl Airport to Chicago during this time can be as low as $253. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $471.

What is the cheapest San Juan Luis Munoz Marin Intl to Chicago flight route?

Fly from San Juan Luis Munoz Marin Intl to Chicago O'Hare Intl for the best San Juan Luis Munoz Marin Intl - Chicago flight prices

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from San Juan Luis Munoz Marin Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $331 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from San Juan Luis Munoz Marin Intl Airport for as low as $278 on momondo.

What cabin class options are available on San Juan Luis Munoz Marin Intl to Chicago flights?

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

Can stopping save me money on San Juan Luis Munoz Marin Intl Airport to Chicago flights?

No. A direct flight is the cheapest option for a flight between San Juan Luis Munoz Marin Intl Airport to Chicago.

How have San Juan Luis Munoz Marin Intl Airport to Chicago flight prices changed over time?

As of October 2025, prices for San Juan Luis Munoz Marin Intl Airport to Chicago flights are approximately 82% more expensive when compared to flights at the same time last year.

When to book flights from San Juan Luis Munoz Marin Intl Airport to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from San Juan Luis Munoz Marin Intl Airport to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap San Juan Luis Munoz Marin Intl Airport to Chicago (SJU to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from San Juan Luis Munoz Marin Intl Airport to Chicago

Best Price Found

$155

Fastest flight time

5h 08m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from San Juan Luis Munoz Marin Intl Airport in the past 72 hours is $155. The best round-trip flight deal from San Juan Luis Munoz Marin Intl Airport to Chicago found on momondo in the last 72 hours is $313.
The fastest flight from San Juan Luis Munoz Marin Intl Airport to Chicago takes 5h 08m
Direct flights go from San Juan Luis Munoz Marin Intl Airport to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)
Search flight deals

  • How far is San Juan Luis Munoz Marin Intl to Chicago by plane?

    The distance between San Juan Luis Munoz Marin Intl and Chicago is about 2057.4 mi. Flights usually cover this in 5h 08m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from San Juan Luis Munoz Marin Intl Airport to Chicago?

    Prices for flights from San Juan Luis Munoz Marin Intl Airport to Chicago are refreshed on a daily basis.

  • How many operators does momondo search for flights from San Juan Luis Munoz Marin Intl Airport to Chicago?

  • How old do you have to be to fly from San Juan Luis Munoz Marin Intl Airport to Chicago?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from San Juan Luis Munoz Marin Intl Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from San Juan Luis Munoz Marin Intl Airport to Chicago?

  • What is the most popular airline from San Juan Luis Munoz Marin Intl Airport to Chicago?

Best airlines flying from San Juan Luis Munoz Marin Intl Airport to Chicago

Compare and see reviews for airlines that fly from San Juan Luis Munoz Marin Intl Airport to Chicago with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $136Free CancellationRating
6.3
8,096 reviews
Search Spirit Airlines flights
FrontierPriceFrom $137Free CancellationRating
5.8
3,135 reviews
Search Frontier flights
DeltaPriceFrom $162Free CancellationRating
7.9
7,975 reviews
Search Delta flights
United AirlinesPriceFrom $262Free CancellationRating
7.4
8,976 reviews
Search United Airlines flights
American AirlinesPriceFrom $336Free CancellationRating
7.2
11,042 reviews
Search American Airlines flights
SouthwestPriceFrom $384Free CancellationRating
8.0
4,238 reviews
Search Southwest flights

  • United Airlines Flights From San Juan Luis Munoz Marin Intl Airport to Chicago

    United Airlines flight deals from San Juan Luis Munoz Marin Intl Airport to Chicago start from $262 round-trip. Over the 7 United Airlines flights for this route in a normal week, average airfare is usually $483 round-trip - but some users have found much cheaper deals with momondo.

  • American Airlines Flights From San Juan Luis Munoz Marin Intl Airport to Chicago

    The best American Airlines deal for San Juan Luis Munoz Marin Intl Airport to Chicago flight tickets found on momondo in the last 72 hours was $336, round-trip. It should be noted that an average American Airlines flight deal for this route in this time was higher, at $481 round-trip. American Airlines operates 7 flights out of San Juan Luis Munoz Marin Intl Airport into Chicago in an average week, so prices vary by time and availability. 11,042 American Airlines reviews by users on momondo have scored the airline at 7.2/10.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from San Juan to Chicago?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from San Juan to Chicago. momondo saves you time and could save you money on your trip.

Can I find flights from San Juan to Chicago with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for San Juan to Chicago flights to just show those with flexible booking policies.

How can momondo help me find flights from San Juan to Chicago?

Once all potential San Juan to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from San Juan to Chicago right now. Can momondo alert me if prices change?

If you are not ready to book a flight from San Juan to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Thu 11/13
Thu 11/20
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport