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$103+ Cheap flights from San Juan to Illinois

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/3. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — ORD
Aug 7 — Aug 141
Thu 8/7
Thu 8/14
1 adult, Economy
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Cheap flight deals from San Juan to Illinois

Keep the following information in mind while searching for San Juan to Illinois flight deals. Data was last updated August 2, 2025.

Round-trip from

$205
(Delta)

One-way from

$103
(United Airlines)

Popular in

June

Cheapest in

January

Average price

$271
From San Juan to Illinois
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One-way flight from San Juan to Illinois
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Highest demand for flights based on searches. 1% potential increase in price ($4 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from San Juan to Illinois

Cheapest flights from San Juan to Illinois
Explore the most affordable flight options available from San Juan to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 2, 2025.

This Delta deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/35:41 pmSJU - STL
1 stop6h 43mDelta
Tue 10/71:30 pmSTL - SJU
1 stop7h 29mDelta
Deal found 8/1$205
This Cheapflightsfares deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/297:40 pmSJU - ORD
Nonstop5h 03mSpirit Airlines
Tue 9/26:56 amORD - SJU
1 stop16h 01mSpirit Airlines
Deal found 8/1$220
This Kiwi.com deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/1510:16 pmSJU - ORD
1 stop12h 06mMultiple Airlines
Fri 8/229:32 amORD - SJU
1 stop13h 31mMultiple Airlines
Deal found 8/1$234
This Frontier deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/123:39 amSJU - MDW
1 stop7h 12mFrontier
Sat 9/2010:51 amMDW - SJU
1 stop12h 08mFrontier
Deal found 7/30$237
This Mytrip deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/123:40 amSJU - ORD
1 stop7h 34mFrontier
Sat 9/138:00 amORD - SJU
1 stop17h 34mFrontier
Deal found 7/31$248
This Frontier deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/23:39 amSJU - STL
1 stop10h 23mFrontier
Sat 10/112:22 pmSTL - SJU
1 stop11h 12mFrontier
Deal found 8/1$258
This Priceline deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/71:37 amSJU - STL
1 stop9h 15mSpirit Airlines
Mon 8/1110:47 amSTL - SJU
2 stops13h 48mSpirit Airlines
Deal found 7/30$286
This Expedia deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/71:37 amSJU - STL
1 stop9h 15mMultiple Airlines
Mon 8/115:40 pmSTL - SJU
1 stop7h 59mMultiple Airlines
Deal found 7/30$290
This United Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/243:56 pmSJU - STL
1 stop7h 39mUnited Airlines
Sun 9/286:15 amSTL - SJU
1 stop8h 27mUnited Airlines
Deal found 7/31$293
This Southwest deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/192:40 pmSJU - STL
1 stop6h 50mSouthwest
Fri 9/269:05 amSTL - SJU
1 stop13h 25mSouthwest
Deal found 7/31$300
This American Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/244:43 pmSJU - STL
1 stop16h 22mAmerican Airlines
Sun 9/287:22 amSTL - SJU
2 stops15h 15mAmerican Airlines
Deal found 7/31$340
This Southwest deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/101:05 pmSJU - MDW
1 stop9h 50mSouthwest
Tue 10/1412:30 pmMDW - SJU
1 stop9h 15mSouthwest
Deal found 7/30$351

Cheapflights Fare Finder

 
Customize your flight search to find flights from San Juan to Illinois 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, Cheapflights users made 2,558,603 searches. Data last updated August 2, 2025.
Use the filters below to find and compare flights from San Juan to Illinois that are best for you.

Fly from

San Juan

Fly to

Illinois

Route

Depart

Return

Price

San JuanSt. Louis

SJU - STL

SJUSTL

San Juan Luis Munoz Marin Intl

Fri 10/3

5:41 pm-11:24 pm

1 stop6h 43m

Lambert-St Louis

Tue 10/7

1:30 pm-9:59 pm

1 stop7h 29m

$205

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Fri 8/29

7:40 pm-11:43 pm

Nonstop5h 03m

Chicago O'Hare Intl

Tue 9/2

6:56 am-11:57 pm

1 stop16h 01m

$220

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Fri 8/15

10:16 pm-9:22 am

1 stop12h 06m

Chicago O'Hare Intl

Fri 8/22

9:32 am-12:03 am

1 stop13h 31m

$234

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

Fri 9/12

3:39 am-9:51 am

1 stop7h 12m

Chicago Midway

Sat 9/20

10:51 am-11:59 pm

1 stop12h 08m

$237

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Tue 8/12

3:40 am-10:14 am

1 stop7h 34m

Chicago O'Hare Intl

Sat 9/13

8:00 am-2:34 am

1 stop17h 34m

$248

San JuanSt. Louis

SJU - STL

SJUSTL

San Juan Luis Munoz Marin Intl

Thu 10/2

3:39 am-1:02 pm

1 stop10h 23m

Lambert-St Louis

Sat 10/11

2:22 pm-2:34 am

1 stop11h 12m

$258

San JuanSt. Louis

SJU - STL

SJUSTL

San Juan Luis Munoz Marin Intl

Wed 9/24

3:56 pm-10:35 pm

1 stop7h 39m

Lambert-St Louis

Sun 9/28

6:15 am-3:42 pm

1 stop8h 27m

$293

San JuanSt. Louis

SJU - STL

SJUSTL

San Juan Luis Munoz Marin Intl

Fri 9/19

2:40 pm-8:30 pm

1 stop6h 50m

Lambert-St Louis

Fri 9/26

9:05 am-11:30 pm

1 stop13h 25m

$300

San JuanSt. Louis

SJU - STL

SJUSTL

San Juan Luis Munoz Marin Intl

Sat 9/13

3:19 pm-9:40 am

2 stops19h 21m

Lambert-St Louis

Thu 9/18

10:35 am-11:04 am

1 stop23h 29m

$309

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

Thu 9/11

3:19 pm-4:43 pm

3 stops26h 24m

Chicago Midway

Mon 9/15

12:50 pm-8:56 pm

3 stops31h 06m

$321

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

Showing 1-10 of 24 results
1
2
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Best time to book a flight from San Juan to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from San Juan with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from San Juan to Illinois

What is the cheapest month to book a flight from San Juan to Illinois?

Currently, August is the cheapest month in which you can book a flight from San Juan to Illinois (average of $245). Flying from San Juan to Illinois in March is currently the most expensive (average of $321). 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.

What is the cheapest time of day to fly from SJU to IL?

Find hourly flight availability from San Juan to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 2, 2025.

When flying from San Juan to Illinois, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from San Juan to Illinois

Explore weekly flight availability from San Juan to Illinois. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated August 2, 2025.

The most flights from PR1 to USIL are scheduled on a Monday (9 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (8 on average).

How much does it cost to fly round-trip from San Juan to Illinois?

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Illinois. Reviews last updated August 2, 2025.
See what other customers who have flown with Southwest, Delta, and United Airlines from San Juan to Illinois have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,246 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,983 reviews
Southwest
8.0
Very good
4,246 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
United Airlines
7.4
Good
8,904 reviews
Southwest
8.0
Very good
4,246 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Spirit Airlines
6.3
Okay
8,054 reviews
Southwest
8.0
Very good
4,246 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

Related info for your journey

Find useful and relevant information for your journey from San Juan to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from San Juan to Illinois one-way?

    For one-way options, check prices for United Airlines. According to our data, you can fly for as low as $103. Users have also found prices from $108 and $109 on Delta and American Airlines, respectively.

  • What are the most popular routes from San Juan to Illinois?

    While some choose either San Juan Luis Munoz Marin Intl - Chicago Midway or San Juan Luis Munoz Marin Intl - Lambert-St Louis, San Juan Luis Munoz Marin Intl - Chicago O'Hare Intl is the most popular route from San Juan to Illinois.

  • What are the most reliable airlines from San Juan to Illinois?

    Consider Spirit Airlines (99%), Air Canada (92%) or United Airlines (92%) when booking your flight. These represent the most reliable airlines when flying from San Juan to Illinois.

  • What are the cheapest flights from San Juan to Illinois?

    Looking for the cheapest flight from San Juan to Illinois? While on average our users pay $1,810, our data indicates the cheapest price to be $127. The most popular route (San Juan Luis Munoz Marin Intl - Chicago O'Hare Intl), is priced around $200.

  • Can I find deals for flights from San Juan to Illinois that include hotel bookings?

    Yes. In addition to deals on San Juan to Illinois flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from San Juan to Illinois?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from San Juan to Illinois.

  • Can I find deals for business class flights from San Juan to Illinois?

    Yes. Cheapflights offers flight deals from San Juan to Illinois by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from San Juan to Illinois?

    Currently, August is the cheapest month in which you can book a flight from San Juan to Illinois (average of $245). Flying from San Juan to Illinois in March is currently the most expensive (average of $321). 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.

See more FAQs

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Alternative routes for San Juan to Illinois

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from San Juan to Illinois

Discover the top 6 airlines that operate flights from San Juan to Illinois. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$130Average$246FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$137Average$272FlexibilityNo cancel feeOn-time65%
DeltaCheapest$162Average$374FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$219Average$469FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$257Average$445FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$329Average$479FlexibilityNo cancel feeOn-time71%

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