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Cheap flight deals from San Juan to Chicago Starting at KRW 84,800

We've found these cheap flights for you. You can book one-way or round-trip flight tickets.

  • One way
  • Round-trip
      • Cheapest nonstop
        SJU07:57 pm
        5h 23m
        Nonstop
        ORD11:20 pm
        Thu, Feb 20|San Juan - Chicago|Spirit Airlines
        KRW 165,600KRW 241,299
        31% OFF
        31% OFF
        KRW 241,299KRW 165,600

        Choose Spirit Airlines flights from San Juan to Chicago. The one-way direct flight with Spirit Airlines departs from Luis Muñoz Marín International Airport on Thu, Feb 20, arriving at O'Hare International Airport. One-way Prices start from KRW 165,600 including taxes and charges.

      • SJU07:57 pm
        5h 23m
        Nonstop
        ORD11:20 pm
        Thu, Feb 27|San Juan - Chicago|Spirit Airlines
        KRW 185,800KRW 241,299
        23% OFF
        23% OFF
        KRW 241,299KRW 185,800

        Choose Spirit Airlines flights from San Juan to Chicago. The one-way direct flight with Spirit Airlines departs from Luis Muñoz Marín International Airport on Thu, Feb 27, arriving at O'Hare International Airport. One-way Prices start from KRW 185,800 including taxes and charges.

      • SJU08:55 am
        25h 18m
        1 stop
        ORD08:13 am
        Tue, Mar 4|San Juan - Chicago|Frontier Airlines
        KRW 84,800KRW 241,299
        65% OFF
        65% OFF
        KRW 241,299KRW 84,800

        Choose Frontier Airlines flights from San Juan to Chicago. The one-way connecting flight with Frontier Airlines departs from Luis Muñoz Marín International Airport on Tue, Mar 4, arriving at O'Hare International Airport. One-way Prices start from KRW 84,800 including taxes and charges.

      • SJU06:00 am
        10h 32m
        1 stop
        MDW03:32 pm
        Tue, Mar 11|San Juan - Chicago|Frontier Airlines
        KRW 87,000
        KRW 87,000

        Choose Frontier Airlines flights from San Juan to Chicago. The one-way connecting flight with Frontier Airlines departs from Luis Muñoz Marín International Airport on Tue, Mar 11, arriving at Midway International Airport. One-way Prices start from KRW 87,000 including taxes and charges.

      • SJU06:00 am
        11h 21m
        1 stop
        MDW04:21 pm
        Tue, Mar 18|San Juan - Chicago|Frontier Airlines
        KRW 93,200
        KRW 93,200

        Choose Frontier Airlines flights from San Juan to Chicago. The one-way connecting flight with Frontier Airlines departs from Luis Muñoz Marín International Airport on Tue, Mar 18, arriving at Midway International Airport. One-way Prices start from KRW 93,200 including taxes and charges.

      • SJU06:00 am
        12h 31m
        1 stop
        MDW05:31 pm
        Thu, Apr 3|San Juan - Chicago|Frontier Airlines
        KRW 93,200
        KRW 93,200

        Choose Frontier Airlines flights from San Juan to Chicago. The one-way connecting flight with Frontier Airlines departs from Luis Muñoz Marín International Airport on Thu, Apr 3, arriving at Midway International Airport. One-way Prices start from KRW 93,200 including taxes and charges.

      • SJU09:00 am
        12h 29m
        1 stop
        MDW07:29 pm
        Thu, Feb 27|San Juan - Chicago|Frontier Airlines
        KRW 93,400
        KRW 93,400

        Choose Frontier Airlines flights from San Juan to Chicago. The one-way connecting flight with Frontier Airlines departs from Luis Muñoz Marín International Airport on Thu, Feb 27, arriving at Midway International Airport. One-way Prices start from KRW 93,400 including taxes and charges.

      • SJU07:00 am
        14h 39m
        1 stop
        ORD07:39 pm
        Sat, Mar 1|San Juan - Chicago|Frontier Airlines
        KRW 93,400
        KRW 93,400

        Choose Frontier Airlines flights from San Juan to Chicago. The one-way connecting flight with Frontier Airlines departs from Luis Muñoz Marín International Airport on Sat, Mar 1, arriving at O'Hare International Airport. One-way Prices start from KRW 93,400 including taxes and charges.

      • SJU10:46 am
        13h 53m
        1 stop
        MDW11:39 pm
        Thu, May 8|San Juan - Chicago|Frontier Airlines
        KRW 93,400
        KRW 93,400

        Choose Frontier Airlines flights from San Juan to Chicago. The one-way connecting flight with Frontier Airlines departs from Luis Muñoz Marín International Airport on Thu, May 8, arriving at Midway International Airport. One-way Prices start from KRW 93,400 including taxes and charges.

      • SJU10:46 am
        13h 25m
        1 stop
        ORD11:11 pm
        Thu, May 15|San Juan - Chicago|Frontier Airlines
        KRW 93,600
        KRW 93,600

        Choose Frontier Airlines flights from San Juan to Chicago. The one-way connecting flight with Frontier Airlines departs from Luis Muñoz Marín International Airport on Thu, May 15, arriving at O'Hare International Airport. One-way Prices start from KRW 93,600 including taxes and charges.

      • SJU01:00 pm
        3h 5m
        Nonstop
        CHI02:00 pm
        Sat, Feb 22|San Juan - Chicago|Spirit Airlines
        Find More Flights
        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

San Juan to Chicago Flight Time

Flight info.
Departure
Arrival
Weekly Schedule

  1. F92215

    Frontier Airlines

    03:11 pm

    SJU

    3.4h

    05:36 pm

    TPA

    S--WT-S
    Search

  2. F93899

    Frontier Airlines

    08:48 pm

    TPA

    2.9h

    10:40 pm

    MDW

    SMTWTF-

  3. F92215

    Frontier Airlines

    03:11 pm

    SJU

    3.4h

    05:36 pm

    TPA

    S--WT-S
    Search

  4. F91415

    Frontier Airlines

    11:11 am

    TPA

    3.1h

    01:16 pm

    ORD

    SMTWTFS

  5. F92081

    Frontier Airlines

    04:28 pm

    SJU

    4.4h

    07:53 pm

    ATL

    SM-WT-S
    Search

  6. F91595

    Frontier Airlines

    03:16 pm

    ATL

    2.5h

    04:43 pm

    ORD

    SMTWTFS

  7. F92081

    Frontier Airlines

    04:28 pm

    SJU

    4.4h

    07:53 pm

    ATL

    SM-WT-S
    Search

  8. F92143

    Frontier Airlines

    10:25 am

    ATL

    2.0h

    11:26 am

    MDW

    -MT---S

  9. F92081

    Frontier Airlines

    04:28 pm

    SJU

    4.4h

    07:53 pm

    ATL

    SM-WT-S
    Search

  10. F92779

    Frontier Airlines

    10:37 pm

    ATL

    2.0h

    11:39 pm

    MDW

    SM-WTFS

  11. F94725

    Frontier Airlines

    04:29 pm

    SJU

    3.4h

    07:55 pm

    MCO

    -MTWTFS
    Search

  12. F93043

    Frontier Airlines

    06:50 am

    MCO

    3.4h

    09:15 am

    ORD

    SMT-TF-

  13. F94725

    Frontier Airlines

    04:29 pm

    SJU

    3.4h

    07:55 pm

    MCO

    -MTWTFS
    Search

  14. F93853

    Frontier Airlines

    10:30 am

    MCO

    2.9h

    12:24 pm

    MDW

    -M-----

  15. F92249

    Frontier Airlines

    06:00 am

    SJU

    3.4h

    09:26 am

    MCO

    S--WT--
    Search

  16. F91457

    Frontier Airlines

    05:26 pm

    MCO

    3.0h

    07:29 pm

    MDW

    SMTWTFS

  17. F93979

    Frontier Airlines

    06:35 am

    SJU

    3.4h

    08:57 am

    TPA

    SMTWTFS
    Search

  18. F91415

    Frontier Airlines

    11:11 am

    TPA

    3.1h

    01:16 pm

    ORD

    SMTWTFS

  19. F93247

    Frontier Airlines

    09:58 pm

    SJU

    4.0h

    01:59 am

    PHL

    S---T--
    Search

  20. F92111

    Frontier Airlines

    05:17 am

    PHL

    2.4h

    06:42 am

    ORD

    ------S
Find more flights and airlines

When is the cheapest time to fly from San Juan to Chicago?

We monitor flight fares to help you find the best deals effortlessly

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Frequently Asked Questions

  • When are flight tickets from San Juan (SJU) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from San Juan to Chicago based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much do flights from San Juan (SJU) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around KRW 364,000.

  • How long does it take to fly from San Juan (SJU) to Chicago (CHI) and what is the distance?

    It takes around 5 hours 7 minutes to fly from San Juan (SJU) to Chicago (CHI).

  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare International Airport to downtown is about 25 km. It takes about 40 minutes by taxi.
    • The distance from Midway International Airport to downtown is about 14 km. It takes about 30 minutes by taxi.

  • What are the most popular airlines that fly from San Juan (SJU) to Chicago (CHI)?

    Airlines with flights from San Juan (SJU) to Chicago (CHI): Air New Zealand, United Airlines, Alaska Airlines, Spirit Airlines, Air Canada, American Airlines and Southwest Airlines.

How to find a cheap flight from San Juan to Chicago

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from San Juan to Chicago. Book your flights at the right time and save more.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

Flight Info | San Juan to Chicago

Cheapest nonstop flight priceKRW 84,800
Cheapest round-trip ticket priceKRW 232,200
Off-season for travelMarch
Peak season for travelNovember
Flight distance3,313.11 km
Average flight time5 hours 7 minutes
Popular airlineJetblue Airways

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