Direct (non-stop) flights from Chicago to San Juan

MDW Chicago Midway International

Chicago , IL , USA

SJU Luis Munoz Marin International

San Juan, Puerto Rico

CHANGE DIRECTION

Flight time

4h 50m

Flight distance

2070mi, 3331km

Flights from Chicago to San Juan route map

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USA

MDW

Chicago , IL

Puerto Rico

SJU

San Juan

Distance

2070 miles · (3331 km)

CHANGE DIRECTION

Flight time

4 hours and 50 minutes

Airlines with direct flights from Chicago (MDW) to San Juan (SJU)

Southwest Airlines

S

M

T

W

T

F

S

Low-cost airline

2 weekly flights

FLIGHTS WITH STOPS

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MDW SJU

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MONTHLY

WEEKLY

Chicago (MDW) to San Juan (SJU) flight schedule

The monthly calendar shows every direct flight departure from Chicago Midway International (MDW) with all airlines. Click on a date to see a list of flights or search for the best prices.

Southwest

View return flights from SJU to MDW

Southwest Airlines flight schedule from Chicago to San Juan

All weekly departures with Southwest Airlines. The week calendar shows every flight departure from Chicago (MDW) to San Juan (SJU). Click on a blue date to see a list of flights.

Week 29 (Jul 13 - Jul 19)

Week 27 (Jun 29 - Jul 5)
Week 28 (Jul 6 - Jul 12)
Week 29 (Jul 13 - Jul 19)
Week 30 (Jul 20 - Jul 26)
Week 31 (Jul 27 - Aug 2)
Week 32 (Aug 3 - Aug 9)
Week 33 (Aug 10 - Aug 16)
Week 34 (Aug 17 - Aug 23)
Week 35 (Aug 24 - Aug 30)
Week 36 (Aug 31 - Sep 6)
Week 37 (Sep 7 - Sep 13)
Week 38 (Sep 14 - Sep 20)
Week 39 (Sep 21 - Sep 27)
Week 40 (Sep 28 - Oct 4)
Week 41 (Oct 5 - Oct 11)
Week 42 (Oct 12 - Oct 18)
Week 43 (Oct 19 - Oct 25)
Week 44 (Oct 26 - Nov 1)
Week 45 (Nov 2 - Nov 8)
Week 46 (Nov 9 - Nov 15)
Week 47 (Nov 16 - Nov 22)
Week 48 (Nov 23 - Nov 29)
Week 49 (Nov 30 - Dec 6)
Week 50 (Dec 7 - Dec 13)
Week 51 (Dec 14 - Dec 20)
Week 52 (Dec 21 - Dec 27)
Week 53 (Dec 28 - Jan 3)
Week 1 (Jan 4 - Jan 10)
Week 2 (Jan 11 - Jan 17)
Week 3 (Jan 18 - Jan 24)
Week 4 (Jan 25 - Jan 31)
Week 5 (Feb 1 - Feb 7)
Week 6 (Feb 8 - Feb 14)
Week 7 (Feb 15 - Feb 21)
Week 8 (Feb 22 - Feb 28)
Week 9 (Mar 1 - Mar 7)

Flight

Mon

Jul 13

Tue

Jul 14

Wed

Jul 15

Thu

Jul 16

Fri

Jul 17

Sat

Jul 18

Sun

Jul 19

WN1924

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07:55

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WN2531

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08:45

Flight time

4h 35m - 4h 50m

Arriving at Luis Munoz Marin (SJU)

Luis Munoz Marin International (SJU) is the largest airport in Puerto Rico and is based in San Juan. You can fly to 58 destinations with 19 airlines in scheduled passenger traffic.

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Best prices on rental cars in San Juan

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Departing from Chicago Midway (MDW) , Illinois

Chicago Midway International (MDW) is a large airport in USA. You can fly to 96 destinations with 6 airlines in scheduled passenger traffic.

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Airlines with alternative airports from Chicago to San Juan

The airlines below are departing from or arriving to other airports in the same city or very close.