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Cheap flights from San Juan to Chicago

32 nonstop flights a week, 3 of them today. Operated by 4 airlines, about 5h 28m in the air, 2,054 mi (3,305 km).

Flights from San Juan to Chicago

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San Juan to Chicago at a glance

flight time, from 4h 55m to 5h 45m
5h 28m
straight-line distance
2,054 mi (3,305 km)
flights a week
32
flights today
3
first and last departure
08:25 - 19:12
airlines
4

San Juan to Chicago flight schedule

32 flights a week, 3 today, 35 seasonal or one-off. Departure and arrival times are local.

FlightDepartsArrivesDurationDaysAircraft
UA 2089
United Airlines
08:25 Luis Munoz Marin International, terminal B
11:47 , terminal 1
5h 22m
Daily
Airbus A320
WN 3129
Southwest Airlines
13:30 Luis Munoz Marin International, terminal B
16:25 Chicago Midway International
4h 55m
Sat
Boeing 737-800
WN 3881
Southwest Airlines
15:30 Luis Munoz Marin International, terminal B
18:40 Chicago Midway International
5h 10m
Sat
Boeing 737-800
AA 3096
American Airlines
15:47 Luis Munoz Marin International, terminal C
19:29 , terminal 3
5h 42m
Mon, Thu, Fri, Sat, Sun
Boeing 737-800
AA 2279
American Airlines
15:49 Luis Munoz Marin International, terminal C
19:27 , terminal 3
5h 38m
Mon, Wed, Fri, Sat, Sun
Boeing 737-800
AA 2279
American Airlines
15:52 Luis Munoz Marin International, terminal C
19:30 , terminal 3
5h 38m
Tue, Thu
Boeing 737-800
UA 2088
United Airlines
16:55 Luis Munoz Marin International, terminal B
20:26 , terminal 1
5h 31m
Daily
Airbus A320
F9 3345
Frontier Airlines
19:12 Luis Munoz Marin International
22:21 , terminal 5
5h 9m
Mon, Fri, Sat, Sun
Airbus A320

Seasonal and one-off flights

Not operating in the next two weeks. The first of them is on 29 November.

FlightDepartsArrivesDurationDaysAircraft
AA 3096
American Airlines
15:48 Luis Munoz Marin International, terminal C
19:30 , terminal 3
5h 42m
Seasonal
Boeing 737-800
AA 2213
American Airlines
15:50 Luis Munoz Marin International, terminal C
19:29 , terminal 3
5h 39m
Seasonal
Boeing 737-800
AA 2213
American Airlines
15:41 Luis Munoz Marin International, terminal C
19:20 , terminal 3
5h 39m
Seasonal
Boeing 737-800
AA 2213
American Airlines
15:51 Luis Munoz Marin International, terminal C
19:30 , terminal 3
5h 39m
Seasonal
Boeing 737-800
AA 3176
American Airlines
15:50 Luis Munoz Marin International, terminal C
19:35 , terminal 3
5h 45m
Seasonal
Boeing 737
F9 3345
Frontier Airlines
19:00 Luis Munoz Marin International
22:28 , terminal 5
5h 28m
Seasonal
Airbus A320
AA 2436
American Airlines
05:00 Luis Munoz Marin International, terminal C
08:39 , terminal 3
5h 39m
Seasonal
Boeing 737-800
AA 3176
American Airlines
15:43 Luis Munoz Marin International, terminal C
19:22 , terminal 3
5h 39m
Seasonal
Boeing 737-800
AA 3176
American Airlines
15:56 Luis Munoz Marin International, terminal C
19:35 , terminal 3
5h 39m
Seasonal
Boeing 737-800
F9 3345
Frontier Airlines
22:08 Luis Munoz Marin International
01:36 , terminal 5
5h 28m
Seasonal
Airbus A320
AA 1540
American Airlines
07:03 Luis Munoz Marin International, terminal C
10:35 , terminal 3
5h 32m
Seasonal
Boeing 737-800
AA 3276
American Airlines
15:41 Luis Munoz Marin International, terminal C
19:24 , terminal 3
5h 43m
Seasonal
Boeing 737-800
WN 563
Southwest Airlines
14:05 Luis Munoz Marin International, terminal B
17:10 Chicago Midway International
5h 5m
Seasonal
Boeing 737-800
UA 1745
United Airlines
15:25 Luis Munoz Marin International, terminal B
18:53 , terminal 1
5h 28m
Seasonal
Boeing 737
AA 1540
American Airlines
06:02 Luis Munoz Marin International, terminal C
09:40 , terminal 3
5h 38m
Seasonal
Boeing 737-800
AA 3276
American Airlines
15:44 Luis Munoz Marin International, terminal C
19:29 , terminal 3
5h 45m
Seasonal
Boeing 737-800
WN 3389
Southwest Airlines
13:35 Luis Munoz Marin International, terminal B
16:40 Chicago Midway International
5h 5m
Seasonal
Boeing 737-800
WN 1129
Southwest Airlines
17:15 Luis Munoz Marin International, terminal B
20:40 Chicago Midway International
5h 25m
Seasonal
Boeing 737
AA 1540
American Airlines
05:02 Luis Munoz Marin International, terminal C
09:40 , terminal 3
5h 38m
Seasonal
Boeing 737-800
UA 2089
United Airlines
07:25 Luis Munoz Marin International, terminal B
11:49 , terminal 1
5h 24m
Seasonal
Airbus A320
AA 3276
American Airlines
14:44 Luis Munoz Marin International, terminal C
19:29 , terminal 3
5h 45m
Seasonal
Boeing 737-800
UA 2088
United Airlines
15:55 Luis Munoz Marin International, terminal B
20:26 , terminal 1
5h 31m
Seasonal
Airbus A320
WN 3887
Southwest Airlines
16:25 Luis Munoz Marin International, terminal B
20:45 Chicago Midway International
5h 20m
Seasonal
Boeing 737-800
UA 1745
United Airlines
14:25 Luis Munoz Marin International, terminal B
18:53 , terminal 1
5h 28m
Seasonal
Boeing 737
WN 1129
Southwest Airlines
16:15 Luis Munoz Marin International, terminal B
20:40 Chicago Midway International
5h 25m
Seasonal
Boeing 737
UA 2089
United Airlines
07:40 Luis Munoz Marin International, terminal B
11:53 , terminal 1
5h 13m
Seasonal
Boeing 737
UA 2088
United Airlines
15:56 Luis Munoz Marin International, terminal B
20:15 , terminal 1
5h 19m
Seasonal
Airbus A320
AA 2845
American Airlines
15:10 Luis Munoz Marin International, terminal C
19:49 , terminal 3
5h 39m
Seasonal
Airbus A321
WN 3212
Southwest Airlines
13:15 Luis Munoz Marin International, terminal B
17:25 Chicago Midway International
5h 10m
Seasonal
Boeing 737-800
AA 3179
American Airlines
00:59 Luis Munoz Marin International, terminal C
05:04 , terminal 3
5h 5m
Seasonal
Boeing 737-800
AA 2655
American Airlines
00:57 Luis Munoz Marin International, terminal C
05:04 , terminal 3
5h 7m
Seasonal
Boeing 737-800
WN 3355
Southwest Airlines
15:40 Luis Munoz Marin International, terminal B
19:35 Chicago Midway International
4h 55m
Seasonal
Boeing 737
WN 4667
Southwest Airlines
16:50 Luis Munoz Marin International, terminal B
20:45 Chicago Midway International
4h 55m
Seasonal
Boeing 737
AA 2655
American Airlines
00:59 Luis Munoz Marin International, terminal C
05:04 , terminal 3
5h 5m
Seasonal
Boeing 737-800
AA 2655
American Airlines
00:55 Luis Munoz Marin International, terminal C
05:00 , terminal 3
5h 5m
Seasonal
Boeing 737-800

Days of the week are taken from the schedule for the next 14 days; schedules change by season. Chicago is 2 hours behind San Juan. The search shows seat availability and the price for your date.

Airlines flying San Juan to Chicago

Flights a week by schedule and the cheapest nonstop fare of each airline found by recent searches

United Airlines14 a week American Airlines12 a week Frontier Airlines4 a week Southwest Airlines2 a week

Airports

Where flights from San Juan to Chicago depart and land

Departure from San Juan

Luis Munoz Marin International SJU

32 flights a week, terminals B, C, 7 mi (11 km) from the city centre

About the airport

Arrival in Chicago

Chicago Midway International MDW

2 flights a week, 9 mi (14 km) from the city centre

About the airport

When to visit Chicago

Weather by month

Best time to visit: May, June, July, August, September and October, +18° to +27° by day. In November it is +10° by day and +2° at night, with 7 rainy days.

Jan
0° −7° 10 days
Feb
+2° −6° 7 days
Mar
+9° 0° 12 days
Apr
+14° +5° 13 days
May
+19° +10° 11 days
Jun
+27° +17° 9 days
Jul
+27° +19° 12 days
Aug
+27° +19° 10 days
Sep
+24° +16° 7 days
Oct
+18° +10° 11 days
Nov
+10° +2° 7 days
Dec
+4° −3° 10 days

Daytime and night temperatures in °C, rainy days. Months with the most comfortable weather are in green. Long-term averages.

Frequently asked questions

How long is the flight from San Juan to Chicago?
A nonstop flight takes 5 hours 28 minutes on average, from 4h 55m to 5h 45m depending on the flight.
How far is Chicago from San Juan?
2,054 mi (3,305 km) in a straight line between the cities.
Which airlines fly nonstop from San Juan to Chicago?
United Airlines (14 a week), American Airlines (12 a week), Frontier Airlines (4 a week) and Southwest Airlines (2 a week).
How many flights a day are there from San Juan to Chicago?
3 flights today and 32 a week, about 4.6 a day on average.
When are the first and last flights from San Juan to Chicago?
The first departure is at 08:25 (UA2089), the last at 19:12 (F93345). Local time.
What is the time difference between San Juan and Chicago?
Chicago is 2 hours behind San Juan. Schedule times on this page are local to each airport.
Which San Juan airport do flights to Chicago leave from?
Luis Munoz Marin International (32 a week).