The U.S. aircraft register, updated daily
Routes and flights · the DOT's airline reports, August 2025 to July 2026

Chicago Midway International ⇄ Luis Munoz Marin International MDW–SJU

Airlines flew 103 flights between Chicago Midway International MDW in Chicago, IL and Luis Munoz Marin International SJU in San Juan, PR in the twelve months to July 2026, both directions together: 15,475 passengers in 16,885 seats, 92% of them filled, and 13,254 pounds of freight. 2,057 miles, about 252 minutes in the air, on 1 airline: Southwest Airlines Co. (103). Planning to fly it yourself? The weather and winds along this route right now.

103
flights, twelve months
MDW-SJU: 52 · SJU-MDW: 51
15,475
passengers
92% of seats filled
2,057
miles
about 252 minutes airborne
1
airline
3 aircraft types

Flights by month both directions

04813171/254/257/2512/253/266/26157/26
By month, as a table
flights
1/258
2/258
3/2517
4/2510
5/2510
6/2516
7/2516
8/254
11/258
12/258
1/268
2/268
3/2616
4/2610
5/2610
6/2616
7/2615

Passengers by month

06571,3141,9722,6291/254/257/2512/253/266/262,2687/26
By month, as a table
passengers
1/251,330
2/251,166
3/252,629
4/251,566
5/251,538
6/252,551
7/252,600
8/25639
11/251,133
12/251,195
1/261,141
2/261,157
3/262,373
4/261,543
5/261,696
6/262,330
7/262,268

The airlines twelve months, both directions

AirlineFlightsPassengersSeats filledService
Southwest Airlines Co. WN10315,47592%scheduled passenger service

The aircraft as the airlines report their types

AircraftFlightsSeats a flightPassengers
Boeing B737 Max 800511758,184
Boeing 737-700/700LR/Max 7301373,918
Boeing 737-800221753,373

MDW → SJU this direction alone · flown January 2025 to July 2026

52 flights of 53 scheduled, 7,761 passengers in 8,340 seats, 10,563 pounds of freight. Southwest Airlines Co. 52.

SJU → MDW this direction alone · flown January 2025 to July 2026

51 flights of 51 scheduled, 7,714 passengers in 8,545 seats, 2,691 pounds of freight. Southwest Airlines Co. 51.

Source: the Bureau of Transportation Statistics' T-100 Segment table (all carriers). A flight is one departure performed on this segment; seats and passengers are the airlines' own monthly reports; "seats filled" is passengers divided by seats. The miles are the DOT's great-circle distance. Both ends: Chicago Midway International MDW and Luis Munoz Marin International SJU; all routes.