Southwest Airlines flights from San Bernardino (SAN) to Chicago (MDW)
Find comprehensive Southwest Airlines flight information, schedules, and booking details for direct flights from San Bernardino (SAN), US to Chicago (MDW), US. Southwest Airlines operates 2-5 flights daily flights on this route.• Flight Duration: 3h 50m - 4h 05m (average flight time)• Distance: 1734 miles (2790 km) (air miles between airports)• Daily Flights: 2-5 flights (scheduled departures per day)
San Bernardino (SAN)
US
Chicago (MDW)
US
FLIGHT TIME
3h 50m - 4h 05m
FLIGHT DISTANCE
1734 miles (2790 km)
3h 55m - 4h 5m
06:35
19:00
1734 miles (2790 km)
December
1 (Show)
20
Terminal 1 (SAN)
Terminal 1 (MDW)
Southwest Airlines Flight Schedule from San Bernardino (SAN) to Chicago (MDW)
| Flight | Airline | Departure | Arrival | Aircraft |
|---|---|---|---|---|
WN2153 |  Southwest Airlines | 06:35 | 12:40:00 | Boeing 737MAX 8 Passenger |
WN1748 | Southwest Airlines | 12:45 | 18:50:00 | Boeing 737MAX 8 Passenger |
WN4602 | Southwest Airlines | 19:00 | 00:55:00 | Boeing 737MAX 8 Passenger |
Southwest Airlines Monthly Flight Calendar
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Route Insights
Duration variability: Flight duration on this route can vary based on aircraft type, wind conditions, and airline scheduling. Average duration is 3h 50m - 4h 05m.
Pricing patterns: December typically offers lower prices due to reduced demand outside peak travel seasons.
Best departure times: Peak departure times are 6:00, 12:00, 19:00, offering more flight options and potentially better connections.
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Southwest Airlines Policy Highlights
Baggage Policy
Two free checked bags, additional charges apply for excess or overweight baggage.
For detailed baggage policies, visit Southwest Airlines airline page or Southwest Airlines official website.
Check-in Information
Online check-in available 24 hours before departure.
Southwest Airlines Terminal Information
Departure Terminal at San Bernardino (SAN):
• Southwest Airlines flights from San Bernardino (SAN) depart from Terminal Terminal 1
• Terminal Terminal 1: Southwest Airlines operates from this terminal
Arrival Terminal at Chicago (MDW):
• Southwest Airlines flights to Chicago (MDW) arrive at Terminal Terminal 1
• Terminal Terminal 1: Southwest Airlines operates from this terminal
Frequently Asked Questions about Southwest Airlines Flights
How many Southwest Airlines flights operate from San Diego (SAN) to Chicago (MDW)?
Southwest Airlines operates 3 flights from San Diego (SAN) to Chicago (MDW).
What city does Chicago (MDW) airport serve?
Chicago (MDW) airport serves Chicago, US.
How long is the Southwest Airlines flight from San Diego (SAN) to Chicago (MDW)?
The flight duration is approximately 3h 50m - 4h 05m.
What is the distance from San Diego (SAN) to Chicago (MDW)?
The distance is 1734 miles (2790 km).
What aircraft does Southwest Airlines use on this route?
Southwest Airlines uses Boeing 737MAX 8 Passenger on this route.
What are the earliest and latest Southwest Airlines flight departure times?
The earliest Southwest Airlines flight departs at 06:35 and the latest departs at 19:00.
Which terminal does Southwest Airlines use at San Diego (SAN)?
Southwest Airlines flights from San Diego (SAN) depart from Terminal Terminal 1.
Which terminal does Southwest Airlines use at Chicago (MDW)?
Southwest Airlines flights to Chicago (MDW) arrive at Terminal Terminal 1.
What is the cheapest month to fly Southwest Airlines from San Diego (SAN) to Chicago (MDW)?
December is typically the cheapest month to fly Southwest Airlines on this route.
What is the average price for a Southwest Airlines flight from San Diego (SAN) to Chicago (MDW)?
The average price for a round-trip Southwest Airlines flight on this route is approximately $510. Prices can vary based on booking time and demand.
How many Southwest Airlines flights operate per week on this route?
Southwest Airlines operates approximately 20 flights per week from San Diego (SAN) to Chicago (MDW).