1 airline flies nonstop from Midway International Airport to Boston Logan International Airport. Midway International Airport (Chicago) to Boston Logan International Airport (Boston).
Checking today’s fares with the airlines.
| Airline | From | To |
|---|---|---|
| Southwest Airlines | MDW Midway International Airport | BOS Boston Logan International Airport |
Nonstop service as of October 2026. Airlines change schedules seasonally.
2 miles (4 km) from the city centre. 42.7 million passengers in 2024
| How | Route | Cost |
|---|---|---|
| Bus | MBTA Silver Line SL1 from Logan terminals to South Station | free when boarding at the airport |
| Subway | MBTA Blue Line from Airport station (free shuttle bus from terminals), connecting to Orange and Green lines | $2.40 one way |
This is domestic travel for US citizens: no passport or visa is needed, but travelers 18 and over need a REAL ID-compliant license or another accepted ID to fly.
Boston is 1 hour ahead of Chicago. Boston uses the US dollar (USD).
Read the Boston guide: when to go, weather, airports and tips
Nonstop flight times vary by airline and season; flights with a connection take longer.
As of October 2026, Southwest Airlines flies this route nonstop.
About 858 miles (1,381 km) between the airports.
Boston is 1 hour ahead of Chicago.
This is domestic travel for US citizens: no passport or visa is needed, but travelers 18 and over need a REAL ID-compliant license or another accepted ID to fly.
MBTA Silver Line SL1 from Logan terminals to South Station, free when boarding at the airport.
Information checked in October 2026. Schedules, fares and entry rules change, so confirm with the airline or the official source before you travel.