5 airlines fly nonstop from Chicago to Boston.
Checking today’s fares with the airlines.
| Airline | From | To |
|---|---|---|
| American Airlines | ORD O'Hare International Airport | BOS Boston Logan International Airport |
| JetBlue | ORD O'Hare International Airport | BOS Boston Logan International Airport |
| United Airlines | ORD O'Hare International Airport | BOS Boston Logan International Airport |
| Delta Air Lines | ORD O'Hare International Airport | BOS Boston Logan International Airport |
| 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, American Airlines, JetBlue, United Airlines, Delta Air Lines and Southwest Airlines fly this route nonstop.
Nonstop flights leave from O'Hare International Airport (ORD) and Midway International Airport (MDW) and arrive at Boston Logan International Airport (BOS).
About 849 miles (1,366 km), measured between the city centres.
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.