O'Hare International Airport
17 miles (27 km) from the city centre. 84.9 million passengers in 2025
| How | Route | Time | Cost |
|---|---|---|---|
| Train | CTA Blue Line to the Loop, runs 24 hours | about 42m | $5 |
5 airlines fly nonstop from Boston to Chicago.
Checking today’s fares with the airlines.
| Airline | From | To |
|---|---|---|
| American Airlines | BOS Boston Logan International Airport | ORD O'Hare International Airport |
| Delta Air Lines | BOS Boston Logan International Airport | ORD O'Hare International Airport |
| JetBlue | BOS Boston Logan International Airport | ORD O'Hare International Airport |
| Southwest Airlines | BOS Boston Logan International Airport | MDW Midway International Airport |
| United Airlines | BOS Boston Logan International Airport | ORD O'Hare International Airport |
Nonstop service as of October 2026. Airlines change schedules seasonally.
17 miles (27 km) from the city centre. 84.9 million passengers in 2025
| How | Route | Time | Cost |
|---|---|---|---|
| Train | CTA Blue Line to the Loop, runs 24 hours | about 42m | $5 |
12 miles (19 km) from the city centre. 19.4 million passengers in 2025
| How | Route | Time | Cost |
|---|---|---|---|
| Train | CTA Orange Line to the Loop (all day, not overnight) | about 22m | $2.50 |
Domestic travel within the United States: no passport or visa is needed, but adults must show a REAL ID-compliant license or another accepted ID at airport security.
Chicago is 1 hour behind Boston. Chicago uses the US dollar (USD).
Read the Chicago 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, Delta Air Lines, JetBlue, Southwest Airlines and United Airlines fly this route nonstop.
Nonstop flights leave from Boston Logan International Airport (BOS) and arrive at O'Hare International Airport (ORD) and Midway International Airport (MDW).
About 849 miles (1,366 km), measured between the city centres.
Chicago is 1 hour behind Boston.
Domestic travel within the United States: no passport or visa is needed, but adults must show a REAL ID-compliant license or another accepted ID at airport security.
CTA Blue Line to the Loop, runs 24 hours, about 42 minutes, $5.
Information checked in October 2026. Schedules, fares and entry rules change, so confirm with the airline or the official source before you travel.