Chicago/Prospect Heights/Wheeling to Boston (PWK–BOS) — Airlines, Schedules & Connections
No flights match your filters.
No nonstop flights on this route. connecting options below.
While no nonstop service exists between PWK and BOS, connecting options are available through 76 hubs.
Connection Landscape
Other ways to reach Boston from Chicago/Prospect Heights/Wheeling
| Metric | PWK→BOS | ORD→BOS | MDW→BOS |
|---|---|---|---|
| Distance from PWK | – | 9 mi | 24 mi |
| Nonstop airlines | 0 | 25 | 8 |
| Weekly flights | 1 | 541 | 29 |
| Flight time | 1h 56m | 2h 11m | 1h 48m |
Travel Essentials
PWK: CDT · BOS: EDT
When it's 6:00 PM in Chicago/Prospect Heights/Wheeling, it's 7:00 PM in Boston.
Silver Line SL1 (free from Logan) runs to South Station in 15–20 minutes, connecting to the Red Line subway and Amtrak services. The Massport Shuttle connects all Logan terminals and the remote parking areas; it's also the transfer between terminals. Water taxi to Long Wharf (downtown) is $12 and runs seasonally; check weather and schedule.Taxis to downtown Boston cost $30–45 (tunnel toll included in meter). Ride-hails pick up at designated zones; follow the Logan app directions to avoid the main curb chaos. MBTA Blue Line (Airport station, free shuttle from terminals) reaches downtown in 10 minutes but requires a separate transfer. Amtrak Acela to New York departs from South Station (2.5h, from $49).
Humid continental climate with significant maritime influence. Winters (December–March) bring regular Nor'easters. These coastal storms that dump heavy snow and produce high winds, frequently closing Logan for hours and causing mass cancellations. Ice storms hit several times each winter. BOS is one of the most weather-disrupted major US airports in winter.
Summers are warm (22–29°C) with humidity and afternoon thunderstorms causing July–August delays. Hurricane remnants reach New England in September–October. Spring and fall are mild (8–18°C) but unpredictable. Logan's harbor location means it runs windier than inland readings suggest. Factor this into small aircraft routing.
PWK–BOS Quick Facts
Frequently Asked Questions
Flights from PWK to BOS
Chicago Executive Airport (PWK) and Boston Logan International Airport (BOS) are connected through multiple connecting hub airports.
PWK to BOS Flight Duration and Schedule
Nonstop flight time from PWK to BOS ranges from 1 hours 56 minutes. The route covers a distance of 863 miles (1,389 km). There are approximately 1 weekly flights outbound and 1 return, totaling 2 flights per week in both directions.
Connecting Options and Alternatives
76 one-stop connections are available, with the fastest taking approximately 3 hours via ALB. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Chicago (ORD), Chicago (MDW) and Gary (GYY).