Chicago to Boston (ORD–BOS) — Airlines, Schedules & Connections
No flights match your filters.
No scheduled airline flights on this route — it's flown by charter / private operators (). No nonstop flights on this route. connecting options below.
Most recently operated nonstop flights — the month shown is when each was last scheduled. Most destinations remain reachable with a connection.
No discontinued nonstop flights on record for this route.
ORD–BOS is served by 5 airlines with nonstop service. American Airlines, United Airlines and Delta Air Lines lead the route. The flight covers 864 miles in approximately 2h 36m. Beyond nonstop, 1-stop connecting options are also available.
Airline Landscape
| Airline | Freq/wk | Aircraft | Duration | Dep OTP | Alliance | Codeshares |
|---|---|---|---|---|---|---|
| AA American Airlines Also: AS, AY, BA, CX, IB, QR, RJ | 112 | 738, E70, E75, E75L | 2h25-2h50 | Oneworld | AS, AY, BA, CX, IB, QR, RJ | |
| UA United Airlines Also: AV, AZ, EK, NZ | 98 | 32Q, 738, 739, 7M9, A21N | 2h21-2h52 | Star Alliance | AV, AZ, EK, NZ | |
| DL Delta Air Lines Also: AF, KE, LY, SK, VS | 27 | 319, 738, BCS3 | 2h31-2h44 | SkyTeam | AF, KE, LY, SK, VS | |
| B6 JetBlue Also: BA, EY, FI, HA, QR, TP | 14 | 223, BCS3 | 2h31-2h38 | – | BA, EY, FI, HA, QR, TP | |
| WS WestJet | 12 | 223, 319 | 2h30-2h38 | – | – |
Weekly Schedule Pattern
Connection Landscape
On-Time Performance
Other ways to reach Boston from Chicago
| Metric | ORD→BOS | MDW→BOS | GYY→BOS |
|---|---|---|---|
| Distance from ORD | – | 15 mi | 36 mi |
| Nonstop airlines | 5 | 8 | 2 |
| Weekly flights | 523 | 64 | – |
| Flight time | 2h 36m | 2h 14m | 1h 48m |
| Departure OTP | 43% | – | – |
Travel Essentials
ORD: CDT · BOS: EDT
When it's 6:00 PM in Chicago, it's 7:00 PM in Boston.
CTA Blue Line runs 24/7 from downtown Loop stations to O'Hare (45 min, $5). Pace buses serve suburbs. Ride-shares cost $35–55 from downtown depending on traffic; add 30+ minutes during rush hour on the Kennedy Expressway.Economy parking lots E/F connect via ATS people mover. Terminal 5 (international) is separate from Terminals 1–3; allow extra time for inter-terminal transfers.
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.
ORD–BOS Quick Facts
Frequently Asked Questions
Chicago O'Hare to Boston Logan
ORD–BOS spans 860 miles between two major US hub cities and is served by six airlines at roughly 263 weekly frequencies. United and American dominate given hub presence at ORD, while Delta and JetBlue compete for Boston-side demand. Block time averages 2 hours 15 minutes eastbound, slightly under 2 hours westbound with jet stream assistance. The route carries substantial business traffic between Chicago's financial district and Boston's biotech, financial, and academic sectors.
Winter Exposure and Scheduling
The ORD–BOS corridor faces winter weather vulnerability at both ends. O'Hare's lake-effect snow and Boston's nor'easter exposure combine to make January through March one of the most operationally challenging periods on any US domestic route. Major nor'easters at BOS can cancel hundreds of arrivals system-wide. Morning departures from ORD benefit from the Central-to-Eastern time zone shift. A 6 AM ORD departure arrives in Boston by mid-morning, making it an effective schedule for day trips.