Boston to Chicago (BOS–ORD) — 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.
BOS–ORD is served by 8 airlines with nonstop service. American Airlines, United Airlines and Delta Air Lines lead the route. The flight covers 864 miles in approximately 2h 59m. 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, JL, QR, RJ | 105 | 321, 738, 7M8, B38M | 3h01-3h20 | Oneworld | AS, AY, BA, CX, IB, JL, QR, RJ | |
| UA United Airlines Also: AV, AZ, EK, NH, NZ | 98 | 32Q, 738, 739, 7M8, 7M9, B38M | 2h51-3h03 | Star Alliance | AV, AZ, EK, NH, NZ | |
| DL Delta Air Lines Also: KE, LY, SK, VS, WS | 42 | 223, 738, 739, BCS3 | 2h47-3h02 | SkyTeam | KE, LY, SK, VS, WS | |
| B6 JetBlue Also: FI, QR, TP | 21 | 223, BCS3 | 2h40-3h05 | – | FI, QR, TP | |
| LA LATAM Chile | 6 | 223, 319 | 2h49-2h54 | – | – | |
| AF Air France | 1 | – | – | SkyTeam | – | |
| HA Hawaiian Airlines | 0 | – | – | – | – | |
| LF Contour Airlines | 0 | – | – | – | – |
Weekly Schedule Pattern
Connection Landscape
On-Time Performance
Other ways to reach Chicago from Boston
| Metric | BOS→ORD | BED→ORD | ORH→ORD |
|---|---|---|---|
| Distance from BOS | – | 16 mi | 45 mi |
| Nonstop airlines | 8 | 7 | 2 |
| Weekly flights | 536 | 1 | 1 |
| Flight time | 2h 59m | 2h 30m | 2h 9m |
| Departure OTP | 100% | – | – |
Travel Essentials
BOS: EDT · ORD: CDT
When it's 6:00 PM in Boston, it's 5:00 PM in Chicago.
MBTA Silver Line SL1 bus runs from South Station (Red Line, Amtrak) through the Ted Williams Tunnel to all Logan terminals; free from the airport, $2.40 inbound. Journey from South Station takes 15–20 minutes depending on traffic. The Blue Line Aquarium station connects to a free water taxi ($12) across the harbor to Logan; scenic but weather-dependent.Taxis from downtown Boston cost $30–45 with the Ted Williams Tunnel toll included. Ride-hails are comparable. The Sumner and Ted Williams tunnels both serve the airport; check traffic before departing, as both frequently back up. Logan is only 3 miles from downtown but tunnel congestion often extends that to 30+ minutes.
CTA Blue Line runs 24/7 from O'Hare to downtown Chicago (45 min, $5). Taxis use a flat-rate zone system; downtown is around $40–45 plus tip. Ride-shares are typically $30–50.The Airport Transit System (ATS) connects all terminals and parking. Metra commuter rail does not serve O'Hare directly; transfer downtown via Blue Line.
Continental climate with four distinct seasons. Summers are warm and humid (25–32°C) with afternoon thunderstorms. Winters are cold (−10 to −2°C) with heavy snowfall that regularly delays flights December through March.
Spring and fall are mild but unpredictable. Pack layers. Lake Michigan moderates temperatures near the lakefront, but O'Hare sits inland and runs colder.
BOS–ORD Quick Facts
Frequently Asked Questions
BOS to ORD Route Overview
Boston Logan to Chicago O'Hare is a heavily competitive business corridor operated by American, United, and Delta with combined frequency of 18-22 daily round trips. Flight time is 2 hours 45 minutes. Aircraft are predominantly A319s, A320s, and 737-800s; United occasionally deploys 757-200s on high-demand slots. The Boston-Chicago O&D market is one of the top 20 domestic pairs by revenue in the US, driven by financial services, consulting, healthcare, and technology traffic between the two metros.
Connection and Operational Patterns
Boston Logan has three domestic-capable terminals (A, B, C/E); American predominantly uses B, United uses B/C, and Delta uses A. Terminal changes at Logan require exiting and re-entering security, which affects connecting itineraries. O'Hare's four active runways give it higher throughput resilience than most US airports, but summer convective weather and volume-driven FAA flow control remain consistent delay drivers. The BOS-ORD corridor is fully covered by frequent-flyer shuttle programs on both American and United, and close-in business seat availability is relatively good compared to Boston-New York routes where demand is more inelastic.