Flights Chicago → Boston
MDW → BOS
Route overview
This flight route connects Chicago to Boston, with a total of 295 flights recorded. The on-time performance is at 61%, and the average delay duration is approximately 24 minutes. The destination airport serves over 36 million passengers annually, indicating high traffic and demand for this route.
Your rights on this US flight (DOT)
US flights have no statutory cash compensation for delays. Under the US DOT rules, if your flight is cancelled or significantly changed and you decline rebooking, you're owed an automatic refund of the unused ticket. The tarmac-delay limit is 3 hours (domestic) / 4 hours (international). Amenities for controllable delays depend on each airline's contract of carriage.
US flight refund rules & checker →General information, not legal advice.
The Chicago (MDW) → Boston (BOS) route is operated by Southwest Airlines. Across 378 flights monitored in recent months, 64% arrived on time (within 15 min of schedule), with an average delay of 22 minutes. The cancellation rate is 3.44%. FlightGuard's average computed risk is 22.2/100 (medium), updated in real time from weather, ATC delays, strikes, NOTAMs, fuel and flight history. At Boston the average ATFM delay is 2.0 minutes (main cause: atfm). Departing from Chicago the average ATFM delay is 2.0 minutes.
Heading to Boston: what to expect in this direction
Flying from Chicago (MDW) to Boston (BOS) heads east for about 1,381 km, a flight time of roughly 2h 9m.
Departures from Chicago on this leg cluster in the morning window: about 39% of MDW-BOS flights take off then.
Air-traffic congestion: departing Chicago the average ATFM delay is 2.0 min (atfm); arriving into Boston it is 2.0 min (atfm).
Across 378 tracked MDW-BOS flights, 64% left on time with an average delay of 22 min and a 3.4% cancellation rate.
Route facts
Flights on this route
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Airline punctuality on this route
| Airline | On-time | Average delay | Cancellations |
|---|---|---|---|
| Southwest Airlines (WN) | 73% | 6 min | 3.1% |
Airlines operating MDW-BOS
Airports
Frequently asked questions about MDW-BOS
On the Chicago (MDW) -> Boston (BOS) route, on-time performance is 64% with an average delay of 22 minutes, based on 378 tracked flights.
The cancellation rate on Chicago-Boston is 3.44% across 378 monitored flights.
The route is operated by 1 airline: Southwest Airlines.
Enter your flight number on FlightGuard for a real-time analysis based on 9 factors: weather at Boston, ATC delays, strikes, NOTAMs, fuel, airline punctuality and recent trends.
US flights have no statutory cash compensation for delays. Under US DOT rules, if the airline cancels or significantly changes your flight and you decline rebooking, you're owed an automatic refund of the unused ticket. The tarmac-delay limit is 3 hours (domestic) / 4 hours (international). Meals or hotels for controllable delays depend on each airline's contract of carriage.
