How long is the flight from Chicago Midway to Boston?

MDW–BOS is 2h 5m nonstop, covering 1,381 km (858 mi).

Which airlines fly nonstop from Chicago Midway to Boston?

NetJets Aviation, Southwest Airlines operate this route nonstop.

How much is a flight from Chicago Midway to Boston?

One-way fares on MDW–BOS recently started from $110 ($148 nonstop). The lowest recent fare is for travel in November 2026. Fares change daily, so check current prices before booking.

How often do flights run from Chicago Midway to Boston?

The route is served 7 days a week (19 scheduled departures).

Flights from Chicago Midway to Boston

MDWBOS

Chicago Midway International Airport (Chicago, United States) → Boston Logan International Airport (Boston, United States)

Nonstop: 2h 5m
Distance: 1,381 km
Frequency: 7×/week
One-way from: $110
Airlines: NetJets Aviation, Southwest Airlines

Book on Aviasales

Fares by month

One-way, per person

Lowest fares Aviasales travelers found in recent searches; some may include a connection. Prices change often — tap a month to see live fares.

Weekly schedule

Monday

WN411307:50→11:102h 20mSouthwest Airlines
WN290013:00→16:102h 10mSouthwest Airlines
WN290218:45→22:002h 15mSouthwest Airlines

Tuesday

WN411308:30→12:002h 30mSouthwest Airlines
WN290013:15→16:202h 5mSouthwest Airlines

Wednesday

WN411308:30→12:002h 30mSouthwest Airlines
WN290013:15→16:202h 5mSouthwest Airlines
WN437919:15→22:302h 15mSouthwest Airlines

Thursday

WN411307:50→11:102h 20mSouthwest Airlines
WN290013:00→16:102h 10mSouthwest Airlines
WN290218:45→22:052h 20mSouthwest Airlines

Friday

WN411307:50→11:102h 20mSouthwest Airlines
WN290013:00→16:102h 10mSouthwest Airlines
WN290218:45→22:052h 20mSouthwest Airlines

Saturday

WN411307:40→10:552h 15mSouthwest Airlines

Sunday

WN411307:50→11:102h 20mSouthwest Airlines
WN290013:00→16:102h 10mSouthwest Airlines
WN398317:25→20:402h 15mSouthwest Airlines
WN290218:45→22:052h 20mSouthwest Airlines

Chicago Midway to Boston — frequently asked

How long is the flight from Chicago Midway to Boston?: MDW–BOS is 2h 5m nonstop, covering 1,381 km (858 mi).
Which airlines fly nonstop from Chicago Midway to Boston?: NetJets Aviation, Southwest Airlines operate this route nonstop.
How much is a flight from Chicago Midway to Boston?: One-way fares on MDW–BOS recently started from $110 ($148 nonstop). The lowest recent fare is for travel in November 2026. Fares change daily, so check current prices before booking.
How often do flights run from Chicago Midway to Boston?: The route is served 7 days a week (19 scheduled departures).