Direct (non-stop) flights from Boston (BOS) to Chicago (MDW)
Find comprehensive flight information, schedules, and booking details for direct flights from Boston (BOS), US to Chicago (MDW), US. This popular route is operated by 1 airline, offering multiple daily departures.• Flight Duration: 2h 35m - 3h 00m (average flight time)• Daily Flights: 2-6 flights (scheduled departures per day)
Boston (BOS)
US
Chicago (MDW)
US
FLIGHT TIME
2h 35m - 3h 00m
2h 45m - 2h 55m
05:15
18:50
1 (Show)
14
Terminal 1 (Chicago (MDW))
Flight Schedule
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Airlines Operating This Route
Click any airline to view their specific flight schedules, policies, and route details for this connection. You can also explore flights from Boston (BOS) and flights to Chicago (MDW).
Route Insights
Route Demand
This route operates 14 flights per week, serving moderate demand between Boston (BOS) and Chicago (MDW).
Best Time to Fly
Best Value Period
September typically offers the best value for travelers, with lower average fares compared to peak travel periods.
Price Trends
Price variation throughout the year is significant, with Apr being the most affordable month and prices increasing during peak travel seasons.
Distance & Duration Explained
Flight Duration
Flight duration averages 2h 35m - 3h 00m, with actual times ranging from 2h 45m - 2h 55m depending on aircraft type, wind conditions, and routing.
Airline Comparison
Available Airlines
Southwest Airlines is the sole operator on this route, providing 4 daily flights between BOS and MDW.
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Best Time to Visit & Travel Planning
Cheapest Day
Cheapest Month
Average Fare
$252
Travel Planning Tips for Boston (BOS) to Chicago (MDW)
- Best Day to Book
Thursday typically offers the lowest fares for flights from Boston (BOS) to Chicago (MDW). Consider booking on this day for potential savings.
- Best Month to Travel
September is generally the cheapest month to fly from Boston (BOS) to Chicago (MDW). Plan your trip during this month for the best deals.
- Average Flight Price
The average fare for flights from Boston (BOS) to Chicago (MDW) is approximately $252. Prices may vary based on booking time, season, and airline.
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Related Pages
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Frequently Asked Questions
How many flights operate from Boston (BOS) to Chicago (MDW)?
There are 4 direct flights operating from Boston (BOS) to Chicago (MDW). Approximately 2-6 flights daily.
Which airlines operate flights from Boston (BOS) to Chicago (MDW)?
1 airline operates on this route: Southwest Airlines.
How long is the flight from Boston (BOS) to Chicago (MDW)?
The flight duration from Boston (BOS) to Chicago (MDW) is approximately 2h 35m - 3h 00m.
What is the flight time range for this route?
Flight times on this route range from 2h 45m - 2h 55m.
What are the earliest and latest flight departure times?
The earliest flight departs at 05:15 and the latest flight departs at 18:50.
How many flights operate per week on this route?
Approximately 14 flights operate per week from Boston (BOS) to Chicago (MDW).
What types of aircraft operate on this route?
This route is served by Boeing 737MAX 8 Passenger, Boeing 737-800 (winglets) Passenger/BBJ2, Boeing 737-700 (winglets) Passenger/BBJ1.
What is the average flight price from Boston (BOS) to Chicago (MDW)?
The average flight price for a round-trip ticket from Boston (BOS) to Chicago (MDW) is approximately $255 USD. Prices can vary based on booking time, season, and airline.
How long does it take to fly from Boston (BOS) to Chicago (MDW)?
The flight time from Boston (BOS) to Chicago (MDW) is approximately 2h 35m - 3h 00m. Actual flight duration may vary based on weather conditions, aircraft type, and routing.
What city does Chicago (MDW) serve?
Chicago (MDW) serves Chicago, US.