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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)

BOS
Boston (BOS)

US

MDW
Chicago (MDW)

US

FLIGHT TIME

2h 35m - 3h 00m
Flight time
2h 45m - 2h 55m
Earliest flight
05:15
Last flight
18:50
Airlines
1 (Show)
Flights per week
14

Flight Schedule

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Airlines with direct flights from Boston (BOS) to Chicago (MDW)

Southwest Airlines (WN)

Route Insights

Duration variability: Flight duration on this route can vary based on aircraft type, wind conditions, and airline scheduling. Average duration is 2h 35m - 3h 00m.

Best departure times: Peak departure times are 5:00, 9:00, 14:00, offering more flight options and potentially better connections.

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Best Time to Visit & Travel Planning

Cheapest Day
Thursday
Cheapest Month
September
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

Related Routes

BOS to AUHBOS-TYSBOS → AMSBOS to DCA (Arlington)Flights from MDW to ABQMDW to TYS

Related Airlines

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.