Direct (non-stop) flights from Chicago (MDW) to Boston (BOS)
Find comprehensive flight information, schedules, and booking details for direct flights from Chicago (MDW), US to Boston (BOS), US. This popular route is operated by 1 airline, offering multiple daily departures.• Flight Duration: 2h 10m - 2h 20m (average flight time)• Distance: 863 miles (1389 km) (air miles between airports)• Daily Flights: 2-6 flights (scheduled departures per day)
Chicago (MDW)
US
Boston (BOS)
US
FLIGHT TIME
2h 10m - 2h 20m
FLIGHT DISTANCE
863 miles (1389 km)
2h 15m - 2h 15m
05:30
19:50
863 miles (1389 km)
February
1 (Show)
21
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 Chicago (MDW) and flights to Boston (BOS).
Route Insights
Route Demand
With 21 weekly flights, this route maintains steady demand throughout the week, providing travelers with frequent scheduling options.
Best Time to Fly
Best Value Period
February 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 Feb being the most affordable month and prices increasing during peak travel seasons.
Distance & Duration Explained
Route Distance
At 863 miles (1389 km), this is an ultra-long-haul route between Chicago (MDW) and Boston (BOS), requiring larger aircraft and extended flight times.
Flight Duration
Flight duration averages 2h 10m - 2h 20m, with actual times ranging from 2h 15m - 2h 15m 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 MDW and BOS.
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Best Time to Visit & Travel Planning
Cheapest Day
Cheapest Month
Average Fare
$188
Travel Planning Tips for Chicago (MDW) to Boston (BOS)
- Best Day to Book
Wednesday typically offers the lowest fares for flights from Chicago (MDW) to Boston (BOS). Consider booking on this day for potential savings.
- Best Month to Travel
January is generally the cheapest month to fly from Chicago (MDW) to Boston (BOS). Plan your trip during this month for the best deals.
- Average Flight Price
The average fare for flights from Chicago (MDW) to Boston (BOS) is approximately $188. Prices may vary based on booking time, season, and airline.
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Related Pages
Related Airports
Related Airlines
Frequently Asked Questions
How many flights operate from Chicago (MDW) to Boston (BOS)?
There are 4 direct flights operating from Chicago (MDW) to Boston (BOS). Approximately 2-6 flights daily.
Which airlines operate flights from Chicago (MDW) to Boston (BOS)?
1 airline operates on this route: Southwest Airlines.
How long is the flight from Chicago (MDW) to Boston (BOS)?
The flight duration from Chicago (MDW) to Boston (BOS) is approximately 2h 10m - 2h 20m.
What is the distance from Chicago (MDW) to Boston (BOS)?
The distance from Chicago (MDW) to Boston (BOS) is 863 miles (1389 km).
What is the flight time range for this route?
Flight times on this route range from 2h 15m - 2h 15m.
What are the earliest and latest flight departure times?
The earliest flight departs at 05:30 and the latest flight departs at 19:50.
What is the cheapest month to fly from Chicago (MDW) to Boston (BOS)?
February is typically the cheapest month to fly on this route.
How many flights operate per week on this route?
Approximately 21 flights operate per week from Chicago (MDW) to Boston (BOS).
What types of aircraft operate on this route?
This route is served by Boeing 737MAX 8 Passenger, Boeing 737-700 (winglets) Passenger/BBJ1.
What is the average flight price from Chicago (MDW) to Boston (BOS)?
The average flight price for a round-trip ticket from Chicago (MDW) to Boston (BOS) is approximately $236 USD. Prices can vary based on booking time, season, and airline.
When is the best time to book flights from Chicago (MDW) to Boston (BOS) for the lowest prices?
February is typically the cheapest month to fly from Chicago (MDW) to Boston (BOS). Booking in advance and avoiding peak travel seasons can help you find better deals.
How far is Boston (BOS) from Chicago (MDW)?
The distance from Chicago (MDW) to Boston (BOS) is 863 miles (1389 km). This is a long-haul flight route.
How long does it take to fly from Chicago (MDW) to Boston (BOS)?
The flight time from Chicago (MDW) to Boston (BOS) is approximately 2h 10m - 2h 20m. Actual flight duration may vary based on weather conditions, aircraft type, and routing.
What city does Boston (BOS) serve?
Boston (BOS) serves Boston, US.