₹13,093 Cheap Flights from Boston (BOS) to Chicago (MDW)

Cheap Flights from Boston (BOS) to Chicago (MDW)

Prices were available within the past 7 days and start at ₹13,093 for one-way flights and for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

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Flight from Boston to Chicago route information
Origin airport
Logan Intl.
Destination airport
Midway Intl.
Distance
1371 km
Average flight time
1 hour 48 mins

Chicago Flights

..If you’ve been planning a romantic holiday with a partner, itching for an adventurous solo escape to one of the globe’s most fascinating destinations, or just looking to soak up some local history and culture, flights from Boston to Chicago provide the perfect getaway. Not only can you cross some must-visit sites off your bucket list, tour the landmarks and indulge in some delectable local specialities, you can do it without busting your budget, as Expedia makes it easy to find cheap airfare from to , whether you’re looking to fly one way, non stop or round trip.

Booking deals on cheap airlines means more spending money for your holiday – think of all the mouth-watering meals, refreshing cocktails and shopping trips you’ll enjoy with the savings afforded by cheap airfare – so click through Expedia’s selection of flights from to and you’re sure to find a trip that tickles your fancy, even if you’re searching at the last minute.

Want to hire a car to travel in style? Or perhaps you’d like to book a one-of-a-kind hotel that offers world-class perks or puts you on the doorstep of Chicago’s best attractions? That’s no problem with Expedia, where you’ll find a selection of hire cars and accommodation suitable for all tastes and budgets. So go ahead and search for a spacious sedan for the whole family or an open-top sports car to tour Chicago in style, then add a romantic B&B, a self-catering apartment to whip up local dishes or a posh hotel with all the trimmings – with Expedia, your next great adventure is only a click away. Book your travel arrangements with us today!

Frequently asked questions

How much is a flight from Logan Intl. Airport to Midway Intl. Airport (MDW)?
Based on fares advertised within the last 7 days on Expedia for flights departing within the next year, round-trip journeys from Logan Intl. Airport (BOS) to MDW start from . Make your booking today to score the best price for your journey. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Logan Intl. Airport to MDW?
The majority of flights can be cancelled online, but whether you are charged a fee depends on your airline. If you do need to cancel your getaway, follow the easy instructions in the Customer Service Portal.
Can I fly from Logan Intl. Airport (BOS) to Midway Airport right now?
To see what travel restrictions and quarantine requirements are in place for different citizens flying from BOS to Midway Airport please visit our COVID 19 travel advisor portal link.
How do I find cheap flights from Logan Intl. Airport (BOS) to Chicago Airport that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you’re searching for BOS to Midway Intl. Airport (MDW) flights, you’ll see a “no change fees” filter for you to select.
How many hours is the flight from BOS to Midway Intl. Airport (MDW)?
With the average flight time between Logan Intl. Airport (BOS) and Midway Intl. Airport (MDW) a comfortable 2 hours and 43 minutes, you’ll be exploring Chicago in no time.
How far is the flight from Logan Intl. Airport (BOS) to Chicago Airport?
You can forget about a movie marathon on this flight — it’s only 1,400 kilometres from Boston to Chicago. Find your seat, get comfortable and you’ll be there before you know it.
Which airlines fly direct from Logan Intl. Airport to Chicago Airport?
If you’re looking to fly directly from Logan Intl. Airport to MDW, Southwest Airlines (WN) is an excellent choice. It operates 121 flights every month between Boston and Chicago.
Are Logan Intl. Airport (BOS) to MDW flight tickets cheaper when they're purchased at the last minute?
Late planners can sometimes pick up a bargain, with some super cheap airfares from Logan Intl. Airport (BOS) to Midway Intl. Airport (MDW) showing up a few weeks prior to the departure date. If you’d rather plan ahead, Expedia compares and updates all the best flight deals continually — as early as a year in advance in some cases. It does depend on the carrier though, as not all airlines advertise prices that far in advance.
Chicago Airports

Chicago