Vuelos Desde A. Internacional Logan (BOS) a A. Internacional Midway (MDW) Empezando Desde $63

Be sure to visit the Covid-19 Travel Advisor to find out if there are any present travel advice reports and quarantine requirements in place in Midway Intl. Airport (MDW) when jet-setting from Logan Intl. Airport (BOS).

If you’re not a big fan of stopovers, you’ll want to organize your flight from Logan Intl. Airport to Midway Intl. Airport (MDW) ahead of time. Southwest Airlines is the only air carrier that operates direct flights between Boston and Chicago.

For more info about changing your flight to Chicago Airport, please visit our Customer Service Portal.

Exit the airplane feeling rested and relaxed by having a nap and some refreshments during your flight to Midway Airport. With an usual travel time of 4 hours and 34 minutes from Logan Intl. Airport (BOS), you’ll have ample time to enjoy both.

With a flight distance of only 860 mi, a newspaper or an episode of your favorite TV show is all you’ll really need to keep yourself amused on the journey between Logan Intl. Airport and Midway Airport. You’ll be disembarking the plane and diving into your thrilling travel itinerary in no time.

With Southwest Airlines, you won’t have to put up with annoying layovers or standing around waiting to board your next flight. This popular airline will take you nonstop from Logan Intl. Airport (BOS) to Midway Airport on one of the 91 flights offered on this route every month.

From the moment you enter the departure terminal to when you leave the arrivals terminal, if you’re flying with Southwest Airlines, Delta or Volaris you can be sure that COVID-19 measures and social distancing rules have been adhered to. Many airlines have introduced capped capacity flights and keeping the middle seat empty.

This just in! Airfares offered on Thursdays tend to be the cheapest, according to flight demand on Travelocity in 2021. Tuesday and Wednesday prices are also good, but you may want to prepare your budget if booking during the weekend, as data shows that is when prices are generally at their highest.

Frequent travelers may already know this, but earlier in the week can be the cheapest time to fly. In 2021, flights departing on a Monday were generally the cheapest of the week, whereas you may pay a premium for weekend flights when demand is usually high. On average, tickets were most expensive for Saturday departures, so if you need to fly out on a weekend, you might look for deals ahead of time.

Trying to figure out how early you should book your flight? It’s possible to start comparing international airfares on Travelocity up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 0-2 weeks prior to their travel dates.*According to flight demand on Travelocity.com from January to December 2021. Savings are subject to change based on departure location, date and destination.