Cheap flights from Boston to Chicago Midway (BOS - MDW)

Flight FAQs

From Boston to Chicago Midway

Are flight prices decreasing from Boston to Chicago Midway due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Boston and Chicago Midway for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

What safety measures are being taken by airlines flying from Boston Logan Intl to Chicago Midway to control the spread of COVID-19?

New policies can now be found on JetBlue, Southwest, and Delta to help keep travelers safe while flying. Airline carriers are regularly disinfecting and sanitizing their aircraft. Masks are provided and are mandatory while on board. Pre-flight testing for symptoms and antibodies, alongside socially distanced seating (for a limited time) will work towards keeping travelers safer while flying from Boston Logan Intl to Chicago Midway. Policies will vary by airline.

Which airlines flying from Boston Logan Intl to Chicago Midway have flexible cancellations due to COVID-19?

Some of our airline partners flying from Boston Logan Intl to Chicago Midway have new flexible policies in place due to COVID-19. Delta, United Airlines, and American Airlines are some of the carriers where you may find flexible cancellation policies. You can use our site to filter for airlines like Delta with this kind of flexibility.

Can I find flights from Boston to Chicago Midway for under $200 on Cheapflights?

Yes, there are multiple flights from Boston to Chicago Midway for under $200. The cheapest flight booked recently is on Delta for just $106, but on average you can expect to pay $153.

Are there nonstop flights from Boston to Chicago Midway for under $100 on Cheapflights?

There are no nonstop flights from Boston to Chicago Midway, but Cheapflights can provide you with all the information you need to find the fastest route with the fewest stops.

Are there last-minute flights available from Boston to Chicago Midway for under $200?

There are currently 20+ open flights from Boston to Chicago Midway within the next 7 days for less than $200.

What days are nonstop flights available from Boston to Chicago Midway?

Days when nonstop flights are available for this flight are: Sunday, Monday, Tuesday, Thursday, Friday, Saturday.

How many flights depart from Boston to Chicago Midway on average per day?

Travelers can expect 2 flights from Boston Logan Intl to Chicago Midway on average per day.
Early Morning (Midnight to 6am) - 50% of flight departures
Afternoon (Noon - 6pm) - 50% of flight departures

Does it rain more in Boston or Chicago Midway?

Boston will have greater rainfall in 0 compared to Chicago Midway over the next 12 days.

Is Boston weather warmer or cooler than Chicago Midway?

With an average temperature of 84 °F, peak weather can be found in July. As a traveler, expect to see changes in flight prices during that period. The temperatures in Chicago Midway are the same as in Boston.

How long is the flight from Boston to Chicago Midway?

Departing from Boston to Chicago Midway will take you 5h 20m. The distance from Boston to Chicago Midway is about 863 mi. Both multi-stop and nonstop flights can be found to your destination and back.

What are the cheapest airlines flying from Boston to Chicago Midway round-trip?

Currently priced at $106, Delta will fly you from Boston to Chicago Midway and back. In addition to Delta, many other airlines offer competitively priced options for your trip. Check Cheapflights for deals on Allegiant Air for as low as $177. Users have found that Delta is 58% cheaper than the other options available to this destination.

What are the cheapest airlines to fly from Boston to Chicago Midway one-way?

To fly one-way, consider booking your trip with Delta, which is currently one of the cheapest options available, starting at $53. Delta is not the only option available. At the moment, Allegiant Air is another option, for $84.