Cheap Flights from Bedford (BED) to Chicago (MDW)

Grab a cheap one-way flight or cheap return flight from Laurence G. Hanscom Field Airport (BED) to Midway Intl. Airport (MDW) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.

Planning your getaway for is a great way to save, as it's the cheapest month for flights between BED and MDW. You'll typically find the lowest fares during off-peak months.

You can't catch a nonstop flight to Midway Intl. Airport (MDW) from Bedford, MA (BED-Laurence G. Hanscom Field). However, you can easily reach Chicago without any layovers by taking off from Logan Intl. Airport (BOS).

Use the filter tool on Expedia to compare different airlines and find the most affordable carrier that'll fly you from BED to MDW. Then, sort your results by "Price (lowest to highest)" to snap up a great deal.

You'll have to book a flight with a layover if you're traveling from Laurence G. Hanscom Field Airport (BED) to Midway Intl. Airport (MDW). Direct flights don't operate daily on this route. However, just filter your search to include one or more stops to discover an option that works for you.

Usually you'll have the most choice when it comes to flights on a Friday. Tuesdays tend to be the quietest.* However, this can vary depending on the season, airline and other factors.

*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.

Opt for a flight from Laurence G. Hanscom Field Airport (BED) to Midway Intl. Airport (MDW) that takes off before 3 PM to reduce the risk of cancellations. Departures after this hour are on average 22% more likely to be canceled.*

*Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.

Last-minute bookings from BED to MDW are generally more expensive. For the cheapest rates, start searching for flights well ahead of time. That said, if you're flexible with your travel plans, it's possible to score a cheap ticket right before you leave.

Compared with arranging flights and hotels separately, booking a BED to MDW flight and hotel package with Expedia could result in significant savings. What's more, managing everything in one place will take the stress out of travel planning. Simply pick your flights and select from our extensive range of hotels, then customize your trip with other add-ons like activities and car rentals.

If you reserved your BED to MDW flight in the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the ticket type you purchased, additional charges may apply for changes after that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal for further details.