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NZ$283 Cheap Flights Boston to Chicago (BOS-CHI)

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Cheap Flights from Boston to Chicago (BOS-CHI)

Prices were available within the past 7 days and start at NZ$283 for one-way flights and NZ$664 for return, for the period specified. Prices and availability are subject to change.

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BOS to CHI Flights

Ready to have the time of your life? When you use Expedia.co.nz to book cheap flights from Boston to Chicago, you can experience all of the attractions this city is famous for, or escape the crowds and explore the outskirts on your own. Our amazing deals on airfare help you save big on tickets, so you can spend more of your hard-earned money enjoying local entertainment options. Even if you seek to score a seat on one of the last-minute BOS to CHI flights, you’ll still save a bundle when compared to the competition.

See for yourself how simple it is to book the holiday of your dreams to Chicago by using our helpful search engine today. We have the largest inventory of flights on the internet, and our intuitive tools make it easy to find affordable airfare at any time of year.

Prefer to fly with a particular airline? Our extensive network of travel partners ensures that you can travel with whichever carrier you prefer. So if you’ve been searching for cheap flights to Chicago from Boston, Expedia.co.nz has exactly what you’re looking for. As the world’s leader in travel, we’re committed to helping you get the best rates around.

Frequently Asked Questions

How much is a flight from Logan Intl. Airport (BOS) to Chicago, IL (CHI-All Airports)?

Pack your bags, because round-trip journeys from Logan Intl. Airport to Chicago, IL (CHI-All Airports) start from NZ$664. That's based on airfares listed within the last 7 days on Expedia for flights departing within the next year. Prices can increase quickly, so book now to get the best deal. 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 Chicago, IL (CHI-All Airports)?

Each air carrier has its own terms and conditions. If you decide to cancel your trip, visit our Customer Service Portal.

How do I find cheap flights from Logan Intl. Airport (BOS) to Chicago, IL (CHI-All Airports) 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 Logan Intl. Airport to Chicago, IL (CHI-All Airports) flights, you'll see a "no change fees" filter for you to select.

How far is the flight from Logan Intl. Airport (BOS) to Chicago, IL (CHI-All Airports)?

The distance from Logan Intl. Airport (BOS) (BOS) to Chicago, IL (CHI-All Airports) (CHI) is 1 450 kilometres. You'll be stepping off the plane and collecting your baggage from the carousel in next to no time.

Which airlines fly direct from BOS to Chicago, IL (CHI-All Airports)?

With so many airlines to choose from, you'll be able to find your perfect flight from Logan Intl. Airport to Chicago, IL (CHI-All Airports) in a few clicks. These are some of the most popular carriers that fly directly between these airports:

  • American Airlines - (AA) with 230 monthly flights
  • United Airlines - (UA) with 178 monthly flights
  • Delta Air Lines - (DL) with 139 monthly flights
  • Southwest Airlines - (WN) with 121 monthly flights

Are BOS to Chicago, IL (CHI-All Airports) flight tickets cheaper when they're purchased at the last minute?

It is possible to find a great last-minute deal from BOS to Chicago, IL (CHI-All Airports), but there's no guarantee. As many airlines release prices up to 12 months in advance, it's worth keeping an eye on fares early and being ready to book when you see a good bargain. Expedia compares carrier prices and updates flight deals often, so you can rest easy knowing you're always seeing the latest offers.

Travel information

Origin airport
Logan International Airport
Destination airport
Chicago Midway Airport
Distance
1,379 km away
Airlines serving
Southwest Airlines, Delta, Frontier Airlines
Popular airline
Southwest Airlines
Return price
NZ$664
Average flight time
2 hours 45 mins
*Available to Expedia members.