NZ$139 Cheap Flights Chicago to Boston (CHI-BOS)

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

Prices were available within the past 7 days for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Thu., 27 Feb. - Mon., 3 Mar.
ORD
Chicago
BOS
Boston
NZ$278 Return, found 1 day ago
NZ$278
Return
found 1 day ago
Select American Airlines flight, departing Thu., 27 Feb. from Chicago to Boston, returning Mon., 3 Mar., priced at NZ$278 found 1 day ago
Delta
Tue., 25 Mar. - Tue., 1 Apr.
ORD
Chicago
BOS
Boston
NZ$278 Return, found 4 days ago
NZ$278
Return
found 4 days ago
Select Delta flight, departing Tue., 25 Mar. from Chicago to Boston, returning Tue., 1 Apr., priced at NZ$278 found 4 days ago
American Airlines
Thu., 27 Feb. - Mon., 3 Mar.
ORD
Chicago
BOS
Boston
NZ$297 Return, found 1 day ago
NZ$297
Return
found 1 day ago
Select American Airlines flight, departing Thu., 27 Feb. from Chicago to Boston, returning Mon., 3 Mar., priced at NZ$297 found 1 day ago
Delta
Sat., 15 Feb. - Mon., 3 Mar.
ORD
Chicago
BOS
Boston
NZ$298 Return, found 4 days ago
NZ$298
Return
found 4 days ago
Select Delta flight, departing Sat., 15 Feb. from Chicago to Boston, returning Mon., 3 Mar., priced at NZ$298 found 4 days ago
Delta
Mon., 3 Mar. - Tue., 18 Mar.
ORD
Chicago
BOS
Boston
NZ$314 Return, found 4 days ago
NZ$314
Return
found 4 days ago
Select Delta flight, departing Mon., 3 Mar. from Chicago to Boston, returning Tue., 18 Mar., priced at NZ$314 found 4 days ago
Delta
Sun., 2 Mar. - Tue., 18 Mar.
ORD
Chicago
BOS
Boston
NZ$315 Return, found 4 days ago
NZ$315
Return
found 4 days ago
Select Delta flight, departing Sun., 2 Mar. from Chicago to Boston, returning Tue., 18 Mar., priced at NZ$315 found 4 days ago
American Airlines
Thu., 27 Feb. - Mon., 3 Mar.
ORD
Chicago
BOS
Boston
NZ$328 Return, found 1 day ago
NZ$328
Return
found 1 day ago
Select American Airlines flight, departing Thu., 27 Feb. from Chicago to Boston, returning Mon., 3 Mar., priced at NZ$328 found 1 day ago
American Airlines
Fri., 28 Mar. - Fri., 4 Apr.
ORD
Chicago
BOS
Boston
NZ$329 Return, found 18 hours ago
NZ$329
Return
found 18 hours ago
Select American Airlines flight, departing Fri., 28 Mar. from Chicago to Boston, returning Fri., 4 Apr., priced at NZ$329 found 18 hours ago
United
Thu., 27 Feb. - Mon., 3 Mar.
ORD
Chicago
BOS
Boston
NZ$378 Return, found 1 day ago
NZ$378
Return
found 1 day ago
Select United flight, departing Thu., 27 Feb. from Chicago to Boston, returning Mon., 3 Mar., priced at NZ$378 found 1 day ago
JetBlue Airways
Wed., 2 Apr. - Wed., 16 Apr.
ORD
Chicago
BOS
Boston
NZ$384 Return, found 4 days ago
NZ$384
Return
found 4 days ago
Select JetBlue Airways flight, departing Wed., 2 Apr. from Chicago to Boston, returning Wed., 16 Apr., priced at NZ$384 found 4 days ago
Flight from Chicago to Boston route information
Origin airport
O'Hare Intl.
Destination airport
Logan Intl.
Airlines serving
American Airlines, Delta, United
Return price
NZ$278
Distance
1381 km

CHI to BOS Flights

Ready to have the time of your life? When you use Expedia.co.nz to book cheap flights from Illinois to Boston, 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 CHI to BOS flights, you’ll still save a bundle when compared to the competition.

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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 Boston from Illinois, 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 Chicago, IL (CHI-All Airports) to BOS?
Based on fares quoted within the last 7 days on Expedia for flights departing within the next year, round-trip flights from Chicago, IL (CHI-All Airports) to Logan Intl. Airport (BOS) start from NZ$278. Book now to score the best price for your trip. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Chicago, IL (CHI-All Airports) to Logan Intl. Airport (BOS)?
Every air carrier has its own terms and conditions. If you do decide to cancel, follow the easy instructions on our Customer Service Portal.
How do I find cheap flights from Chicago, IL (CHI-All Airports) to Logan Intl. Airport (BOS) 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 Chicago, IL (CHI-All Airports) to BOS flights, you’ll see a “no change fees” filter for you to select.
How far is the flight from Chicago, IL (CHI-All Airports) to BOS?
That new movie you’ve been wanting to see will have to wait — the flight distance between Chicago, IL (CHI-All Airports) and Logan Intl. Airport (BOS) is only 1 450 kilometres. The captain will be telling you to buckle up for landing before you know it.
Which airlines fly direct from Chicago, IL (CHI-All Airports) to BOS?
You have plenty of choices when flying from Chicago, IL (CHI-All Airports) to BOS. Lock in your fare with one of these reputable carriers:

  • American Airlines - (AA) with 225 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 Chicago, IL (CHI-All Airports) to Logan Intl. Airport (BOS) flight tickets cheaper when they're purchased at the last minute?
Booking your trip from Chicago, IL (CHI-All Airports) to Logan Intl. Airport last minute could save you some cash. However, it could end up costing you a whole lot more! If you’d rather play it safe, book well ahead of your departure date. In fact, Expedia has some of the biggest bargains as far ahead as 12 months in advance. If your preferred air carrier hasn’t released tickets yet, check back frequently as deals are updated on Expedia all the time.
Boston Flight Deals

Worcester

Chicago Airports

Chicago

O'Hare Intl. to Boston
NZ$277.80
Midway Intl. to Boston
NZ$526.20
*Available to Expedia members.