NZ$118 Cheap Flights Chicago to Boston (CHI-BOS)

View NZ$118 flight on Sat, 6 June 2026Opens in a new window

Popular airlines from Chicago to Boston

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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
Fri, 6 Feb - Fri, 13 Feb
ORD
Chicago
BOS
Boston
NZ$463 Return, found 5 days ago
NZ$463
Return
found 5 days ago
Select American Airlines flight, departing Fri, 6 Feb from Chicago to Boston, returning Fri, 13 Feb, priced at NZ$463 found 5 days ago
American Airlines
Fri, 6 Feb - Fri, 13 Feb
ORD
Chicago
BOS
Boston
NZ$480 Return, found 5 days ago
NZ$480
Return
found 5 days ago
Select American Airlines flight, departing Fri, 6 Feb from Chicago to Boston, returning Fri, 13 Feb, priced at NZ$480 found 5 days ago
Delta
Fri, 6 Feb - Fri, 13 Feb
ORD
Chicago
BOS
Boston
NZ$495 Return, found 5 days ago
NZ$495
Return
found 5 days ago
Select Delta flight, departing Fri, 6 Feb from Chicago to Boston, returning Fri, 13 Feb, priced at NZ$495 found 5 days ago
American Airlines
Fri, 6 Feb - Fri, 13 Feb
ORD
Chicago
BOS
Boston
NZ$497 Return, found 5 days ago
NZ$497
Return
found 5 days ago
Select American Airlines flight, departing Fri, 6 Feb from Chicago to Boston, returning Fri, 13 Feb, priced at NZ$497 found 5 days ago
Delta
Fri, 6 Feb - Fri, 13 Feb
ORD
Chicago
BOS
Boston
NZ$512 Return, found 5 days ago
NZ$512
Return
found 5 days ago
Select Delta flight, departing Fri, 6 Feb from Chicago to Boston, returning Fri, 13 Feb, priced at NZ$512 found 5 days ago
American Airlines
Fri, 6 Feb - Fri, 13 Feb
ORD
Chicago
BOS
Boston
NZ$514 Return, found 5 days ago
NZ$514
Return
found 5 days ago
Select American Airlines flight, departing Fri, 6 Feb from Chicago to Boston, returning Fri, 13 Feb, priced at NZ$514 found 5 days ago
American Airlines
Fri, 6 Feb - Fri, 13 Feb
ORD
Chicago
BOS
Boston
NZ$523 Return, found 5 days ago
NZ$523
Return
found 5 days ago
Select American Airlines flight, departing Fri, 6 Feb from Chicago to Boston, returning Fri, 13 Feb, priced at NZ$523 found 5 days ago
Delta
Fri, 6 Feb - Fri, 13 Feb
ORD
Chicago
BOS
Boston
NZ$530 Return, found 5 days ago
NZ$530
Return
found 5 days ago
Select Delta flight, departing Fri, 6 Feb from Chicago to Boston, returning Fri, 13 Feb, priced at NZ$530 found 5 days ago
United
Fri, 6 Feb - Fri, 13 Feb
ORD
Chicago
BOS
Boston
NZ$557 Return, found 5 days ago
NZ$557
Return
found 5 days ago
Select United flight, departing Fri, 6 Feb from Chicago to Boston, returning Fri, 13 Feb, priced at NZ$557 found 5 days ago
Alaska Airlines
Fri, 6 Feb - Fri, 13 Feb
ORD
Chicago
BOS
Boston
NZ$1,137 Return, found 5 days ago
NZ$1,137
Return
found 5 days ago
Select Alaska Airlines flight, departing Fri, 6 Feb from Chicago to Boston, returning Fri, 13 Feb, priced at NZ$1,137 found 5 days ago
Flight from Chicago to Boston route information
Origin airport
O'Hare Intl.
Destination airport
Logan Intl.
Return price
NZ$463
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.

See for yourself how simple it is to book the holiday of your dreams to Boston 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 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$463. 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.

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