NT$1,843 Cheap Flights from Boston (BOS) to Chicago (CHI)

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Popular airlines from Boston to Chicago

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Cheap Flights from Boston to Chicago (BOS-CHI)

Prices were available within the past 7 days and start at NT$1,843 for one-way flights and NT$4,632 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Fri, Jan 9 - Sat, Jan 17
BOS
Boston
ORD
Chicago
NT$4,632 Roundtrip, found 3 days ago
NT$4,632
Roundtrip
found 3 days ago
Select Delta flight, departing Fri, Jan 9 from Boston to Chicago, returning Sat, Jan 17, priced at NT$4,632 found 3 days ago
Delta
Fri, Jan 9 - Tue, Jan 13
BOS
Boston
ORD
Chicago
NT$4,947 Roundtrip, found 3 days ago
NT$4,947
Roundtrip
found 3 days ago
Select Delta flight, departing Fri, Jan 9 from Boston to Chicago, returning Tue, Jan 13, priced at NT$4,947 found 3 days ago
Delta
Thu, Jan 8 - Thu, Jan 15
BOS
Boston
ORD
Chicago
NT$5,262 Roundtrip, found 3 days ago
NT$5,262
Roundtrip
found 3 days ago
Select Delta flight, departing Thu, Jan 8 from Boston to Chicago, returning Thu, Jan 15, priced at NT$5,262 found 3 days ago
Delta
Mon, Jan 5 - Thu, Jan 8
BOS
Boston
ORD
Chicago
NT$5,575 Roundtrip, found 1 day ago
NT$5,575
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Jan 5 from Boston to Chicago, returning Thu, Jan 8, priced at NT$5,575 found 1 day ago
Delta
Fri, Jan 9 - Sun, Jan 18
BOS
Boston
ORD
Chicago
NT$5,577 Roundtrip, found 3 days ago
NT$5,577
Roundtrip
found 3 days ago
Select Delta flight, departing Fri, Jan 9 from Boston to Chicago, returning Sun, Jan 18, priced at NT$5,577 found 3 days ago
Delta
Mon, Jan 5 - Sun, Jan 18
BOS
Boston
ORD
Chicago
NT$5,892 Roundtrip, found 3 days ago
NT$5,892
Roundtrip
found 3 days ago
Select Delta flight, departing Mon, Jan 5 from Boston to Chicago, returning Sun, Jan 18, priced at NT$5,892 found 3 days ago
United
Mon, Jan 5 - Thu, Jan 8
BOS
Boston
ORD
Chicago
NT$6,204 Roundtrip, found 1 day ago
NT$6,204
Roundtrip
found 1 day ago
Select United flight, departing Mon, Jan 5 from Boston to Chicago, returning Thu, Jan 8, priced at NT$6,204 found 1 day ago
United
Mon, Jan 5 - Thu, Jan 8
BOS
Boston
ORD
Chicago
NT$6,519 Roundtrip, found 1 day ago
NT$6,519
Roundtrip
found 1 day ago
Select United flight, departing Mon, Jan 5 from Boston to Chicago, returning Thu, Jan 8, priced at NT$6,519 found 1 day ago
American Airlines
Thu, Jan 8 - Thu, Jan 15
BOS
Boston
ORD
Chicago
NT$6,522 Roundtrip, found 3 days ago
NT$6,522
Roundtrip
found 3 days ago
Select American Airlines flight, departing Thu, Jan 8 from Boston to Chicago, returning Thu, Jan 15, priced at NT$6,522 found 3 days ago
American Airlines
Mon, Jan 5 - Thu, Jan 8
BOS
Boston
ORD
Chicago
NT$6,676 Roundtrip, found 1 day ago
NT$6,676
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Jan 5 from Boston to Chicago, returning Thu, Jan 8, priced at NT$6,676 found 1 day ago
Flights from Boston (BOS) to Chicago (ORD)
Origin airport
Logan Intl.
Destination airport
O'Hare Intl.
Roundtrip price
NT$4,632
Distance
1381 km

Boston to Illinois Flights

Sometimes you just need to get out of town or maybe you’re looking for a change of scenery. Regardless of the reason, a flight from Boston to Illinois will do just the trick! Go on, plan to see all the famous landmarks and eat your weight in the local cuisine. Your trip is beckoning, so answer the call by packing your suitcase and filling your travel itinerary with exploring Illinois.

Whether you’re flying for business or jet-setting on your personal time, you’ve come to the right place. Here at Expedia.com, we’ll pair you up with BOS to CHI flights that won’t make your bank account wince. Ready to temporarily leave behind Boston for new horizons? Browse through our cheap airfare, and filter by flight times and dates until you find just what you had in mind. From flights without layovers to ones that arrive early in the morning, you’ll come across plane tickets that suit your travel preferences. You can even bundle your flight to CHI with hotels and car rentals to score even bigger savings.

All set to hit the clouds? Book your travel arrangements with us today and have left-over money to put toward your travel outings and adventures.

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 NT$4,632. 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 kilometers. 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.

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