A spacious airport terminal with high ceilings, check-in counters, and a Starbucks coffee shop.

Flights from Logan International Airport (BOS) to Chicago O'Hare Intl. Airport (ORD)
Flights to Chicago
Illinois
United States of America
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Popular airlines from Logan International Airport (BOS) to Chicago O'Hare Intl. Airport (ORD)

JetBlue Airways
Delta
American Airlines
United
Alaska Airlines
Frontier Airlines
Sun Country Airlines

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Cheap Flights from Boston to Chicago (BOS-ORD)

Prices were available within the past 7 days and start at NT$3,166 for one-way flights and NT$6,903 for roundtrip, for the period specified. Prices and availability are subject to change.

All deals

One way

Roundtrip

Sat, Aug 22 - Mon, Aug 24

BOS

Boston

ORD

Chicago

NT$6,903

Roundtrip

Found 4 days ago

Select Delta flight, departing Sat, Aug 22 from Boston to Chicago, returning Mon, Aug 24, priced at NT$6,903 Found 4 days ago

Wed, Aug 5 - Fri, Aug 14

BOS

Boston

ORD

Chicago

NT$6,909

Roundtrip

Found 3 days ago

Select Delta flight, departing Wed, Aug 5 from Boston to Chicago, returning Fri, Aug 14, priced at NT$6,909 Found 3 days ago

Tue, Aug 4 - Fri, Aug 7

BOS

Boston

ORD

Chicago

NT$7,240

Roundtrip

Found 1 day ago

Select Delta flight, departing Tue, Aug 4 from Boston to Chicago, returning Fri, Aug 7, priced at NT$7,240 Found 1 day ago

Sat, Aug 22 - Mon, Aug 24

BOS

Boston

ORD

Chicago

NT$8,091

Roundtrip

Found 4 days ago

Select Delta flight, departing Sat, Aug 22 from Boston to Chicago, returning Mon, Aug 24, priced at NT$8,091 Found 4 days ago

Wed, Aug 5 - Fri, Aug 14

BOS

Boston

ORD

Chicago

NT$8,163

Roundtrip

Found 3 days ago

Select Delta flight, departing Wed, Aug 5 from Boston to Chicago, returning Fri, Aug 14, priced at NT$8,163 Found 3 days ago

Sat, Aug 22 - Mon, Aug 24

BOS

Boston

ORD

Chicago

NT$8,188

Roundtrip

Found 4 days ago

Select Delta flight, departing Sat, Aug 22 from Boston to Chicago, returning Mon, Aug 24, priced at NT$8,188 Found 4 days ago

Wed, Aug 5 - Fri, Aug 14

BOS

Boston

ORD

Chicago

NT$8,197

Roundtrip

Found 3 days ago

Select United flight, departing Wed, Aug 5 from Boston to Chicago, returning Fri, Aug 14, priced at NT$8,197 Found 3 days ago

Tue, Aug 4 - Sat, Aug 8

BOS

Boston

ORD

Chicago

NT$8,400

Roundtrip

Found 1 day ago

Select Delta flight, departing Tue, Aug 4 from Boston to Chicago, returning Sat, Aug 8, priced at NT$8,400 Found 1 day ago

Sat, Aug 22 - Mon, Aug 24

BOS

Boston

ORD

Chicago

NT$8,471

Roundtrip

Found 4 days ago

Select Delta flight, departing Sat, Aug 22 from Boston to Chicago, returning Mon, Aug 24, priced at NT$8,471 Found 4 days ago

Wed, Aug 5 - Fri, Aug 14

BOS

Boston

ORD

Chicago

NT$9,188

Roundtrip

Found 3 days ago

Select American Airlines flight, departing Wed, Aug 5 from Boston to Chicago, returning Fri, Aug 14, priced at NT$9,188 Found 3 days ago

Find the cheapest month to fly from Boston (BOS) to Chicago (ORD)

April is typically the cheapest month to fly

From NT$3,412 - NT$7,570 per traveler.

Travel information

Origin airport	Logan International Airport
Destination airport	Chicago O'Hare Intl. Airport
Distance	1,389 km away
Airlines serving	JetBlue Airways, Delta, American Airlines, United, Alaska Airlines, Frontier Airlines, Sun Country Airlines
Popular airline	JetBlue Airways
Roundtrip price	NT$6,903
Average flight time	3 hours

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NT$3,166 Cheap Flights from Boston (BOS) to Chicago (ORD)

Popular airlines from Logan International Airport (BOS) to Chicago O'Hare Intl. Airport (ORD)

Be in the know

Book smarter

Earn twice

Cheap Flights from Boston to Chicago (BOS-ORD)

Find the cheapest month to fly from Boston (BOS) to Chicago (ORD)

April is typically the cheapest month to flyApril is typically the cheapest month to fly

Travel information

Explore a world of travel with Expedia

April is typically the cheapest month to fly