Cheap Flights from Boston (BOS) to Chicago (ORD) from HK$464~

View HK$464 flight on Sat, 17 Jan 2026Opens in a new window

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

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Find Cheap Flights from Boston (BOS) to Chicago (ORD)

Prices were available within the past 7 days and start at HK$464 for one-way flights and HK$1,154 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, 9 Dec - Tue, 16 Dec
BOS
Boston
ORD
Chicago
HK$1,154 Return, found 14 hours ago
HK$1,154
Return
found 14 hours ago
Select Delta flight, departing Tue, 9 Dec from Boston to Chicago, returning Tue, 16 Dec, priced at HK$1,154 found 14 hours ago
Delta
Wed, 3 Dec - Tue, 16 Dec
BOS
Boston
ORD
Chicago
HK$1,229 Return, found 14 hours ago
HK$1,229
Return
found 14 hours ago
Select Delta flight, departing Wed, 3 Dec from Boston to Chicago, returning Tue, 16 Dec, priced at HK$1,229 found 14 hours ago
Delta
Wed, 3 Dec - Wed, 10 Dec
BOS
Boston
ORD
Chicago
HK$1,305 Return, found 14 hours ago
HK$1,305
Return
found 14 hours ago
Select Delta flight, departing Wed, 3 Dec from Boston to Chicago, returning Wed, 10 Dec, priced at HK$1,305 found 14 hours ago
Delta
Sat, 6 Dec - Sun, 7 Dec
BOS
Boston
ORD
Chicago
HK$1,380 Return, found 5 hours ago
HK$1,380
Return
found 5 hours ago
Select Delta flight, departing Sat, 6 Dec from Boston to Chicago, returning Sun, 7 Dec, priced at HK$1,380 found 5 hours ago
Delta
Sat, 6 Dec - Sun, 7 Dec
BOS
Boston
ORD
Chicago
HK$1,466 Return, found 5 hours ago
HK$1,466
Return
found 5 hours ago
Select Delta flight, departing Sat, 6 Dec from Boston to Chicago, returning Sun, 7 Dec, priced at HK$1,466 found 5 hours ago
American Airlines
Sat, 6 Dec - Sun, 7 Dec
BOS
Boston
ORD
Chicago
HK$1,541 Return, found 5 hours ago
HK$1,541
Return
found 5 hours ago
Select American Airlines flight, departing Sat, 6 Dec from Boston to Chicago, returning Sun, 7 Dec, priced at HK$1,541 found 5 hours ago
United
Sat, 6 Dec - Sun, 7 Dec
BOS
Boston
ORD
Chicago
HK$1,541 Return, found 5 hours ago
HK$1,541
Return
found 5 hours ago
Select United flight, departing Sat, 6 Dec from Boston to Chicago, returning Sun, 7 Dec, priced at HK$1,541 found 5 hours ago
United
Sat, 6 Dec - Sun, 7 Dec
BOS
Boston
ORD
Chicago
HK$1,552 Return, found 5 hours ago
HK$1,552
Return
found 5 hours ago
Select United flight, departing Sat, 6 Dec from Boston to Chicago, returning Sun, 7 Dec, priced at HK$1,552 found 5 hours ago
Delta
Thu, 4 Dec - Mon, 8 Dec
BOS
Boston
ORD
Chicago
HK$1,692 Return, found 3 days ago
HK$1,692
Return
found 3 days ago
Select Delta flight, departing Thu, 4 Dec from Boston to Chicago, returning Mon, 8 Dec, priced at HK$1,692 found 3 days ago
American Airlines
Sat, 6 Dec - Sun, 7 Dec
BOS
Boston
ORD
Chicago
HK$1,735 Return, found 5 hours ago
HK$1,735
Return
found 5 hours ago
Select American Airlines flight, departing Sat, 6 Dec from Boston to Chicago, returning Sun, 7 Dec, priced at HK$1,735 found 5 hours ago

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

January is typically the cheapest month to fly

From HK$552 - HK$1,229 per traveller.

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city centre is 23 minutes. Flights from HK$1,229
ORD
O'Hare Intl.
Cheapest
Average driving time to city centre23 min
Flights from HK$1,229
Boston to Chicago route information
Origin airport
Logan Intl.
Destination airport
O'Hare Intl.
Airlines serving
American Airlines, Delta, United
Return price
HK$1,154
Distance
1381 km
Average flight time
1 hour 59 mins

Flights from Boston to Chicago

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Be assured that you’re seeing the best price guaranteed! Our friendly customer service representatives are here to serve you 24 hours day to provide assistance and answer any questions that you may have about booking your Boston (BOS) to Chicago (ORD) trip. Call us at 3077-4857 (direct number - 24 hours day for English).

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If you would like to book flights to Chicago more flexibly, many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to Chicago is HK$464 now!

 

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