Cheap flights from Chicago to North Shore

View AU$89 flight on Wed, 3 Sep. 2025Opens in a new window

Popular airlines from Chicago to North Shore

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  • American Airlines

    American Airlines

  • Emirates

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  • United

    United

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Cheap Flights from Chicago (CHI) to North Shore (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
Mon, 29 Sep. - Tue, 30 Sep.
ORD
Chicago
BOS
Boston
AU$186 Return, found 4 days ago
AU$186
Return
found 4 days ago
Select American Airlines flight, departing Mon, 29 Sep. from Chicago to Boston, returning Tue, 30 Sep., priced at AU$186 found 4 days ago
American Airlines
Mon, 8 Sep. - Mon, 15 Sep.
ORD
Chicago
BOS
Boston
AU$209 Return, found 2 days ago
AU$209
Return
found 2 days ago
Select American Airlines flight, departing Mon, 8 Sep. from Chicago to Boston, returning Mon, 15 Sep., priced at AU$209 found 2 days ago
Delta
Sat, 6 Sep. - Sat, 13 Sep.
ORD
Chicago
BOS
Boston
AU$211 Return, found 5 days ago
AU$211
Return
found 5 days ago
Select Delta flight, departing Sat, 6 Sep. from Chicago to Boston, returning Sat, 13 Sep., priced at AU$211 found 5 days ago
American Airlines
Thu, 4 Sep. - Sun, 7 Sep.
ORD
Chicago
BOS
Boston
AU$212 Return, found 6 days ago
AU$212
Return
found 6 days ago
Select American Airlines flight, departing Thu, 4 Sep. from Chicago to Boston, returning Sun, 7 Sep., priced at AU$212 found 6 days ago
Delta
Mon, 29 Sep. - Tue, 30 Sep.
ORD
Chicago
BOS
Boston
AU$226 Return, found 4 days ago
AU$226
Return
found 4 days ago
Select Delta flight, departing Mon, 29 Sep. from Chicago to Boston, returning Tue, 30 Sep., priced at AU$226 found 4 days ago
United
Mon, 29 Sep. - Tue, 30 Sep.
ORD
Chicago
BOS
Boston
AU$235 Return, found 4 days ago
AU$235
Return
found 4 days ago
Select United flight, departing Mon, 29 Sep. from Chicago to Boston, returning Tue, 30 Sep., priced at AU$235 found 4 days ago
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