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From Chicago
Current:
Chicago to Boston
Chicago ✈ Boston
Cheapest airfares from Chicago to Boston
Search for flight deals to Boston
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All prices in AUD, prices may fluctuate slightly from the advertised price.
Fly on Tue, Feb 17th 2026
From
$128
American Airlines
AA 1275 (Direct)
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Fly on Tue, Jan 20th 2026
From
$141
JetBlue Airways
B6 312 (Direct)
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Fly on Wed, Mar 4th 2026
From
$141
Spirit Airlines
NK 570 (1 Transfer)
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Fly on Sat, Apr 25th 2026
From
$172
United Airlines
UA 1779 (Direct)
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