Flight Deals
US
AU
UK
|
Blog
Home
Flights From Major Airports
From Chicago
Current:
Chicago to Boston
Chicago ✈ Boston
Cheapest airfares from Chicago to Boston
Search for flight deals to Boston
*
All prices in AUD, prices may fluctuate slightly from the advertised price.
Fly on Wed, May 6th 2026
From
$103
Southwest Airlines
WN 1280 (Direct)
View Flights
Fly on Wed, Mar 11th 2026
From
$131
JetBlue Airways
B6 312 (Direct)
View Flights
Fly on Fri, Feb 27th 2026
From
$136
Southwest Airlines
WN 4980 (1 Transfer)
View Flights
Fly on Sat, Jul 18th 2026
From
$169
United Airlines
UA 606 (1 Transfer)
View Flights
Fly on Sat, Jun 27th 2026
From
$172
United Airlines
UA 1779 (Direct)
View Flights
Fly on Fri, Sep 11th 2026
From
$181
American Airlines
AA 1905 (Direct)
View Flights
