Chicago to Boston: buy now or wait?
Buy now FareScore 87/100
usually €97 €78 Today's best fare
Cheaper than 87% of what we have seen
19 Nov AA Direct
See this fare The booking happens on our partner site. The price you see there is the price you pay; they pay us, you do not.
All fares Chicago → Boston
Cheapest first. Every price is live and goes straight to booking.
19 Nov
01:59
AA · 2h 28m
Direct
€78
18 Nov
19:15
WN · 2h 05m
Direct
€79
17 Oct
02:24
UA · 2h 30m
Direct
€82
18 Oct
12:29
United Airlines · 2h 31m
Direct
€82
26 Nov
17:00
jetBlue · 2h 24m
Direct
€84
26 Nov
19:50
Southwest Airlines · 2h 15m
Direct ↓31%
€122 €84
27 Oct
18:10
WN · 2h 20m
Direct
€86
17 Oct
21:25
Southwest Airlines · 2h 25m
Direct
€89
26 Oct
17:45
WN · 2h 20m
Direct
€97
21 Nov
02:42
F9 · 12h 29m
With a stop
€113
30 Sep
14:38
jetBlue · 2h 28m
Direct
€114
20 Nov
12:59
AA · 2h 23m
Direct
€123
What the history says
Prices recorded 34
Typical price €97
Lowest we saw €81
You save today €19
Based on 34 prices we recorded on this exact route, compared against every month we have on record.
Best booking window
56–83 days — is when this route has been cheapest to book: €98 typical, on 20 observations.
Cheapest months to fly to Boston
September €93 12 observations
November €99 13 observations
October €110 9 observations
Hotels in Boston for these dates
Check-in the day you land, check-out three nights later.
See places to staySave €200+ on every trip
Five minutes of setup, and it works on every flight after this one.
We will tell you the day it drops
One email, only when the fare on this route goes below the typical price.
