When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 33 days in advance, which can save you up to 34% on flights from Illinois to Boston compared to booking the week you need them. Waiting 33 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $228. For sooner than that we have options available in the next 3 days from $316.
Flights from Illinois to Boston lean towards being more expensive in June. Prices are generally better when you fly from Illinois to Boston in February, with the cheapest ticket starting at $76.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Illinois to Boston as you normally would.
Fly from
Fly to
Budget
$106 - $240
Route
Depart
Return
Price
Lambert-St LouisBoston Logan Intl
STL - BOS
STLBOS
Lambert-St Louis
Sat 6/1
1 stop10h 58m
Boston Logan Intl
Sat 6/8
1 stop21h 56m
Lambert-St LouisBoston Logan Intl
STL - BOS
STLBOS
Lambert-St Louis
Sat 6/1
1 stop10h 58m
Boston Logan Intl
Wed 6/5
1 stop22h 52m
Lambert-St LouisBoston Logan Intl
STL - BOS
STLBOS
Lambert-St Louis
Tue 6/4
1 stop12h 13m
Boston Logan Intl
Wed 6/5
1 stop22h 52m
Chicago O'Hare IntlBoston Logan Intl
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Tue 6/11
1 stop10h 49m
Boston Logan Intl
Sun 6/16
Nonstop2h 54m
Chicago O'Hare IntlBoston Logan Intl
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Tue 5/14
Nonstop2h 26m
Boston Logan Intl
Wed 5/22
Nonstop2h 54m
Chicago O'Hare IntlBoston Logan Intl
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Sat 6/1
Nonstop2h 29m
Boston Logan Intl
Sat 6/15
Nonstop2h 58m
Chicago O'Hare IntlBoston Logan Intl
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Wed 5/15
1 stop4h 00m
Boston Logan Intl
Wed 5/29
Nonstop2h 56m
Chicago O'Hare IntlBoston Logan Intl
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Sat 5/25
Nonstop2h 34m
Boston Logan Intl
Tue 5/28
1 stop4h 50m
Chicago O'Hare IntlBoston Logan Intl
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Mon 7/8
1 stop25h 56m
Boston Logan Intl
Sat 7/13
1 stop15h 24m
No data available for this route at this time. Please check back soon.
Overall
Boarding
Comfort
Entertainment
Food
Crew
Reviews
I was very relaxed and calm so I took a brief nap. The flight was pretty smooth.
Overall
Boarding
Comfort
Entertainment
Food
Crew
Reviews
I was very relaxed and calm so I took a brief nap. The flight was pretty smooth.
Overall
Boarding
Comfort
Entertainment
Food
Crew
Reviews
I was very relaxed and calm so I took a brief nap. The flight was pretty smooth.
Overall
Boarding
Comfort
Entertainment
Food
Crew
Reviews
I was very relaxed and calm so I took a brief nap. The flight was pretty smooth.
Overall
Boarding
Comfort
Entertainment
Food
Crew
Reviews
I was very relaxed and calm so I took a brief nap. The flight was pretty smooth.
Overall
Boarding
Comfort
Entertainment
Food
Crew
Reviews
I was very relaxed and calm so I took a brief nap. The flight was pretty smooth.
5%of flight departures | Early morningMidnight to 6 am |
---|---|
33%of flight departures | Morning6 am to noon |
53%of flight departures | AfternoonNoon to 6 pm |
9%of flight departures | Evening6 pm to midnight |
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