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Cheap flights from Chicago to Boston (CHI - BOS)

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The best prices from Chicago to Boston are usually found in September or October, booked 60 days in advance, depart on a Tuesday or Wednesday and return on a Tuesday

+75.0%
+50.0%
+25.0%
Base
Price
$140 - $225
Temperature
39 - 84 °F
Rainfall
3 - 4 inches
Most popular in July High demand for flights, 11% potential price rise
Cheapest in September Best time to find cheap flights, 3% potential price drop
Average price $140 Price for this month
Cheapest price $140 From Chicago to Boston

Cheap flights from Chicago to Boston in September 2019

The best prices found for ORD to BOS flights for September
21 Sep - 25 Sep
$93pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
28 Sep - 5 Oct
$93pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
25 Sep - 2 Oct
$103pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl

Chicago to Boston 2019 flight deals

Cheap flights to Boston from Chicago found for this year
17 Oct - 22 Oct
$90pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
19 Oct - 22 Oct
$93pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
23 Oct - 29 Oct
$93pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl

Non-stop flights to Boston from Chicago

Save time with Chicago to Boston direct flight deals
17 Oct - 22 Oct
$90pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
21 Sep - 25 Sep
$93pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
28 Sep - 5 Oct
$93pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl

Last minute flights from Chicago to Boston

Late deals on round-trip flights to Boston from Chicago, departing today and this week
21 Sep - 25 Sep
$93pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
19 Sep - 24 Sep
$137pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
18 Sep - 24 Sep
$147pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl

Destination information for Boston

Things to know before you go. Useful info for your trip from Chicago to Boston
Flight duration
2h 38m
Average temperature for September in Boston
24.0 °C
Avg rainfall for September in Boston
94.0 mm

Airports servicing Chicago

Chicago-O'Hare Intl (ORD)
Rockford (RFD)

Airports servicing Boston

There will be 1 inch more rainfall in Boston than in Chicago over the next ten days.
Over the next ten days, Boston (75°F) is expected to be 2°F cooler than Chicago (77°F).
Recently Sun, Mon, Tue, Wed, Thu, Fri and Sat are the days when direct flights are available.
Which airlines fly from Chicago to Boston?
Direct flights from Chicago to Boston are currently served by 25 airlines, including JAL, Icelandair and Delta.
In the last month, 1350 people have been searching for flights from Chicago to Boston.
How many flights depart from Chicago to Boston on average per day?
203 flight departures from Chicago to Boston Logan Intl per day on average.
Early Morning (Midnight to 6am) - 10% of flight departures
Morning (6am - Noon) - 27% of flight departures
Afternoon (Noon - 6pm) - 39% of flight departures
Evening (6pm - Midnight) - 24% of flight departures
How long does the flight from Chicago to Boston take?
Your journey will take you approximately 3 hours. Your flight will cover a distance of about 534 miles.

Related info for your journey

Useful info, stats and facts about Chicago to Boston flights.
Flight FAQs
From Chicago to Boston
What percent of flights are delayed?
A delay of 1 hr 0 mins is common
How many passenger seats are available on a flight on this route?
On average, all flights from Chicago offer a total of 2,388 seats to Boston per day
What is the cheapest airline for this route?
The cheapest airline for this route is American Airlines Inc. on average. American Airlines Inc. operates 206 flight per week
Related searches
Flights to Boston from Chicago