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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 Wednesday or Saturday and return on a Saturday

Cheap flights from Chicago to Boston
$240
$210
$180
$153
Price
$153 - $219
Temperature
39 - 84 °F
Rainfall
3 - 4 inches
Most popular in July High demand for flights, 12% potential price rise
Cheapest in September Best time to find cheap flights, 2% potential price drop
Average price $180 Price for this month
Cheapest price $153 From Chicago to Boston

Cheap flights from Chicago to Boston in February 2020

The best prices found for ORD to BOS flights for February
7 Feb - 9 Feb
$95pp
ORD
Chicago O'Hare Intl
Major Airline
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Major Airline
Non-Stop
ORD
Chicago O'Hare Intl
2 Feb - 3 Feb
$103pp
ORD
Chicago O'Hare Intl
Major Airline
 
1 STOP
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Major Airline
Non-Stop
ORD
Chicago O'Hare Intl
21 Feb - 24 Feb
$104pp
ORD
Chicago O'Hare Intl
Major Airline
 
1 STOP
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Major Airline
Non-Stop
ORD
Chicago O'Hare Intl

Chicago to Boston 2020 flight deals

Cheap flights to Boston from Chicago found for this year
13 May - 18 May
$76pp
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
5 May - 12 May
$78pp
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
29 Apr - 6 May
$81pp
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
7 Feb - 9 Feb
$95pp
ORD
Chicago O'Hare Intl
Major Airline
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Major Airline
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
30 Jan - 2 Feb
$95pp
ORD
Chicago O'Hare Intl
Major Airline
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Major Airline
Non-Stop
ORD
Chicago O'Hare Intl
30 Jan - 31 Jan
$123pp
MDW
Chicago Midway
Delta
 
1 STOP
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Delta
 
1 STOP
MDW
Chicago Midway

Alternative routes for Chicago to Boston

Detroit to Providence from $217 pp
Indianapolis to Providence from $241 pp
Dayton to Providence from $256 pp
Madison to Providence from $273 pp

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 January in Boston
39.2 °F
Avg rainfall for January in Boston
3.3 ″

Airports servicing Chicago

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

Airports servicing Boston

Boston (BOS)

Popular flight searches

Check out other popular destinations found by fellow travelers
Weekly flight availability
from Chicago to Boston
Sunday
23 daily flights
Monday
62 daily flights
Tuesday
62 daily flights
Wednesday
58 daily flights
Thursday
57 daily flights
Friday
58 daily flights
Saturday
5 daily flights

Related info for your journey

Useful info, stats and facts about Chicago to Boston flights.

Flight FAQs

From Chicago to Boston

What days are nonstop flights available from Chicago to Boston?

Nonstop flights can be found on the following days: Sunday, Monday, Tuesday, Wednesday, Thursday, Friday, Saturday.

How popular is this flight route?

Flights from Chicago to Boston Logan Intl have been viewed 173 times in the past calendar month.

What percent of flights are delayed?

When booking remember that flights Chicago to Boston are typically delayed by 60min. so prepare as needed.

How many passenger seats are available on a flight on this route?

Commercial airlines for the flight route can seat a total of 2,388 passengers per day from Chicago to Boston Logan Intl.

What is the cheapest airline for this route?

While looking for the best option consider American Airlines Inc., our data currently shows that they have the cheapest flight available for the flight path. When traveling from Chicago to Boston, generally 206 flights depart for this route daily.

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 536 miles.

How many flights depart from Chicago to Boston on average per day?

163 flight departures from Chicago to Boston Logan Intl per day on average.
Early Morning (Midnight to 6am) - 7% of flight departures
Morning (6am - Noon) - 40% of flight departures
Afternoon (Noon - 6pm) - 26% of flight departures
Evening (6pm - Midnight) - 27% of flight departures

Is Chicago weather warmer or cooler than Boston?

We forecast the temperature to be around the 84 °F's in July, on average. The temperature in Boston is generally the same as in Chicago. Book flights in a timely manner in correlation to your departure date.

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