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Cheap flights from Boston to Chicago (BOS - CHI)

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The best prices from Boston to Chicago are usually found in September or January, booked 51 days in advance, depart on a Tuesday or Saturday and return on a Tuesday

BOS
Boston
CHI
Chicago
 Add details to search for flights
+75.0%
+50.0%
+25.0%
Base
Price
$129 - $209
Temperature
34 - 84 °F
Rainfall
1 - 4 inches
Most popular in April High demand for flights, 4% potential price rise
Cheapest in September Best time to find cheap flights, 2% potential price drop
Average price $209 Price for this month
Cheapest price $129 From Boston to Chicago

Cheap flights from Boston to Chicago in July 2019

The best prices found for BOS to CHI flights for July
24 Jul - 30 Jul
$154pp
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
31 Jul - 7 Aug
$174pp
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
30 Jul - 2 Aug
$176pp
BOS
Boston Logan Intl
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
BOS
Boston Logan Intl

Boston to Chicago 2019 flight deals

Cheap flights to Chicago from Boston found for this year
20 Aug - 24 Aug
$109pp
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
21 Aug - 24 Aug
$109pp
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
22 Aug - 26 Aug
$109pp
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl

Non-stop flights to Chicago from Boston

Save time with Boston to Chicago direct flight deals
14 Aug - 26 Aug
$109pp
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
20 Aug - 24 Aug
$109pp
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
21 Aug - 24 Aug
$109pp
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl

Last minute flights from Boston to Chicago

Late deals on round-trip flights to Chicago from Boston, departing today and this week
24 Jul - 30 Jul
$154pp
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
23 Jul - 24 Jul
$184pp
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
25 Jul - 29 Jul
$189pp
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl

Destination information for Chicago

Things to know before you go. Useful info for your trip from Boston to Chicago
Flight duration
2h 39m

Airports servicing Boston

Airports servicing Chicago

Chicago-O'Hare Intl (ORD)
Rockford (RFD)
Average temperature for July in Chicago
29.0 °C
Avg rainfall for July in Chicago
95.0 mm
During this time it is forecast that there will be 1 inch more rainfall in Chicago than in Boston .
During the next 10 days, the weather in Chicago is expected to be the same temperature as Boston (84°F).
Recently Sun, Mon, Tue, Wed, Thu, Fri and Sat are the days when direct flights are available.
Which airlines fly from Boston to Chicago?
There are currently 24 airlines offering direct flights from Boston to Chicago , including American Airlines, Qatar Airways, Japan Airlines.
So far this month, there have been 2093 searches for flights from Boston to Chicago.
How many flights depart from Boston Logan Intl to Chicago on average per day?
On average, you can expect to see 189 flights from Boston Logan Intl to Chicago a day.
Early Morning (Midnight to 6am) - 7% of flight departures
Morning (6am - Noon) - 40% of flight departures
Afternoon (Noon - 6pm) - 23% of flight departures
Evening (6pm - Midnight) - 31% of flight departures
How long does the flight from Boston Logan Intl to Chicago take?
A nonstop flight takes up to 3 hours, covering a distance of 534 miles.

Related info for your journey

Useful info, stats and facts about Boston to Chicago flights.
Flight FAQs
From Boston to Chicago
What percent of flights are delayed?
A delay of 1 hr 12.7 mins is common
How many passenger seats are available on a flight on this route?
On average, all flights from Boston offer a total of 2,337 seats to Chicago 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 214 flight per week
Related searches
Flights to Chicago from Boston