Cheap flights from Boston to Chicago

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Flight information for Boston to Chicago (BOS to CHI)

Find info about flight duration, direct flights, and airports for your flight from Boston to Chicago
Best Price Found $75 The best flight deal from Boston to Chicago found on momondo in the last 72 hours is $75
Fastest flight time 2h 45m The fastest flight from Boston to Chicago takes 2h 45m.
Direct flights Every day Direct flights go from Boston to Chicago every day.
Airports in Chicago 3 airports There are 3 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW), Chicago Greater Rockford (RFD)

How to get the cheapest flight ticket from Boston to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly to Chicago?
September
The cheapest time of year to fly to Chicago from Boston is September. Most expensive is July
What is the cheapest day to fly to Chicago?
Saturday
The cheapest day of the week is typically Saturday. The most expensive is typically Friday
When is the cheapest time to fly to Chicago?
at noon
Boston to Chicago flights are approximately 27% more expensive in the afternoon than at noon
What is the cheapest airline that flies to Chicago?
Frontier
Frontier, Spirit Airlines, and Envoy Air are the most popular carriers operating from Boston to Chicago
What is the cheapest route?
Boston Logan Intl - Chicago O'Hare Intl
Fly from Boston Logan Intl to Chicago O'Hare Intl for the best Boston - Chicago flight prices
When is the cheapest time to book a flight to Chicago?
52 days before
The cheapest time to buy a flight from Boston to Chicago is approximately 52 days to departure
60
Days before departure
0

Easily compare round-trip flights from Boston to Chicago

Below you can see the best fares for your round-trip flight route over the next three months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Boston to Chicago by changing tabs
Quickest
Cheapest
Spirit Airlines
Spirit Airlines
12 May
11:23 am
BOS
Boston Logan Intl airport
2h 44m
ORD
1:07 pm
Chicago O'Hare Intl airport
Spirit Airlines
19 May
10:51 am
ORD
Chicago O'Hare Intl airport
2h 30m
BOS
2:21 pm
Boston Logan Intl airport
$75
Spirit Airlines
Spirit Airlines
05 May
11:23 am
BOS
Boston Logan Intl airport
2h 44m
ORD
1:07 pm
Chicago O'Hare Intl airport
Spirit Airlines
06 May
10:51 am
ORD
Chicago O'Hare Intl airport
2h 30m
BOS
2:21 pm
Boston Logan Intl airport
$76
American Airlines
American Airlines
02 May
3:15 pm
BOS
Boston Logan Intl airport
2h 59m
ORD
5:14 pm
Chicago O'Hare Intl airport
American Airlines
06 May
10:51 am
ORD
Chicago O'Hare Intl airport
2h 30m
BOS
2:21 pm
Boston Logan Intl airport
$86
United Airlines
United Airlines
02 Mar
2:59 pm
BOS
Boston Logan Intl airport
2h 58m
ORD
4:57 pm
Chicago O'Hare Intl airport
United Airlines
03 Mar
3:11 pm
ORD
Chicago O'Hare Intl airport
2h 14m
BOS
6:25 pm
Boston Logan Intl airport
$105
Spirit Airlines
Spirit Airlines
12 May
11:23 am
BOS
Boston Logan Intl airport
2h 44m
ORD
1:07 pm
Chicago O'Hare Intl airport
Spirit Airlines
19 May
10:51 am
ORD
Chicago O'Hare Intl airport
2h 30m
BOS
2:21 pm
Boston Logan Intl airport
$75
Spirit Airlines
Spirit Airlines
05 May
11:23 am
BOS
Boston Logan Intl airport
2h 44m
ORD
1:07 pm
Chicago O'Hare Intl airport
Spirit Airlines
06 May
10:51 am
ORD
Chicago O'Hare Intl airport
2h 30m
BOS
2:21 pm
Boston Logan Intl airport
$76

Alternative routes for Boston to Chicago

Compare alternative flights to and from nearby airports and cities to discover the best prices and most convenient flight times
Islip to Chicago Flights
Fastest flight time
4h 38m
Cheapest price
$170
Boston to Indianapolis Flights
Fastest flight time
2h 34m
Cheapest price
$186
Islip to Indianapolis Flights
Fastest flight time
5h 03m
Cheapest price
$205
Providence to Indianapolis Flights
Fastest flight time
4h 10m
Cheapest price
$250
View more

Flights from Boston to:

*Flight prices to Chicago are based on prices for economy tickets found by momondo users during searches within the last 72 hours. These prices may no longer be available.