Flights from Chicago to Boston

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Chicago to Boston flight comparison made easy

Below you can see the best fares for your route over the next three months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Chicago to Boston by changing tabs
Quickest
Cheapest
Spirit Airlines
Spirit Airlines
14 Sep
ORD
8:46 am
Chicago O'Hare Intl airport
2h 35m
12:21 pm
BOS
Boston Logan Intl airport
Spirit Airlines
17 Sep
BOS
8:57 am
Boston Logan Intl airport
2h 53m
10:50 am
ORD
Chicago O'Hare Intl airport
97 USD
Spirit Airlines
Spirit Airlines
14 Sep
ORD
8:46 am
Chicago O'Hare Intl airport
2h 35m
12:21 pm
BOS
Boston Logan Intl airport
Spirit Airlines
17 Sep
BOS
8:57 am
Boston Logan Intl airport
2h 53m
10:50 am
ORD
Chicago O'Hare Intl airport
97 USD
Spirit Airlines
Spirit Airlines
17 Sep
ORD
8:46 am
Chicago O'Hare Intl airport
2h 35m
12:21 pm
BOS
Boston Logan Intl airport
Spirit Airlines
18 Sep
BOS
8:57 am
Boston Logan Intl airport
2h 53m
10:50 am
ORD
Chicago O'Hare Intl airport
97 USD
JetBlue
JetBlue
08 Sep
ORD
12:40 am
Chicago O'Hare Intl airport
2h 18m
3:58 am
BOS
Boston Logan Intl airport
JetBlue
14 Sep
BOS
8:57 am
Boston Logan Intl airport
2h 53m
10:50 am
ORD
Chicago O'Hare Intl airport
130 USD
JetBlue
JetBlue
08 Sep
ORD
12:40 am
Chicago O'Hare Intl airport
2h 18m
3:58 am
BOS
Boston Logan Intl airport
JetBlue
14 Sep
BOS
8:57 am
Boston Logan Intl airport
2h 53m
10:50 am
ORD
Chicago O'Hare Intl airport
130 USD
American Airlines
American Airlines
03 Sep
ORD
5:00 pm
Chicago O'Hare Intl airport
2h 21m
8:21 pm
BOS
Boston Logan Intl airport
American Airlines
11 Sep
BOS
8:57 am
Boston Logan Intl airport
2h 53m
10:50 am
ORD
Chicago O'Hare Intl airport
125 USD

How to get the cheapest flight from Chicago to Boston

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 for your trip
What is the cheapest month to fly to Boston?
September
The cheapest time of year to fly to Boston from Chicago is September. Most expensive is July
What is the cheapest day to fly to Boston?
Tuesday
The cheapest day of the week is typically Tuesday. The most expensive is typically Sunday
When is the cheapest time to fly to Boston?
at noon
Chicago to Boston flights are approximately 28% more expensive in the afternoon than at noon
What is the cheapest airline that flies to Boston?
Spirit Airlines
Spirit Airlines, Delta, and JetBlue are the most popular carriers operating from Chicago to Boston
What is the cheapest route?
Chicago O'Hare Intl - Boston Logan Intl
Fly from Chicago O'Hare Intl to Boston Logan Intl for the best Chicago - Boston flight prices
When is the cheapest time to book a flight to Boston?
60 days before
The cheapest time to buy a flight from Chicago to Boston is approximately 60 days to departure
60
Days before departure
0

Flight information for Chicago to Boston

Find info about flight duration, direct flights, and airports for your flight from Chicago to Boston
Fastest flight time 2h 10m The fastest flight from Chicago to Boston takes 2h 10m.
Direct flights Every day Direct flights go from Chicago to Boston every day.
Airports in Boston 1 airport There is 1 airport near Boston: Boston Logan Intl (BOS)

Alternative routes for Chicago to Boston

Compare alternative flights to and from nearby airports and cities to discover the best prices and most convenient flight times
Indianapolis to Boston
Fastest flight time
2h 16m
Cheapest price
164 USD
Chicago to Islip
Fastest flight time
4h 07m
Cheapest price
164 USD
Chicago to Providence
Fastest flight time
2h 18m
Cheapest price
190 USD
Indianapolis to Islip
Fastest flight time
4h 32m
Cheapest price
214 USD
View more

Flights from Chicago to:

Flights to Boston from:

  • Chicago
  • Illinois
  • United States
  • North America