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
07 Sep
ORD
8:51 am
Chicago O'Hare Intl airport
2h 30m
12:21 pm
BOS
Boston Logan Intl airport
Spirit Airlines
11 Sep
BOS
8:45 am
Boston Logan Intl airport
2h 49m
10:34 am
ORD
Chicago O'Hare Intl airport
82 USD
Spirit Airlines
Spirit Airlines
07 Sep
ORD
8:51 am
Chicago O'Hare Intl airport
2h 30m
12:21 pm
BOS
Boston Logan Intl airport
Spirit Airlines
11 Sep
BOS
8:45 am
Boston Logan Intl airport
2h 49m
10:34 am
ORD
Chicago O'Hare Intl airport
82 USD
Spirit Airlines
Spirit Airlines
20 Aug
ORD
9:16 am
Chicago O'Hare Intl airport
2h 29m
12:45 pm
BOS
Boston Logan Intl airport
Spirit Airlines
21 Aug
BOS
8:35 am
Boston Logan Intl airport
2h 51m
10:26 am
ORD
Chicago O'Hare Intl airport
112 USD
United Airlines
United Airlines
29 Oct
ORD
4:05 pm
Chicago O'Hare Intl airport
2h 14m
7:19 pm
BOS
Boston Logan Intl airport
United Airlines
02 Nov
BOS
8:45 am
Boston Logan Intl airport
2h 49m
10:34 am
ORD
Chicago O'Hare Intl airport
141 USD
United Airlines
United Airlines
29 Oct
ORD
4:05 pm
Chicago O'Hare Intl airport
2h 14m
7:19 pm
BOS
Boston Logan Intl airport
United Airlines
02 Nov
BOS
8:45 am
Boston Logan Intl airport
2h 49m
10:34 am
ORD
Chicago O'Hare Intl airport
141 USD
JetBlue
JetBlue
03 Oct
ORD
12:33 am
Chicago O'Hare Intl airport
2h 18m
3:51 am
BOS
Boston Logan Intl airport
JetBlue
06 Oct
BOS
2:41 am
Boston Logan Intl airport
2h 55m
4:36 am
ORD
Chicago O'Hare Intl airport
143 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
CHEAPEST MONTH TO FLY
September
The cheapest time of year to fly to Boston from Chicago is September. Most expensive is March
CHEAPEST DAY TO FLY
Tuesday
The cheapest day of the week is typically Tuesday. The most expensive is typically Sunday
CHEAPEST TIME TO FLY
at noon
Chicago to Boston flights are approximately 137% more expensive in the afternoon than at noon
CHEAPEST AIRLINE
Sun Country Air
Sun Country Air, Spirit Airlines, and Delta are the most popular carriers operating from Chicago to Boston
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
CHEAPEST TIME TO BOOK
56 days before
The cheapest time to buy a flight from Chicago to Boston is approximately 56 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
Chicago to Providence
Fastest flight time
2h 20m
Cheapest price
208 USD

Flights from Chicago to:

Flights to Boston from:

  • Chicago
  • Illinois
  • United States
  • North America