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
ORD
9:10 am
Chicago O'Hare Intl airport
2h 36m
12:46 pm
BOS
Boston Logan Intl airport
Spirit Airlines
BOS
8:10 am
Boston Logan Intl airport
2h 52m
10:02 am
ORD
Chicago O'Hare Intl airport
95 USD
Spirit Airlines
Spirit Airlines
ORD
9:10 am
Chicago O'Hare Intl airport
2h 36m
12:46 pm
BOS
Boston Logan Intl airport
Spirit Airlines
BOS
8:10 am
Boston Logan Intl airport
2h 52m
10:02 am
ORD
Chicago O'Hare Intl airport
95 USD
Spirit Airlines
Spirit Airlines
ORD
9:10 am
Chicago O'Hare Intl airport
2h 36m
12:46 pm
BOS
Boston Logan Intl airport
Spirit Airlines
BOS
8:10 am
Boston Logan Intl airport
2h 52m
10:02 am
ORD
Chicago O'Hare Intl airport
97 USD
American Airlines
American Airlines
ORD
1:00 am
Chicago O'Hare Intl airport
2h 16m
4:16 am
BOS
Boston Logan Intl airport
American Airlines
BOS
8:45 am
Boston Logan Intl airport
2h 49m
10:34 am
ORD
Chicago O'Hare Intl airport
109 USD
American Airlines
American Airlines
ORD
1:00 am
Chicago O'Hare Intl airport
2h 16m
4:16 am
BOS
Boston Logan Intl airport
American Airlines
BOS
8:45 am
Boston Logan Intl airport
2h 49m
10:34 am
ORD
Chicago O'Hare Intl airport
109 USD
United Airlines
United Airlines
ORD
1:00 am
Chicago O'Hare Intl airport
2h 15m
4:15 am
BOS
Boston Logan Intl airport
United Airlines
BOS
2:00 am
Boston Logan Intl airport
2h 50m
3:50 am
ORD
Chicago O'Hare Intl airport
105 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 31% 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
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

Cost comparison between Chicago and Boston

Compare the costs of everyday items in Chicago and Boston
Food
Inexpensive restaurant
15 USD
Chicago
15 USD
Boston
Fast food
McDonald's meal
7.04 USD
Chicago
8.05 USD
Boston
Soft drink
0.33 liter
1.82 USD
Chicago
1.88 USD
Boston
Coffee
Cappuccino
4.11 USD
Chicago
3.92 USD
Boston
Public transport
One-way ticket
2.52 USD
Chicago
2.52 USD
Boston

Flights from Chicago to:

Flights to Boston from:

  • Chicago
  • Illinois
  • United States
  • North America