Cheap flights from Chicago to Boston

Round-trip
Economy
Chicago (CHI)
Boston (BOS)
Sat 5/9
Sat 5/16
Any month
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Flight information for Chicago to Boston
(CHI to BOS)

Find info about flight duration, direct flights, and airports for your flight from Chicago to Boston
Best Price Found $33 The best flight deal from Chicago to Boston found on momondo in the last 72 hours is $33
Fastest flight time 2h 5m The fastest flight from Chicago to Boston takes 2h 5m.
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)

How to get the cheapest flight ticket 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 ticket 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?
Saturday
The cheapest day of the week is typically Saturday. The most expensive is typically Sunday
When is the cheapest time to fly to Boston?
at noon
Chicago to Boston flights are approximately 22% more expensive in the afternoon than at noon
What is the cheapest airline that flies to Boston?
Frontier
Frontier, Spirit Airlines, and Delta 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

Easily compare round-trip flights from Chicago to Boston

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 Chicago to Boston by changing tabs
Quickest
Cheapest
Spirit Airlines
Jun 10
ORD
Chicago O'Hare Intl
2h 27m
BOS
Boston Logan Intl
Jun 15
BOS
Boston Logan Intl
2h 55m
ORD
Chicago O'Hare Intl
Multiple Airlines
Jun 10
ORD
Chicago O'Hare Intl
2h 27m
BOS
Boston Logan Intl
Jun 17
BOS
Boston Logan Intl
2h 55m
ORD
Chicago O'Hare Intl
Spirit Airlines
Jun 20
ORD
Chicago O'Hare Intl
2h 27m
BOS
Boston Logan Intl
Jun 23
BOS
Boston Logan Intl
2h 55m
ORD
Chicago O'Hare Intl

Find the cheapest one-way flights from Chicago to Boston

If you're looking for one-way flights from Chicago to Boston, view some of our deals below provided by Spirit Airlines, JetBlue and Delta
Quickest
Cheapest
Spirit Airlines
Jun 21
ORD
Chicago O'Hare Intl
2h 27m
BOS
Boston Logan Intl
JetBlue
May 4
ORD
Chicago O'Hare Intl
2h 13m
BOS
Boston Logan Intl
Delta
May 29
ORD
Chicago O'Hare Intl
6h 40m
1 stop
BOS
Boston Logan Intl

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 Flights
Fastest flight time
4h 08m
Cheapest price
$77
Chicago to Islip Flights
Fastest flight time
4h 01m
Cheapest price
$146
Indianapolis to Islip Flights
Fastest flight time
9h 08m
Cheapest price
$165

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Economy
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