Cheap flights from Chicago to Boston

Round-trip
Economy
Chicago (CHI)
Boston (BOS)
Sat 11/21
Sat 11/28
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 $48 The best flight deal from Chicago to Boston found on momondo in the last 72 hours is $48
Fastest flight time 2h 13m The fastest flight from Chicago to Boston takes 2h 13m.
Direct flights Mo, Tu, We, Fr, Sa and Su Direct flights go from Chicago to Boston on Monday, Tuesday, Wednesday, Friday, Saturday and Sunday. Airline offering direct flights is American Airlines..
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?
Wednesday
The cheapest day of the week is typically Wednesday. The most expensive is typically Sunday
When is the cheapest time to fly to Boston?
at noon
Chicago to Boston flights are approximately 30% more expensive in the afternoon than at noon
What is the cheapest airline that flies to Boston?
Spirit Airlines
Spirit Airlines, Delta, and Envoy Air 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
Cheapest
Best
Quickest
Spirit Airlines
Dec 5
ORD
Chicago O'Hare Intl
13h 40m
1 stop
BOS
Boston Logan Intl
Dec 8
BOS
Boston Logan Intl
13h 12m
1 stop
ORD
Chicago O'Hare Intl
Multiple Airlines
Nov 12
ORD
Chicago O'Hare Intl
2h 10m
BOS
Boston Logan Intl
Nov 17
BOS
Boston Logan Intl
9h 49m
1 stop
ORD
Chicago O'Hare Intl
Major Airline
Nov 4
ORD
Chicago O'Hare Intl
2h 16m
BOS
Boston Logan Intl
Nov 7
BOS
Boston Logan Intl
3h 02m
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
Cheapest
Best
Quickest
Spirit Airlines
Dec 3
ORD
Chicago O'Hare Intl
9h 00m
1 stop
BOS
Boston Logan Intl
United Airlines
Nov 8
ORD
Chicago O'Hare Intl
28h 26m
1 stop
BOS
Boston Logan Intl
Spirit Airlines
Nov 23
ORD
Chicago O'Hare Intl
8h 35m
1 stop
BOS
Boston Logan Intl

Which airlines flying from Chicago to Boston Logan Intl have COVID-19 safety policies in place?

JetBlue, Southwest, and Delta have implemented additional safety measures to accommodate travelers. Usage of HEPA filters, scheduled sanitation, enhanced cleaning of aircrafts, pre-flight testing, and mask policies are some of the implemented practices made by airlines to help keep you safe as you depart from Chicago to Boston Logan Intl. Keep in mind that policies will vary by airline.

Are airlines flying from Chicago to Boston Logan Intl offering flexible cancellation due to COVID-19?

Due to the global impact of COVID-19, some of our airline partners operating flights from Chicago to Boston Logan Intl, such as American Airlines, United Airlines, and Spirit Airlines may have put in place flexible cancellation policies. Use our site to search for all of the airlines offering this flexibility to you.


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 Provincetown Flights
Fastest flight time
3h 40m
Cheapest price
$237
Chicago to Nantucket Flights
Fastest flight time
20h 05m
Cheapest price
$538

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