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Stops
- Nonstopfrom $501
- Up to 1 stop$454
Airlines
- American Airlines$454
Cabin Class
- First$454
Departure Airports
- Chicago O Hare Airport$454
Arrival Airports
- General Edward Lawrence Logan International Airport$454
Layover Airports
- Indianapolis International Airport$454
- Philadelphia International Airport$477
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05/29/25
ORD
4h 54m
IND
05/29/25
BOS
06/05/25
BOS
2h 54m
Direct
06/05/25
ORD
$454
Free cancellation within 83 hours of booking
05/29/25
ORD
4h 11m
PHL
05/29/25
BOS
06/05/25
BOS
2h 54m
Direct
06/05/25
ORD
$477
Free cancellation within 83 hours of booking
05/29/25
ORD
2h 24m
Direct
05/29/25
BOS
06/05/25
BOS
2h 54m
Direct
06/05/25
ORD
$501
Free cancellation within 83 hours of booking
05/29/25
ORD
2h 26m
Direct
05/29/25
BOS
06/05/25
BOS
2h 54m
Direct
06/05/25
ORD
$547
Free cancellation within 83 hours of booking
05/29/25
ORD
2h 22m
Direct
05/29/25
BOS
06/05/25
BOS
2h 54m
Direct
06/05/25
ORD
$547
Free cancellation within 83 hours of booking
05/29/25
ORD
2h 24m
Direct
05/29/25
BOS
06/05/25
BOS
3h 5m
Direct
06/05/25
ORD
$556
Free cancellation within 83 hours of booking
05/29/25
ORD
2h 35m
Direct
05/29/25
BOS
06/05/25
BOS
2h 54m
Direct
06/05/25
ORD
$593
Free cancellation within 83 hours of booking
05/29/25
ORD
2h 26m
Direct
05/29/25
BOS
06/05/25
BOS
3h 5m
Direct
06/05/25
ORD
$602
Free cancellation within 83 hours of booking
05/29/25
ORD
2h 24m
Direct
05/29/25
BOS
06/05/25
BOS
2h 55m
Direct
06/05/25
ORD
$602
Free cancellation within 83 hours of booking
05/29/25
ORD
2h 24m
Direct
05/29/25
BOS
06/05/25
BOS
3h 1m
Direct
06/05/25
ORD
$602
Free cancellation within 83 hours of booking
05/29/25
ORD
2h 22m
Direct
05/29/25
BOS
06/05/25
BOS
3h 5m
Direct
06/05/25
ORD
$602
Free cancellation within 83 hours of booking
05/29/25
ORD
2h 24m
Direct
05/29/25
BOS
06/05/25
BOS
2h 56m
Direct
06/05/25
ORD
$602
Free cancellation within 83 hours of booking
05/29/25
ORD
2h 23m
Direct
05/29/25
BOS
06/05/25
BOS
2h 54m
Direct
06/05/25
ORD
$632
Free cancellation within 83 hours of booking
05/29/25
ORD
2h 32m
Direct
05/29/25
BOS
06/05/25
BOS
2h 54m
Direct
06/05/25
ORD
$632
Free cancellation within 83 hours of booking
05/29/25
ORD
2h 21m
Direct
05/29/25
BOS
06/05/25
BOS
2h 54m
Direct
06/05/25
ORD
$632
Free cancellation within 83 hours of booking
05/29/25
ORD
2h 22m
Direct
05/29/25
BOS
06/05/25
BOS
2h 56m
Direct
06/05/25
ORD
$648
Free cancellation within 83 hours of booking
05/29/25
ORD
2h 26m
Direct
05/29/25
BOS
06/05/25
BOS
2h 56m
Direct
06/05/25
ORD
$648
Free cancellation within 83 hours of booking
05/29/25
ORD
2h 22m
Direct
05/29/25
BOS
06/05/25
BOS
2h 55m
Direct
06/05/25
ORD
$648
Free cancellation within 83 hours of booking
05/29/25
ORD
2h 26m
Direct
05/29/25
BOS
06/05/25
BOS
2h 55m
Direct
06/05/25
ORD
$648
Free cancellation within 83 hours of booking
05/29/25
ORD
2h 35m
Direct
05/29/25
BOS
06/05/25
BOS
3h 5m
Direct
06/05/25
ORD
$648
Free cancellation within 83 hours of booking
05/29/25
ORD
2h 26m
Direct
05/29/25
BOS
06/05/25
BOS
3h 1m
Direct
06/05/25
ORD
$648
Free cancellation within 83 hours of booking
05/29/25
ORD
2h 22m
Direct
05/29/25
BOS
06/05/25
BOS
3h 1m
Direct
06/05/25
ORD
$648
Free cancellation within 83 hours of booking
05/29/25
ORD
2h 24m
Direct
05/29/25
BOS
06/05/25
BOS
2h 54m
Direct
06/05/25
ORD
$687
Free cancellation within 83 hours of booking
05/29/25
ORD
2h 32m
Direct
05/29/25
BOS
06/05/25
BOS
3h 5m
Direct
06/05/25
ORD
$687
Free cancellation within 83 hours of booking
05/29/25
ORD
2h 23m
Direct
05/29/25
BOS
06/05/25
BOS
3h 5m
Direct
06/05/25
ORD
$687
Free cancellation within 83 hours of booking
05/29/25
ORD
2h 24m
Direct
05/29/25
BOS
06/05/25
BOS
2h 51m
Direct
06/05/25
ORD
$687
Free cancellation within 83 hours of booking
05/29/25
ORD
2h 21m
Direct
05/29/25
BOS
06/05/25
BOS
3h 5m
Direct
06/05/25
ORD
$687
Free cancellation within 83 hours of booking
05/29/25
ORD
2h 35m
Direct
05/29/25
BOS
06/05/25
BOS
2h 55m
Direct
06/05/25
ORD
$694
Free cancellation within 83 hours of booking
05/29/25
ORD
2h 35m
Direct
05/29/25
BOS
06/05/25
BOS
3h 1m
Direct
06/05/25
ORD
$694
Free cancellation within 83 hours of booking
05/29/25
ORD
2h 35m
Direct
05/29/25
BOS
06/05/25
BOS
2h 56m
Direct
06/05/25
ORD
$694
Free cancellation within 83 hours of booking
Top Deals on flights Business Class from Chicago to Boston
Chicago, US (CHI) - Boston, US (BOS)
May 29
ORD
4h 54m
IND
May 29
BOS
as low as
$240
Chicago, US (CHI) - Boston, US (BOS)
May 29
ORD
7h 12m
IND
May 29
BOS
as low as
$240
Chicago, US (CHI) - Boston, US (BOS)
May 29
ORD
6h 39m
PHL
May 29
BOS
as low as
$264
Chicago, US (CHI) - Boston, US (BOS)
May 29
ORD
7h 4m
CLT
May 29
BOS
as low as
$264
Chicago, US (CHI) - Boston, US (BOS)
May 29
ORD
4h 55m
DCA
May 29
BOS
as low as
$264
Chicago, US (CHI) - Boston, US (BOS)
May 29
ORD
6h 56m
PHL
May 29
BOS
as low as
$283
Chicago, US (CHI) - Boston, US (BOS)
May 29
ORD
2h 24m
Direct
May 29
BOS
as low as
$286
Chicago, US (CHI) - Boston, US (BOS)
May 29
ORD
4h 25m
CMH
May 29
BOS
as low as
$333
Chicago, US (CHI) - Boston, US (BOS)
May 29
ORD
2h 22m
Direct
May 29
BOS
as low as
$334
Chicago, US (CHI) - Boston, US (BOS)
May 29
ORD
5h 37m
CLT
May 29
BOS
as low as
$344
Chicago, US (CHI) - Boston, US (BOS)
May 29
ORD
4h 24m
DCA
May 29
BOS
as low as
$344
Chicago, US (CHI) - Boston, US (BOS)
May 29
ORD
5h 7m
LGA
May 29
BOS
as low as
$344
Frequently Asked Questions
What are all possible destination arrival airports?
The destination arrival airport is General Edward Lawrence Logan International Airport in Boston.
What is the time difference between destination and arrival?
The flight time from Chicago to Boston is approximately 3 hours 22 minutes to 3 hours 34 minutes. Boston is 1 hour ahead of Chicago, resulting in a total time difference of around 4 to 5 hours.
Is there a direct flight from Chicago to Boston?
Yes, there are direct flights from Chicago O'Hare Airport to General Edward Lawrence Logan International Airport. Airlines offering non-stop flights include Delta Air Lines at $116, JetBlue at $151, American Airlines at $186, and United Airlines at $186.
Are there convenient layover flights from Chicago to Boston?
Yes, convenient 1 stop flights from Chicago to Boston are available with JetBlue at $164, Spirit Airlines at $166, Delta Air Lines at $216, United Airlines at $236, and American Airlines at $253. Additionally, a 2 stops flight is offered by Alaska Airlines at $554.
What are the most convenient layover airports for my flight?
The most convenient layover airports for your flight from Chicago to Boston include New York John F Kennedy, New York LaGuardia, Orlando International, Newark Liberty, and Reagan Washington National.
What is the cheapest and fastest flight from Chicago to Boston?
The cheapest flight is with Delta Air Lines at $116, 3 hours 34 minutes. The fastest flight is with American Airlines at $186, 3 hours 22 minutes.
Flights to Boston
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