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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
Best Price. GUARANTEED.
Exclusively for Priceline Members
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On average save $240 per traveler
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 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 55m
Direct
06/05/25
ORD
$602
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 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 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 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 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 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 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 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 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
2h 56m
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 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 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 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 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 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
2h 56m
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
Top Deals on flights Business Class from Chicago O Hare Airport 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
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 39m
PHL
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
5h 7m
LGA
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
Flights to Boston
Browse origins
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- Chicago O Hare Airport
Browse destinations
- Flights
- North America
- United States
- Massachusetts
- Boston
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