O'Hare International Airport
Chicago, United States
Logan International Airport
Boston, United States
$94 USD
-37%$59 USD
Verified Nov 29, 2025 at 3:38 AMFebruary 2026
Mon
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Fri
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Sun
Rare Availability
8% of dates checked are available within 10% of the lowest price
Friday, February 27th, 2026
Outbound Flights
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2h 22m·Nonstop
$208 USD
ORDFeb 27 16:15
→BOSFeb 27 19:37
UA 1677Boeing 737
2h 28m·Nonstop
$208 USD
ORDFeb 27 18:20
→BOSFeb 27 21:48
UA 1989Airbus A321neo
16h 49m·1 stop
$526 USD
ORDFeb 27 21:23
→EWRFeb 28 00:28
UA 1209Boeing 737
13h 31m layover

EWRFeb 28 13:59
→BOSFeb 28 15:12
UA 577Boeing 737
15h 57m·2 stops
$610 USD
ORDFeb 27 21:15
→PITFeb 27 23:51
UA 3464Embraer 175
10h 35m layover·Overnight

PITFeb 28 10:26
→IADFeb 28 11:33
UA 1697Airbus A319
1h 3m layover

IADFeb 28 12:36
→BOSFeb 28 14:12
UA 1183Boeing 737
15h 39m·1 stop
$643 USD
ORDFeb 27 21:15
→DENFeb 27 23:06
UA 329Boeing 737MAX 9 Passenger
8h 54m layover·Overnight

DENFeb 28 08:00
→BOSFeb 28 13:54
UA 558Airbus A321neo
12h 35m·1 stop
$752 USD
ORDFeb 27 21:01
→DCAFeb 27 23:59
UA 3563Embraer 175
9h 1m layover·Overnight

IADFeb 28 09:00
→BOSFeb 28 10:36
UA 641Boeing 737MAX 9 Passenger
7h 37m·1 stop
$764 USD
ORDFeb 27 21:15
→DENFeb 27 23:06
UA 329Boeing 737MAX 9 Passenger
53m layover

DENFeb 27 23:59
→BOSFeb 28 05:52
UA 2656Airbus A321neo
12h 47m·1 stop
$851 USD
ORDFeb 27 21:23
→EWRFeb 28 00:28
UA 1209Boeing 737
9h 17m layover

EWRFeb 28 09:45
→BOSFeb 28 11:10
UA 3541Embraer 175