United Flight AA399 Deals & Information (2025/2026)

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

United Flight 399 Route Deals From $60

The cheapest prices found with in the last 7 days for return flights were $119 and $60 for one-way flights to Logan Intl. for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Oct 29 - Thu, Oct 30
ORD
O'Hare Intl.
BOS
Logan Intl.
$119 Roundtrip, found 2 hours ago
$119
Roundtrip
found 2 hours ago
Select United flight, departing Wed, Oct 29 from O'Hare Intl. to Logan Intl., returning Thu, Oct 30, priced at $119 found 2 hours ago
Thu, Dec 11 - Sat, Dec 13
ORD
O'Hare Intl.
BOS
Logan Intl.
$119 Roundtrip, just found
$119
Roundtrip
just found
Select United flight, departing Thu, Dec 11 from O'Hare Intl. to Logan Intl., returning Sat, Dec 13, priced at $119 just found
Fri, Feb 6 - Sun, Feb 8
ORD
O'Hare Intl.
BOS
Logan Intl.
$127 Roundtrip, found 12 hours ago
$127
Roundtrip
found 12 hours ago
Select United flight, departing Fri, Feb 6 from O'Hare Intl. to Logan Intl., returning Sun, Feb 8, priced at $127 found 12 hours ago
Wed, Oct 29 - Thu, Oct 30
ORD
O'Hare Intl.
BOS
Logan Intl.
$134 Roundtrip, found 2 hours ago
$134
Roundtrip
found 2 hours ago
Select United flight, departing Wed, Oct 29 from O'Hare Intl. to Logan Intl., returning Thu, Oct 30, priced at $134 found 2 hours ago
Thu, Nov 6 - Sat, Nov 8
ORD
O'Hare Intl.
BOS
Logan Intl.
$135 Roundtrip, just found
$135
Roundtrip
just found
Select United flight, departing Thu, Nov 6 from O'Hare Intl. to Logan Intl., returning Sat, Nov 8, priced at $135 just found
Thu, Dec 11 - Sat, Dec 13
ORD
O'Hare Intl.
BOS
Logan Intl.
$145 Roundtrip, just found
$145
Roundtrip
just found
Select United flight, departing Thu, Dec 11 from O'Hare Intl. to Logan Intl., returning Sat, Dec 13, priced at $145 just found
Wed, Nov 5 - Sun, Nov 23
ORD
O'Hare Intl.
BOS
Logan Intl.
$145 Roundtrip, found 17 hours ago
$145
Roundtrip
found 17 hours ago
Select United flight, departing Wed, Nov 5 from O'Hare Intl. to Logan Intl., returning Sun, Nov 23, priced at $145 found 17 hours ago
Thu, Nov 6 - Sat, Nov 8
ORD
O'Hare Intl.
BOS
Logan Intl.
$152 Roundtrip, just found
$152
Roundtrip
just found
Select United flight, departing Thu, Nov 6 from O'Hare Intl. to Logan Intl., returning Sat, Nov 8, priced at $152 just found
Fri, Dec 12 - Sun, Dec 14
ORD
O'Hare Intl.
BOS
Logan Intl.
$154 Roundtrip, just found
$154
Roundtrip
just found
Select United flight, departing Fri, Dec 12 from O'Hare Intl. to Logan Intl., returning Sun, Dec 14, priced at $154 just found
Thu, Nov 6 - Sat, Nov 8
ORD
O'Hare Intl.
BOS
Logan Intl.
$156 Roundtrip, just found
$156
Roundtrip
just found
Select United flight, departing Thu, Nov 6 from O'Hare Intl. to Logan Intl., returning Sat, Nov 8, priced at $156 just found
Mon, Oct 27 - Tue, Oct 28
ORD
O'Hare Intl.
BOS
Logan Intl.
$159 Roundtrip, found 9 hours ago
$159
Roundtrip
found 9 hours ago
Select United flight, departing Mon, Oct 27 from O'Hare Intl. to Logan Intl., returning Tue, Oct 28, priced at $159 found 9 hours ago

Frequently asked questions

What route does flight number UA399 take?
UA399 flies direct between George Bush Intercontinental Airport (IAH) and Tampa Airport in around 2 hours and 8 minutes. It can take other routes though, some of which may be multi-stop flights. Keep this in mind when locking in your seat to avoid any confusion.
What terminal does UA399 fly out of?
If you're leaving from Houston Airport, you'll probably board the plane from Terminal C. The most frequented route for UA399 is Houston Airport to Tampa Intl. Airport (TPA), which is a direct flight.
What kind of plane is on flight number UA399?
If you're booked on flight UA399 from Houston Airport to Tampa Airport, there's every chance you'll be aboard the Boeing 737-900. Flight UA399 serves numerous routes, but this is the most popular one.
If I am not able to travel due to COVID-19, can I change my flight to a later date?
For more info about changing your UA399 flight with Travelocity, please visit our Customer Service Portal.