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 $74

The cheapest prices found with in the last 7 days for return flights were $121 and $74 for one-way flights to Logan Intl. for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Oct 22 - Thu, Oct 23
ORD
O'Hare Intl.
BOS
Logan Intl.
$121 Roundtrip, found 5 hours ago
$121
Roundtrip
found 5 hours ago
Select United flight, departing Wed, Oct 22 from O'Hare Intl. to Logan Intl., returning Thu, Oct 23, priced at $121 found 5 hours ago
Sun, Sep 28 - Fri, Oct 3
ORD
O'Hare Intl.
BOS
Logan Intl.
$139 Roundtrip, found 5 hours ago
$139
Roundtrip
found 5 hours ago
Select United flight, departing Sun, Sep 28 from O'Hare Intl. to Logan Intl., returning Fri, Oct 3, priced at $139 found 5 hours ago
Thu, Aug 7 - Tue, Aug 12
ORD
O'Hare Intl.
BOS
Logan Intl.
$142 Roundtrip, found 5 hours ago
$142
Roundtrip
found 5 hours ago
Select United flight, departing Thu, Aug 7 from O'Hare Intl. to Logan Intl., returning Tue, Aug 12, priced at $142 found 5 hours ago
Wed, Oct 22 - Sat, Oct 25
ORD
O'Hare Intl.
BOS
Logan Intl.
$142 Roundtrip, found 7 hours ago
$142
Roundtrip
found 7 hours ago
Select United flight, departing Wed, Oct 22 from O'Hare Intl. to Logan Intl., returning Sat, Oct 25, priced at $142 found 7 hours ago
Tue, Aug 5 - Tue, Aug 12
ORD
O'Hare Intl.
BOS
Logan Intl.
$144 Roundtrip, found 1 day ago
$144
Roundtrip
found 1 day ago
Select United flight, departing Tue, Aug 5 from O'Hare Intl. to Logan Intl., returning Tue, Aug 12, priced at $144 found 1 day ago
Sat, Aug 30 - Tue, Sep 2
ORD
O'Hare Intl.
BOS
Logan Intl.
$145 Roundtrip, found 2 hours ago
$145
Roundtrip
found 2 hours ago
Select United flight, departing Sat, Aug 30 from O'Hare Intl. to Logan Intl., returning Tue, Sep 2, priced at $145 found 2 hours ago
Tue, Nov 11 - Fri, Nov 14
ORD
O'Hare Intl.
BOS
Logan Intl.
$148 Roundtrip, found 1 day ago
$148
Roundtrip
found 1 day ago
Select United flight, departing Tue, Nov 11 from O'Hare Intl. to Logan Intl., returning Fri, Nov 14, priced at $148 found 1 day ago
Wed, Oct 22 - Sat, Oct 25
ORD
O'Hare Intl.
BOS
Logan Intl.
$149 Roundtrip, found 7 hours ago
$149
Roundtrip
found 7 hours ago
Select United flight, departing Wed, Oct 22 from O'Hare Intl. to Logan Intl., returning Sat, Oct 25, priced at $149 found 7 hours ago
Mon, Sep 29 - Sat, Oct 4
ORD
O'Hare Intl.
BOS
Logan Intl.
$150 Roundtrip, found 1 day ago
$150
Roundtrip
found 1 day ago
Select United flight, departing Mon, Sep 29 from O'Hare Intl. to Logan Intl., returning Sat, Oct 4, priced at $150 found 1 day ago
Wed, Oct 22 - Sat, Oct 25
ORD
O'Hare Intl.
BOS
Logan Intl.
$151 Roundtrip, found 7 hours ago
$151
Roundtrip
found 7 hours ago
Select United flight, departing Wed, Oct 22 from O'Hare Intl. to Logan Intl., returning Sat, Oct 25, priced at $151 found 7 hours ago
Tue, Aug 26 - Sat, Aug 30
ORD
O'Hare Intl.
BOS
Logan Intl.
$153 Roundtrip, found 16 hours ago
$153
Roundtrip
found 16 hours ago
Select United flight, departing Tue, Aug 26 from O'Hare Intl. to Logan Intl., returning Sat, Aug 30, priced at $153 found 16 hours ago
Tue, Sep 2 - Fri, Sep 5
ORD
O'Hare Intl.
BOS
Logan Intl.
$155 Roundtrip, found 4 hours ago
$155
Roundtrip
found 4 hours ago
Select United flight, departing Tue, Sep 2 from O'Hare Intl. to Logan Intl., returning Fri, Sep 5, priced at $155 found 4 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.