United Flight AA399 Deals & Information (2025/2026)

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United Flight 399 Route Deals From $60

The cheapest prices found with in the last 7 days for return flights were $129 and $60 for one-way flights to Logan Intl. for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Nov 5 - Sun, Nov 23
ORD
O'Hare Intl.
BOS
Logan Intl.
$129 Roundtrip, just found
$129
Roundtrip
just found
Select United flight, departing Wed, Nov 5 from O'Hare Intl. to Logan Intl., returning Sun, Nov 23, priced at $129 just found
Mon, Oct 20 - Thu, Oct 23
ORD
O'Hare Intl.
BOS
Logan Intl.
$137 Roundtrip, found 15 hours ago
$137
Roundtrip
found 15 hours ago
Select United flight, departing Mon, Oct 20 from O'Hare Intl. to Logan Intl., returning Thu, Oct 23, priced at $137 found 15 hours ago
Wed, Nov 5 - Sun, Nov 23
ORD
O'Hare Intl.
BOS
Logan Intl.
$143 Roundtrip, just found
$143
Roundtrip
just found
Select United flight, departing Wed, Nov 5 from O'Hare Intl. to Logan Intl., returning Sun, Nov 23, priced at $143 just found
Wed, Nov 5 - Sun, Nov 23
ORD
O'Hare Intl.
BOS
Logan Intl.
$145 Roundtrip, just found
$145
Roundtrip
just found
Select United flight, departing Wed, Nov 5 from O'Hare Intl. to Logan Intl., returning Sun, Nov 23, priced at $145 just found
Sat, Dec 13 - Thu, Jan 8
ORD
O'Hare Intl.
BOS
Logan Intl.
$147 Roundtrip, found 4 days ago
$147
Roundtrip
found 4 days ago
Select United flight, departing Sat, Dec 13 from O'Hare Intl. to Logan Intl., returning Thu, Jan 8, priced at $147 found 4 days ago
Sun, Dec 14 - Mon, Dec 15
ORD
O'Hare Intl.
BOS
Logan Intl.
$154 Roundtrip, found 2 hours ago
$154
Roundtrip
found 2 hours ago
Select United flight, departing Sun, Dec 14 from O'Hare Intl. to Logan Intl., returning Mon, Dec 15, priced at $154 found 2 hours ago
Wed, Nov 5 - Sun, Nov 23
ORD
O'Hare Intl.
BOS
Logan Intl.
$159 Roundtrip, just found
$159
Roundtrip
just found
Select United flight, departing Wed, Nov 5 from O'Hare Intl. to Logan Intl., returning Sun, Nov 23, priced at $159 just found
Sun, Oct 19 - Wed, Oct 22
ORD
O'Hare Intl.
BOS
Logan Intl.
$160 Roundtrip, found 5 hours ago
$160
Roundtrip
found 5 hours ago
Select United flight, departing Sun, Oct 19 from O'Hare Intl. to Logan Intl., returning Wed, Oct 22, priced at $160 found 5 hours ago
Tue, Mar 3 - Thu, Mar 5
ORD
O'Hare Intl.
BOS
Logan Intl.
$162 Roundtrip, found 2 hours ago
$162
Roundtrip
found 2 hours ago
Select United flight, departing Tue, Mar 3 from O'Hare Intl. to Logan Intl., returning Thu, Mar 5, priced at $162 found 2 hours ago
Fri, Nov 7 - Sun, Nov 9
ORD
O'Hare Intl.
BOS
Logan Intl.
$164 Roundtrip, just found
$164
Roundtrip
just found
Select United flight, departing Fri, Nov 7 from O'Hare Intl. to Logan Intl., returning Sun, Nov 9, priced at $164 just found

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.