American Airlines Flight 4423 Deals & Information (2025/2026)

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American Airlines Flight 4423 Route Deals From $121

The cheapest prices found with in the last 7 days for return flights were $137 and $121 for one-way flights to Portland Intl. Jetport for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Aug 20 - Wed, Aug 27
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$137 Roundtrip, found 6 hours ago
$137
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Wed, Aug 20 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Wed, Aug 27, priced at $137 found 6 hours ago
Sat, Aug 16 - Wed, Aug 20
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$163 Roundtrip, found 5 hours ago
$163
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Sat, Aug 16 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Wed, Aug 20, priced at $163 found 5 hours ago
Wed, Aug 20 - Wed, Aug 27
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$191 Roundtrip, found 6 hours ago
$191
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Wed, Aug 20 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Wed, Aug 27, priced at $191 found 6 hours ago
Sat, Aug 9 - Fri, Aug 15
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$193 Roundtrip, found 1 day ago
$193
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Aug 9 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Fri, Aug 15, priced at $193 found 1 day ago
Wed, Aug 20 - Wed, Aug 27
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$197 Roundtrip, found 6 hours ago
$197
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Wed, Aug 20 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Wed, Aug 27, priced at $197 found 6 hours ago
Sat, Aug 16 - Wed, Aug 20
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$198 Roundtrip, found 5 hours ago
$198
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Sat, Aug 16 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Wed, Aug 20, priced at $198 found 5 hours ago
Wed, Aug 20 - Wed, Aug 27
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$201 Roundtrip, found 6 hours ago
$201
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Wed, Aug 20 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Wed, Aug 27, priced at $201 found 6 hours ago
Wed, Aug 20 - Wed, Aug 27
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$211 Roundtrip, found 6 hours ago
$211
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Wed, Aug 20 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Wed, Aug 27, priced at $211 found 6 hours ago
Wed, Aug 27 - Tue, Sep 2
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$211 Roundtrip, found 18 hours ago
$211
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Wed, Aug 27 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Tue, Sep 2, priced at $211 found 18 hours ago
Wed, Sep 3 - Sat, Sep 6
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$217 Roundtrip, found 6 hours ago
$217
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Wed, Sep 3 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Sat, Sep 6, priced at $217 found 6 hours ago

Frequently asked questions

What route does flight number AA4423 take?
AA4423 is used on multiple routes. Most commonly, AA4423 flies direct from Hopkins Intl. Airport (CLE) to O’Hare Airport. If you have a ticket on this route, you’ll be in the air for 1 hour and 40 minutes.
What kind of plane is on flight number AA4423?
There’s a good chance you’ll be on an Embraer RJ145 if you’re flying from Cleveland Hopkins Intl. Airport to O’Hare Intl. Airport (ORD), a popular route for flight number AA4423.
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 AA4423 flight with Travelocity, please visit our Customer Service Portal.