Flights from Chicago to Prince Frederick

Cheapest flights from Chicago

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Dec 31 - Mon, Jan 5

ORD

O'Hare Intl.

DCA

Ronald Reagan Washington National

$135 Roundtrip, found 9 hours ago

$135

Roundtrip

found 9 hours ago

Select United flight, departing Wed, Dec 31 from O'Hare Intl. to Ronald Reagan Washington National, returning Mon, Jan 5, priced at $135 found 9 hours ago

Wed, Dec 31 - Mon, Jan 5

ORD

O'Hare Intl.

DCA

Ronald Reagan Washington National

$147 Roundtrip, found 9 hours ago

$147

Roundtrip

found 9 hours ago

Select United flight, departing Wed, Dec 31 from O'Hare Intl. to Ronald Reagan Washington National, returning Mon, Jan 5, priced at $147 found 9 hours ago

Fri, Nov 7 - Sun, Nov 9

ORD

O'Hare Intl.

DCA

Ronald Reagan Washington National

$157 Roundtrip, found 4 hours ago

$157

Roundtrip

found 4 hours ago

Select American Airlines flight, departing Fri, Nov 7 from O'Hare Intl. to Ronald Reagan Washington National, returning Sun, Nov 9, priced at $157 found 4 hours ago

Fri, Nov 7 - Sun, Nov 9

ORD

O'Hare Intl.

DCA

Ronald Reagan Washington National

$157 Roundtrip, found 4 hours ago

$157

Roundtrip

found 4 hours ago

Select United flight, departing Fri, Nov 7 from O'Hare Intl. to Ronald Reagan Washington National, returning Sun, Nov 9, priced at $157 found 4 hours ago

Wed, Dec 31 - Mon, Jan 5

ORD

O'Hare Intl.

DCA

Ronald Reagan Washington National

$170 Roundtrip, found 9 hours ago

$170

Roundtrip

found 9 hours ago

Select United flight, departing Wed, Dec 31 from O'Hare Intl. to Ronald Reagan Washington National, returning Mon, Jan 5, priced at $170 found 9 hours ago

Wed, Dec 31 - Mon, Jan 5

ORD

O'Hare Intl.

DCA

Ronald Reagan Washington National

$182 Roundtrip, found 9 hours ago

$182

Roundtrip

found 9 hours ago

Select United flight, departing Wed, Dec 31 from O'Hare Intl. to Ronald Reagan Washington National, returning Mon, Jan 5, priced at $182 found 9 hours ago

Fri, Nov 7 - Sun, Nov 9

ORD

O'Hare Intl.

DCA

Ronald Reagan Washington National

$185 Roundtrip, found 4 hours ago

$185

Roundtrip

found 4 hours ago

Select JetBlue Airways flight, departing Fri, Nov 7 from O'Hare Intl. to Ronald Reagan Washington National, returning Sun, Nov 9, priced at $185 found 4 hours ago

Fri, Nov 7 - Sun, Nov 9

ORD

O'Hare Intl.

DCA

Ronald Reagan Washington National

$192 Roundtrip, found 4 hours ago

$192

Roundtrip

found 4 hours ago

Select United flight, departing Fri, Nov 7 from O'Hare Intl. to Ronald Reagan Washington National, returning Sun, Nov 9, priced at $192 found 4 hours ago

Tue, Nov 4 - Wed, Nov 5

ORD

O'Hare Intl.

DCA

Ronald Reagan Washington National

$193 Roundtrip, found 4 hours ago

$193

Roundtrip

found 4 hours ago

Select American Airlines flight, departing Tue, Nov 4 from O'Hare Intl. to Ronald Reagan Washington National, returning Wed, Nov 5, priced at $193 found 4 hours ago

Wed, Dec 31 - Mon, Jan 5

MDW

Midway Intl.

DCA

Ronald Reagan Washington National

$197 Roundtrip, found 1 day ago

$197

Roundtrip

found 1 day ago

Select Delta flight, departing Wed, Dec 31 from Midway Intl. to Ronald Reagan Washington National, returning Mon, Jan 5, priced at $197 found 1 day ago

Tue, Nov 4 - Thu, Nov 6

ORD

O'Hare Intl.

DCA

Ronald Reagan Washington National

$197 Roundtrip, found 4 hours ago

$197

Roundtrip

found 4 hours ago

Select Delta flight, departing Tue, Nov 4 from O'Hare Intl. to Ronald Reagan Washington National, returning Thu, Nov 6, priced at $197 found 4 hours ago

Wed, Dec 31 - Mon, Jan 5

ORD

O'Hare Intl.

DCA

Ronald Reagan Washington National

$200 Roundtrip, found 9 hours ago

$200

Roundtrip

found 9 hours ago

Select American Airlines flight, departing Wed, Dec 31 from O'Hare Intl. to Ronald Reagan Washington National, returning Mon, Jan 5, priced at $200 found 9 hours ago

Thu, Nov 6 - Mon, Nov 10

ORD

O'Hare Intl.

DCA

Ronald Reagan Washington National

$203 Roundtrip, found 4 hours ago

$203

Roundtrip

found 4 hours ago

Select JetBlue Airways flight, departing Thu, Nov 6 from O'Hare Intl. to Ronald Reagan Washington National, returning Mon, Nov 10, priced at $203 found 4 hours ago

Wed, Dec 31 - Mon, Jan 5

ORD

O'Hare Intl.

DCA

Ronald Reagan Washington National

$205 Roundtrip, found 9 hours ago

$205

Roundtrip

found 9 hours ago

Select American Airlines flight, departing Wed, Dec 31 from O'Hare Intl. to Ronald Reagan Washington National, returning Mon, Jan 5, priced at $205 found 9 hours ago

Tue, Nov 4 - Sun, Nov 9

ORD

O'Hare Intl.

DCA

Ronald Reagan Washington National

$210 Roundtrip, found 4 hours ago

$210

Roundtrip

found 4 hours ago

Select United flight, departing Tue, Nov 4 from O'Hare Intl. to Ronald Reagan Washington National, returning Sun, Nov 9, priced at $210 found 4 hours ago

Fri, Nov 7 - Sun, Nov 9

ORD

O'Hare Intl.

DCA

Ronald Reagan Washington National

$212 Roundtrip, found 4 hours ago

$212

Roundtrip

found 4 hours ago

Select United flight, departing Fri, Nov 7 from O'Hare Intl. to Ronald Reagan Washington National, returning Sun, Nov 9, priced at $212 found 4 hours ago

Wed, Dec 31 - Mon, Jan 5

ORD

O'Hare Intl.

DCA

Ronald Reagan Washington National

$217 Roundtrip, found 9 hours ago

$217

Roundtrip

found 9 hours ago

Select United flight, departing Wed, Dec 31 from O'Hare Intl. to Ronald Reagan Washington National, returning Mon, Jan 5, priced at $217 found 9 hours ago

Fri, Nov 7 - Sun, Nov 9

ORD

O'Hare Intl.

DCA

Ronald Reagan Washington National

$221 Roundtrip, found 4 hours ago

$221

Roundtrip

found 4 hours ago

Select United flight, departing Fri, Nov 7 from O'Hare Intl. to Ronald Reagan Washington National, returning Sun, Nov 9, priced at $221 found 4 hours ago

Wed, Dec 31 - Mon, Jan 5

ORD

O'Hare Intl.

DCA

Ronald Reagan Washington National

$222 Roundtrip, found 9 hours ago

$222

Roundtrip

found 9 hours ago

Select American Airlines flight, departing Wed, Dec 31 from O'Hare Intl. to Ronald Reagan Washington National, returning Mon, Jan 5, priced at $222 found 9 hours ago

Fri, Nov 7 - Sun, Nov 9

ORD

O'Hare Intl.

DCA

Ronald Reagan Washington National

$225 Roundtrip, found 4 hours ago

$225

Roundtrip

found 4 hours ago

Select JetBlue Airways flight, departing Fri, Nov 7 from O'Hare Intl. to Ronald Reagan Washington National, returning Sun, Nov 9, priced at $225 found 4 hours ago