Flights from Chicago to Charles Town

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.

Mon, Sep 8 - Thu, Sep 11

MDW

Midway Intl.

IAD

Washington Dulles Intl.

$208 Roundtrip, found 2 days ago

$208

Roundtrip

found 2 days ago

Select Frontier Airlines flight, departing Mon, Sep 8 from Midway Intl. to Washington Dulles Intl., returning Thu, Sep 11, priced at $208 found 2 days ago

Wed, Aug 13 - Tue, Aug 19

ORD

O'Hare Intl.

IAD

Washington Dulles Intl.

$208 Roundtrip, found 5 days ago

$208

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Wed, Aug 13 from O'Hare Intl. to Washington Dulles Intl., returning Tue, Aug 19, priced at $208 found 5 days ago

Sat, Aug 16 - Sun, Aug 17

ORD

O'Hare Intl.

IAD

Washington Dulles Intl.

$218 Roundtrip, found 1 day ago

$218

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Sat, Aug 16 from O'Hare Intl. to Washington Dulles Intl., returning Sun, Aug 17, priced at $218 found 1 day ago

Thu, Aug 14 - Fri, Aug 15

ORD

O'Hare Intl.

IAD

Washington Dulles Intl.

$228 Roundtrip, found 5 days ago

$228

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Thu, Aug 14 from O'Hare Intl. to Washington Dulles Intl., returning Fri, Aug 15, priced at $228 found 5 days ago

Mon, Sep 8 - Thu, Sep 11

ORD

O'Hare Intl.

IAD

Washington Dulles Intl.

$229 Roundtrip, found 2 days ago

$229

Roundtrip

found 2 days ago

Select United flight, departing Mon, Sep 8 from O'Hare Intl. to Washington Dulles Intl., returning Thu, Sep 11, priced at $229 found 2 days ago

Tue, Aug 19 - Wed, Aug 20

ORD

O'Hare Intl.

IAD

Washington Dulles Intl.

$237 Roundtrip, found 5 days ago

$237

Roundtrip

found 5 days ago

Select Delta flight, departing Tue, Aug 19 from O'Hare Intl. to Washington Dulles Intl., returning Wed, Aug 20, priced at $237 found 5 days ago

Mon, Sep 8 - Thu, Sep 11

ORD

O'Hare Intl.

IAD

Washington Dulles Intl.

$245 Roundtrip, found 2 days ago

$245

Roundtrip

found 2 days ago

Select United flight, departing Mon, Sep 8 from O'Hare Intl. to Washington Dulles Intl., returning Thu, Sep 11, priced at $245 found 2 days ago

Mon, Sep 8 - Thu, Sep 11

ORD

O'Hare Intl.

IAD

Washington Dulles Intl.

$246 Roundtrip, found 2 days ago

$246

Roundtrip

found 2 days ago

Select United flight, departing Mon, Sep 8 from O'Hare Intl. to Washington Dulles Intl., returning Thu, Sep 11, priced at $246 found 2 days ago

Tue, Aug 19 - Mon, Aug 25

ORD

O'Hare Intl.

IAD

Washington Dulles Intl.

$253 Roundtrip, found 5 days ago

$253

Roundtrip

found 5 days ago

Select Delta flight, departing Tue, Aug 19 from O'Hare Intl. to Washington Dulles Intl., returning Mon, Aug 25, priced at $253 found 5 days ago

Mon, Sep 8 - Thu, Sep 11

ORD

O'Hare Intl.

IAD

Washington Dulles Intl.

$261 Roundtrip, found 2 days ago

$261

Roundtrip

found 2 days ago

Select United flight, departing Mon, Sep 8 from O'Hare Intl. to Washington Dulles Intl., returning Thu, Sep 11, priced at $261 found 2 days ago

Tue, Aug 19 - Fri, Aug 22

ORD

O'Hare Intl.

IAD

Washington Dulles Intl.

$277 Roundtrip, found 5 days ago

$277

Roundtrip

found 5 days ago

Select Delta flight, departing Tue, Aug 19 from O'Hare Intl. to Washington Dulles Intl., returning Fri, Aug 22, priced at $277 found 5 days ago

Sat, Aug 16 - Sun, Aug 17

ORD

O'Hare Intl.

IAD

Washington Dulles Intl.

$284 Roundtrip, found 1 day ago

$284

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Sat, Aug 16 from O'Hare Intl. to Washington Dulles Intl., returning Sun, Aug 17, priced at $284 found 1 day ago

Tue, Aug 19 - Thu, Aug 21

ORD

O'Hare Intl.

IAD

Washington Dulles Intl.

$293 Roundtrip, found 5 days ago

$293

Roundtrip

found 5 days ago

Select Delta flight, departing Tue, Aug 19 from O'Hare Intl. to Washington Dulles Intl., returning Thu, Aug 21, priced at $293 found 5 days ago

Mon, Sep 8 - Thu, Sep 11

ORD

O'Hare Intl.

IAD

Washington Dulles Intl.

$299 Roundtrip, found 2 days ago

$299

Roundtrip

found 2 days ago

Select United flight, departing Mon, Sep 8 from O'Hare Intl. to Washington Dulles Intl., returning Thu, Sep 11, priced at $299 found 2 days ago

Sat, Aug 16 - Sun, Aug 17

ORD

O'Hare Intl.

IAD

Washington Dulles Intl.

$302 Roundtrip, found 1 day ago

$302

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Sat, Aug 16 from O'Hare Intl. to Washington Dulles Intl., returning Sun, Aug 17, priced at $302 found 1 day ago

Sat, Aug 16 - Sun, Aug 17

ORD

O'Hare Intl.

IAD

Washington Dulles Intl.

$312 Roundtrip, found 1 day ago

$312

Roundtrip

found 1 day ago

Select United flight, departing Sat, Aug 16 from O'Hare Intl. to Washington Dulles Intl., returning Sun, Aug 17, priced at $312 found 1 day ago

Mon, Sep 8 - Thu, Sep 11

ORD

O'Hare Intl.

IAD

Washington Dulles Intl.

$315 Roundtrip, found 2 days ago

$315

Roundtrip

found 2 days ago

Select United flight, departing Mon, Sep 8 from O'Hare Intl. to Washington Dulles Intl., returning Thu, Sep 11, priced at $315 found 2 days ago

Mon, Sep 8 - Thu, Sep 11

ORD

O'Hare Intl.

IAD

Washington Dulles Intl.

$316 Roundtrip, found 2 days ago

$316

Roundtrip

found 2 days ago

Select United flight, departing Mon, Sep 8 from O'Hare Intl. to Washington Dulles Intl., returning Thu, Sep 11, priced at $316 found 2 days ago

Mon, Sep 8 - Thu, Sep 11

MDW

Midway Intl.

IAD

Washington Dulles Intl.

$317 Roundtrip, found 2 days ago

$317

Roundtrip

found 2 days ago

Select Delta flight, departing Mon, Sep 8 from Midway Intl. to Washington Dulles Intl., returning Thu, Sep 11, priced at $317 found 2 days ago

Sat, Aug 16 - Sun, Aug 17

ORD

O'Hare Intl.

IAD

Washington Dulles Intl.

$321 Roundtrip, found 1 day ago

$321

Roundtrip

found 1 day ago

Select American Airlines flight, departing Sat, Aug 16 from O'Hare Intl. to Washington Dulles Intl., returning Sun, Aug 17, priced at $321 found 1 day ago