Flights from Winston - Salem to Chicago

Cheapest flights from Winston - Salem

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.

Thu, Nov 6 - Sun, Nov 9

GSO

Piedmont Triad Intl.

ORD

O'Hare Intl.

$209 Roundtrip, found 2 days ago

$209

Roundtrip

found 2 days ago

Select American Airlines flight, departing Thu, Nov 6 from Piedmont Triad Intl. to O'Hare Intl., returning Sun, Nov 9, priced at $209 found 2 days ago

Thu, Nov 6 - Sun, Nov 9

GSO

Piedmont Triad Intl.

ORD

O'Hare Intl.

$209 Roundtrip, found 2 days ago

$209

Roundtrip

found 2 days ago

Select United flight, departing Thu, Nov 6 from Piedmont Triad Intl. to O'Hare Intl., returning Sun, Nov 9, priced at $209 found 2 days ago

Wed, Nov 5 - Sat, Nov 8

GSO

Piedmont Triad Intl.

MDW

Midway Intl.

$219 Roundtrip, found 2 days ago

$219

Roundtrip

found 2 days ago

Select Delta flight, departing Wed, Nov 5 from Piedmont Triad Intl. to Midway Intl., returning Sat, Nov 8, priced at $219 found 2 days ago

Wed, Nov 5 - Mon, Nov 10

GSO

Piedmont Triad Intl.

MDW

Midway Intl.

$224 Roundtrip, found 2 days ago

$224

Roundtrip

found 2 days ago

Select Delta flight, departing Wed, Nov 5 from Piedmont Triad Intl. to Midway Intl., returning Mon, Nov 10, priced at $224 found 2 days ago

Thu, Nov 6 - Sun, Nov 9

GSO

Piedmont Triad Intl.

ORD

O'Hare Intl.

$242 Roundtrip, found 2 days ago

$242

Roundtrip

found 2 days ago

Select United flight, departing Thu, Nov 6 from Piedmont Triad Intl. to O'Hare Intl., returning Sun, Nov 9, priced at $242 found 2 days ago

Thu, Nov 6 - Sun, Nov 9

GSO

Piedmont Triad Intl.

ORD

O'Hare Intl.

$245 Roundtrip, found 2 days ago

$245

Roundtrip

found 2 days ago

Select American Airlines flight, departing Thu, Nov 6 from Piedmont Triad Intl. to O'Hare Intl., returning Sun, Nov 9, priced at $245 found 2 days ago

Thu, Nov 6 - Sun, Nov 9

GSO

Piedmont Triad Intl.

ORD

O'Hare Intl.

$259 Roundtrip, found 2 days ago

$259

Roundtrip

found 2 days ago

Select American Airlines flight, departing Thu, Nov 6 from Piedmont Triad Intl. to O'Hare Intl., returning Sun, Nov 9, priced at $259 found 2 days ago

Thu, Nov 6 - Sun, Nov 9

GSO

Piedmont Triad Intl.

ORD

O'Hare Intl.

$264 Roundtrip, found 2 days ago

$264

Roundtrip

found 2 days ago

Select United flight, departing Thu, Nov 6 from Piedmont Triad Intl. to O'Hare Intl., returning Sun, Nov 9, priced at $264 found 2 days ago

Thu, Nov 6 - Sun, Nov 9

GSO

Piedmont Triad Intl.

ORD

O'Hare Intl.

$274 Roundtrip, found 2 days ago

$274

Roundtrip

found 2 days ago

Select American Airlines flight, departing Thu, Nov 6 from Piedmont Triad Intl. to O'Hare Intl., returning Sun, Nov 9, priced at $274 found 2 days ago

Fri, Nov 7 - Sun, Nov 9

GSO

Piedmont Triad Intl.

ORD

O'Hare Intl.

$279 Roundtrip, found 2 days ago

$279

Roundtrip

found 2 days ago

Select American Airlines flight, departing Fri, Nov 7 from Piedmont Triad Intl. to O'Hare Intl., returning Sun, Nov 9, priced at $279 found 2 days ago

Thu, Nov 6 - Sun, Nov 9

GSO

Piedmont Triad Intl.

ORD

O'Hare Intl.

$281 Roundtrip, found 2 days ago

$281

Roundtrip

found 2 days ago

Select American Airlines flight, departing Thu, Nov 6 from Piedmont Triad Intl. to O'Hare Intl., returning Sun, Nov 9, priced at $281 found 2 days ago

Thu, Nov 6 - Sun, Nov 9

GSO

Piedmont Triad Intl.

ORD

O'Hare Intl.

$292 Roundtrip, found 2 days ago

$292

Roundtrip

found 2 days ago

Select American Airlines flight, departing Thu, Nov 6 from Piedmont Triad Intl. to O'Hare Intl., returning Sun, Nov 9, priced at $292 found 2 days ago

Thu, Nov 6 - Sun, Nov 9

GSO

Piedmont Triad Intl.

ORD

O'Hare Intl.

$294 Roundtrip, found 2 days ago

$294

Roundtrip

found 2 days ago

Select United flight, departing Thu, Nov 6 from Piedmont Triad Intl. to O'Hare Intl., returning Sun, Nov 9, priced at $294 found 2 days ago

Thu, Nov 6 - Sun, Nov 9

GSO

Piedmont Triad Intl.

ORD

O'Hare Intl.

$295 Roundtrip, found 2 days ago

$295

Roundtrip

found 2 days ago

Select American Airlines flight, departing Thu, Nov 6 from Piedmont Triad Intl. to O'Hare Intl., returning Sun, Nov 9, priced at $295 found 2 days ago

Thu, Nov 6 - Sun, Nov 9

GSO

Piedmont Triad Intl.

ORD

O'Hare Intl.

$308 Roundtrip, found 2 days ago

$308

Roundtrip

found 2 days ago

Select American Airlines flight, departing Thu, Nov 6 from Piedmont Triad Intl. to O'Hare Intl., returning Sun, Nov 9, priced at $308 found 2 days ago

Thu, Nov 6 - Sun, Nov 9

GSO

Piedmont Triad Intl.

ORD

O'Hare Intl.

$310 Roundtrip, found 2 days ago

$310

Roundtrip

found 2 days ago

Select American Airlines flight, departing Thu, Nov 6 from Piedmont Triad Intl. to O'Hare Intl., returning Sun, Nov 9, priced at $310 found 2 days ago

Thu, Nov 6 - Sun, Nov 9

GSO

Piedmont Triad Intl.

ORD

O'Hare Intl.

$312 Roundtrip, found 2 days ago

$312

Roundtrip

found 2 days ago

Select United flight, departing Thu, Nov 6 from Piedmont Triad Intl. to O'Hare Intl., returning Sun, Nov 9, priced at $312 found 2 days ago

Thu, Nov 6 - Sun, Nov 9

GSO

Piedmont Triad Intl.

ORD

O'Hare Intl.

$315 Roundtrip, found 2 days ago

$315

Roundtrip

found 2 days ago

Select American Airlines flight, departing Thu, Nov 6 from Piedmont Triad Intl. to O'Hare Intl., returning Sun, Nov 9, priced at $315 found 2 days ago

Thu, Nov 6 - Sun, Nov 9

GSO

Piedmont Triad Intl.

ORD

O'Hare Intl.

$324 Roundtrip, found 2 days ago

$324

Roundtrip

found 2 days ago

Select American Airlines flight, departing Thu, Nov 6 from Piedmont Triad Intl. to O'Hare Intl., returning Sun, Nov 9, priced at $324 found 2 days ago

Thu, Nov 6 - Sun, Nov 9

GSO

Piedmont Triad Intl.

ORD

O'Hare Intl.

$326 Roundtrip, found 2 days ago

$326

Roundtrip

found 2 days ago

Select United flight, departing Thu, Nov 6 from Piedmont Triad Intl. to O'Hare Intl., returning Sun, Nov 9, priced at $326 found 2 days ago