$34 Cheap flight deals from Chicago (CHI) to Pinehurst (CLT)

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This Weekend's Flight Deals from Chicago to Pinehurst

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Oct 31 - Wed, Nov 5
ORD
O'Hare Intl.
CLT
Charlotte-Douglas Intl.
$126 Roundtrip, found 1 hour ago
$126
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Fri, Oct 31 from O'Hare Intl. to Charlotte-Douglas Intl., returning Wed, Nov 5, priced at $126 found 1 hour ago
Fri, Oct 31 - Mon, Nov 3
ORD
O'Hare Intl.
RDU
Raleigh - Durham Intl.
$136 Roundtrip, found 5 hours ago
$136
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Fri, Oct 31 from O'Hare Intl. to Raleigh - Durham Intl., returning Mon, Nov 3, priced at $136 found 5 hours ago
Sat, Nov 1 - Thu, Nov 20
MDW
Midway Intl.
CLT
Charlotte-Douglas Intl.
$156 Roundtrip, found 6 days ago
$156
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sat, Nov 1 from Midway Intl. to Charlotte-Douglas Intl., returning Thu, Nov 20, priced at $156 found 6 days ago
Sun, Nov 2 - Tue, Nov 18
MDW
Midway Intl.
RDU
Raleigh - Durham Intl.
$168 Roundtrip, found 4 days ago
$168
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sun, Nov 2 from Midway Intl. to Raleigh - Durham Intl., returning Tue, Nov 18, priced at $168 found 4 days ago

Airfares from $34 One Way, $70 Round Trip from Chicago to Pinehurst

Prices starting at $70 for return flights and $34 for one-way flights to Pinehurst were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Oct 31 - Sun, Dec 7
ORD
Chicago
RDU
Raleigh
$70 Roundtrip, found 21 hours ago
$70
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Fri, Oct 31 from Chicago to Raleigh, returning Sun, Dec 7, priced at $70 found 21 hours ago
Wed, Dec 10 - Sat, Dec 13
ORD
Chicago
CLT
Charlotte
$101 Roundtrip, found 1 day ago
$101
Roundtrip
found 1 day ago
Select United flight, departing Wed, Dec 10 from Chicago to Charlotte, returning Sat, Dec 13, priced at $101 found 1 day ago
Sat, Nov 1 - Thu, Nov 6
ORD
Chicago
CLT
Charlotte
$109 Roundtrip, found 22 hours ago
$109
Roundtrip
found 22 hours ago
Select Spirit Airlines flight, departing Sat, Nov 1 from Chicago to Charlotte, returning Thu, Nov 6, priced at $109 found 22 hours ago
Tue, Dec 9 - Wed, Dec 10
MDW
Chicago
CLT
Charlotte
$136 Roundtrip, found 3 days ago
$136
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Tue, Dec 9 from Chicago to Charlotte, returning Wed, Dec 10, priced at $136 found 3 days ago
Sat, Jan 17 - Tue, Jan 20
RFD
Rockford
RDU
Raleigh
$139 Roundtrip, found 6 days ago
$139
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Jan 17 from Rockford to Raleigh, returning Tue, Jan 20, priced at $139 found 6 days ago

Pinehurst economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hilton Charlotte University Place
4.0-star property

Hilton Charlotte University Place

8.6/10 Excellent! (1,127 reviews)

Nov 26 - Nov 29

3 night stay

Chicago (CHI) to Charlotte (CLT)

Frontier Airlines • Roundtrip • Coach
Price was $612, price is now $470 per person
$470
per person
found 1 day ago
Great place to stay convenient to uptown.

Reviewed on Oct 14, 2025

The Westin Charlotte
4.0-star property

The Westin Charlotte

9/10 Wonderful! (1,012 reviews)

Nov 26 - Nov 29

3 night stay

Chicago (CHI) to Charlotte (CLT)

Frontier Airlines • Roundtrip • Coach
Price was $736, price is now $567 per person
$567
per person
found 1 day ago
The staff was great and the food at the restaurant was tasty! The room was good. We traveled with our almost 7 year old and the only bummer she noted was that there wasn't a pool. :)

Reviewed on Aug 18, 2025

Charlotte Marriott City Center
4.0-star property

Charlotte Marriott City Center

8.8/10 Excellent! (1,011 reviews)

Nov 26 - Nov 29

3 night stay

Chicago (CHI) to Charlotte (CLT)

Frontier Airlines • Roundtrip • Coach
Price was $713, price is now $551 per person
$551
per person
found 1 day ago
The staff were very accomodating! I was about to check in super early and check out late! The hotel was very nice, clean and

Reviewed on Apr 14, 2025

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More About Flying To Pinehurst from Chicago

Route Information for Flights from Chicago to Pinehurst

Origin Airport IATA Code
CHI
Destination Airport IATA Code
CLT
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Chicago to Pinehurst

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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.