$56 Cheap flight deals from Chicago (CHI) to Plymouth (ORF)

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This Weekend's Flight Deals from Chicago to Plymouth

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.

Sun, Nov 2 - Thu, Nov 6
ORD
O'Hare Intl.
ORF
Norfolk Intl.
$215 Roundtrip, found 14 hours ago
$215
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Sun, Nov 2 from O'Hare Intl. to Norfolk Intl., returning Thu, Nov 6, priced at $215 found 14 hours ago

Airfares from $56 One Way, $121 Round Trip from Chicago to Plymouth

Prices starting at $121 for return flights and $56 for one-way flights to Plymouth were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Nov 13 - Mon, Nov 17
MDW
Chicago
ORF
Norfolk
$121 Roundtrip, found 2 hours ago
$121
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Thu, Nov 13 from Chicago to Norfolk, returning Mon, Nov 17, priced at $121 found 2 hours ago
Thu, Nov 13 - Mon, Nov 17
ORD
Chicago
ORF
Norfolk
$139 Roundtrip, found 2 hours ago
$139
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Thu, Nov 13 from Chicago to Norfolk, returning Mon, Nov 17, priced at $139 found 2 hours ago
Wed, Dec 3 - Mon, Dec 8
ORD
Chicago
ORF
Norfolk
$152 Roundtrip, found 3 days ago
$152
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Wed, Dec 3 from Chicago to Norfolk, returning Mon, Dec 8, priced at $152 found 3 days ago
Thu, Jan 22 - Sat, Jan 31
ORD
Chicago
ORF
Norfolk
$168 Roundtrip, found 6 hours ago
$168
Roundtrip
found 6 hours ago
Select Spirit Airlines flight, departing Thu, Jan 22 from Chicago to Norfolk, returning Sat, Jan 31, priced at $168 found 6 hours ago
Wed, Dec 10 - Thu, Dec 25
ORD
Chicago
ORF
Norfolk
$276 Roundtrip, found 1 day ago
$276
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Dec 10 from Chicago to Norfolk, returning Thu, Dec 25, priced at $276 found 1 day ago

Plymouth economy flight packages

Price found within the past 48 hours. Click for updated prices.
John Yancey Oceanfront Inn
2.0-star property

John Yancey Oceanfront Inn

9/10 Wonderful! (1,748 reviews)

Dec 13 - Dec 16

3 night stay

Chicago (CHI) to Norfolk (ORF)

American Airlines • Roundtrip • Coach
Price was $252, price is now $197 per person
$197
per person
found 16 hours ago
Checked in and was not told about hours of the breakfast, where it was, hours of the pool. Room was average . Bathroom vanity was too small , not enough counter space. Let empty bag from fast food on the desk and got ants right away. And i wasnt on the first floor. Sand on the floor

Reviewed on Sep 1, 2025

Beach Quarters Resort
2.5-star property

Beach Quarters Resort

8.2/10 Very Good! (1,724 reviews)

Dec 20 - Dec 23

3 night stay

Chicago (MDW) to Norfolk (ORF)

Southwest Airlines • Roundtrip • Coach
Price was $569, price is now $471 per person
$471
per person
found 13 hours ago
Loved my view, could hear waves from my room

Reviewed on Feb 16, 2025

Boardwalk Resort and Villas
3.0-star property

Boardwalk Resort and Villas

8.6/10 Excellent! (1,015 reviews)

Dec 20 - Dec 23

3 night stay

Chicago (MDW) to Norfolk (ORF)

Southwest Airlines • Roundtrip • Coach
Price was $568, price is now $471 per person
$471
per person
found 13 hours ago
The room was very nice and updated.The room was a lot smaller in person versus the pictures before booking but still nice. The hot tub was out of order when I was there so we weren't able to use it. The staff was very friendly and always greeted you throughout the stay. Also I can't comment on a beach view because we had the city view which was still nice but I would have preferred having a room with a balcony. If I would have known the city view didn't have a balcony I would have paid a couple bucks more to get it. Nice stay considering the not so good weather.

Reviewed on Oct 18, 2025

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More About Flying To Plymouth from Chicago

Route Information for Flights from Chicago to Plymouth

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

Chicago to Plymouth

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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.