R1 590+ Cheap flights from Chesapeake

This is the cheapest return flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/1. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
RIC — JNB
Jan 1 — Jan 81
1 adult
1 adult, Economy, 0 bags

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Cheapest flights from Chesapeake
Explore the most affordable flight options available from Chesapeake. Find the lowest fares based on data from user searches, with prices last updated on 2 December 2025.

Wed 28/117:32ORF - CPT
2 stops35h 38mAmerican Airlines
Sun 1/220:35CPT - ORF
2 stops29h 01mAmerican Airlines
Deal found 1/12R22 719
Fri 23/19:09ORF - JNB
2 stops42h 16mAmerican Airlines
Tue 27/119:35JNB - ORF
2 stops27h 57mAmerican Airlines
Deal found 29/11R23 147
Thu 9/45:44ORF - JNB
2 stops27h 36mQatar Airways
Mon 13/420:40JNB - ORF
2 stops32h 35mQatar Airways
Deal found 30/11R24 343
Thu 22/117:32ORF - CPT
2 stops31h 33mAmerican Airlines
Mon 26/120:35CPT - ORF
2 stops27h 08mAmerican Airlines
Deal found 29/11R24 429
Mon 5/16:20ORF - CPT
1 stop26h 50mUnited Airlines
Mon 19/120:50CPT - ORF
2 stops31h 42mUnited Airlines
Deal found 29/11R24 719
Thu 22/110:15ORF - CPT
1 stop26h 00mVirgin Atlantic
Mon 26/121:30CPT - ORF
1 stop26h 35mVirgin Atlantic
Deal found 29/11R25 506
Fri 23/110:15ORF - JNB
1 stop25h 45mVirgin Atlantic
Tue 27/121:55JNB - ORF
1 stop26h 10mVirgin Atlantic
Deal found 29/11R25 506
Thu 22/16:13ORF - CPT
1 stop26h 57mUnited Airlines
Mon 26/120:50CPT - ORF
2 stops24h 42mUnited Airlines
Deal found 29/11R25 574
Fri 23/110:05ORF - JNB
2 stops25h 30mUnited Airlines
Tue 27/122:00JNB - ORF
1 stop20h 44mUnited Airlines
Deal found 29/11R25 574
Wed 28/17:01ORF - CPT
3 stops47h 34mKenya Airways
Sun 1/214:25CPT - ORF
3 stops33h 54mKenya Airways
Deal found 1/12R27 796
Thu 9/417:21ORF - JNB
1 stop19h 09mUnited Airlines
Mon 13/419:00JNB - ORF
2 stops34h 38mUnited Airlines
Deal found 30/11R28 138
Mon 5/115:04ORF - CPT
1 stop21h 11mVirgin Atlantic
Mon 19/121:30CPT - ORF
1 stop26h 35mVirgin Atlantic
Deal found 29/11R28 925

Find flights from Chesapeake within your budget

 
Find flights departing from Chesapeake that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on 2 December 2025. In the last 7 days, Cheapflights users made a total of 594 507 searches

Fly to

OR Tambo

Route

Depart

Return

Price

NorfolkCape Town

ORF - CPT

ORFCPT

Norfolk

Wed 28/1

17:32-12:10

2 stops35h 38m

Cape Town Intl

Sun 1/2

20:35-18:36

2 stops29h 01m

R22 719

NorfolkJohannesburg

ORF - JNB

ORFJNB

Norfolk

Fri 23/1

9:09-10:25

2 stops42h 16m

Johannesburg OR Tambo

Tue 27/1

19:35-16:32

2 stops27h 57m

R23 147

NorfolkJohannesburg

ORF - JNB

ORFJNB

Norfolk

Wed 21/1

17:32-7:35

2 stops31h 03m

Johannesburg OR Tambo

Sun 25/1

22:00-18:46

2 stops27h 46m

R23 147

NorfolkJohannesburg

ORF - JNB

ORFJNB

Norfolk

Thu 9/4

5:44-15:20

2 stops27h 36m

Johannesburg OR Tambo

Mon 13/4

20:40-23:15

2 stops32h 35m

R24 343

NorfolkCape Town

ORF - CPT

ORFCPT

Norfolk

Thu 22/1

17:32-8:05

2 stops31h 33m

Cape Town Intl

Mon 26/1

22:10-16:43

2 stops25h 33m

R24 429

NorfolkCape Town

ORF - CPT

ORFCPT

Norfolk

Thu 15/1

6:13-16:10

1 stop26h 57m

Cape Town Intl

Thu 22/1

20:50-14:25

2 stops24h 35m

R24 719

NorfolkCape Town

ORF - CPT

ORFCPT

Norfolk

Mon 5/1

6:30-16:10

2 stops26h 40m

Cape Town Intl

Mon 19/1

20:50-14:27

2 stops24h 37m

R24 719

NorfolkCape Town

ORF - CPT

ORFCPT

Norfolk

Wed 28/1

18:10-19:15

1 stop18h 05m

Cape Town Intl

Sun 1/2

21:30-17:06

1 stop26h 36m

R25 506

NorfolkCape Town

ORF - CPT

ORFCPT

Norfolk

Thu 22/1

10:15-19:15

1 stop26h 00m

Cape Town Intl

Mon 26/1

21:30-17:05

1 stop26h 35m

R25 506

NorfolkJohannesburg

ORF - JNB

ORFJNB

Norfolk

Fri 23/1

10:15-19:00

1 stop25h 45m

Johannesburg OR Tambo

Tue 27/1

21:55-17:05

1 stop26h 10m

R25 506

Flights are sorted by cheapest return flights first.

Deals found on 30/11

Showing 1-10 of 22 results
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Best time to book a flight from Chesapeake

Have a flexible travel schedule? Discover the best time to fly from Chesapeake with our price prediction graph.
Estimated return price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Chesapeake

Get recent, data-driven insights about flights from Chesapeake including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Chesapeake?

Currently, May is the cheapest month in which you can book a flight from Chesapeake (average of R17 727). Flying from Chesapeake in July will prove the most costly (average of R28 412). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

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Direct flights from Virginia

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Related info for your journey

Access useful and relevant information related to your journey from Chesapeake. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated 2 December 2025.

  • What is the cheapest airport to fly out of Chesapeake?

    Johannesburg OR Tambo airport offers the cheapest routes to Amsterdam from R1 026. Johannesburg Lanseria airport is a great option if you're flying to Cape Town from R1 043. Our top recommendation is to be generally flexible with your dates of travel for the best rates.

  • What is the cheapest month to fly from Chesapeake?

    May is currently the cheapest month to fly from Chesapeake. At this moment in time July is the most expensive month. These prices are determined by multiple factors and booking in advance can help keep costs down if your schedule is not as flexible.

  • Where are the cheapest places to fly to from Chesapeake?

    Check out the cheapest flights from Chesapeake to embark to:
    Travel from Johannesburg to Durban from R1 026 round trip
    Travel from Durban to Johannesburg from R1 128 round trip
    Travel from Johannesburg to Port Elizabeth from R1 299 round trip
    Travel from Johannesburg to George from R1 436 round trip
    Travel from Johannesburg to Cape Town from R1 504 round trip

  • How does Cheapflights help users find flights from Chesapeake?

    Cheapflights makes it easy to find flights from Chesapeake by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

  • Why should you use Cheapflights to find cheap flight tickets from Chesapeake?

    It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Chesapeake.

  • Can Cheapflights find flights from Chesapeake with no change fees?

    Yes, we can. To see specific flights from Chesapeake with no change fees, users can toggle flexible booking options after using the search form above to find flights.

  • Can Cheapflights notify me if prices for flights from Chesapeake become cheaper?

    Not ready to book yet? You can track prices for flights from Chesapeake on Cheapflights with our Price Alerts feature and get notified when better prices are available.

See more FAQs

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How does Cheapflights help users find flights from Chesapeake?

Cheapflights makes it easy to find flights from Chesapeake by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

Why should you use Cheapflights to find cheap flight tickets from Chesapeake?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Chesapeake.

Can Cheapflights find flights from Chesapeake with no change fees?

Yes, we can. To see specific flights from Chesapeake with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Chesapeake become cheaper?

Not ready to book yet? You can track prices for flights from Chesapeake on Cheapflights with our Price Alerts feature and get notified when better prices are available.

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