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Chesapeake

Cheap flights from Chesapeake to anywhere

RIC — MCO
Nov 27 — Dec 41
Fri 11/27
Fri 12/4
1 adult, Economy
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Travel insights for flights from Chesapeake

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

When is the cheapest time to fly from Chesapeake?

Those who are seeking the cheapest fare on flights departing from Chesapeake would be wise to consider leaving during Wednesday at noon when prices are typically at their lowest. When considering other options, price-conscious travelers should avoid Friday mornings when fares are usually the most expensive.

Airline reviews for flights from Chesapeake

Get a feel of what it's like to fly with Breeze Airways,Southwest, andDelta from Chesapeake by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.2
Very good
324 reviews

Comfort

8.2

Food

6.7

Crew

8.8

Overall

8.2

Boarding

8.4

Entertainment

6.8

Reviews

1 / 18
10.0
Excellent

James,Oct 2026

RSW - RDU

The plane was clean and modern. The crew was excellent. The flight left early and arrived ~ 30 mintues early. As such, our bags were delayed in arriving. Food (snacks) were average.
Breeze Airways
8.2
Very good
324 reviews
Breeze Airways
8.2
Very good
324 reviews

Comfort

8.2

Food

6.7

Crew

8.8

Overall

8.2

Boarding

8.4

Entertainment

6.8

Reviews

1 / 18
10.0
Excellent

James,Oct 2026

RSW - RDU

The plane was clean and modern. The crew was excellent. The flight left early and arrived ~ 30 mintues early. As such, our bags were delayed in arriving. Food (snacks) were average.
Southwest
7.9
Good
4,217 reviews
Breeze Airways
8.2
Very good
324 reviews

Comfort

8.2

Food

6.7

Crew

8.8

Overall

8.2

Boarding

8.4

Entertainment

6.8

Reviews

1 / 18
10.0
Excellent

James,Oct 2026

RSW - RDU

The plane was clean and modern. The crew was excellent. The flight left early and arrived ~ 30 mintues early. As such, our bags were delayed in arriving. Food (snacks) were average.
Delta
7.8
Good
8,681 reviews
Breeze Airways
8.2
Very good
324 reviews

Comfort

8.2

Food

6.7

Crew

8.8

Overall

8.2

Boarding

8.4

Entertainment

6.8

Reviews

1 / 18
10.0
Excellent

James,Oct 2026

RSW - RDU

The plane was clean and modern. The crew was excellent. The flight left early and arrived ~ 30 mintues early. As such, our bags were delayed in arriving. Food (snacks) were average.
American Airlines
7.0
Good
12,201 reviews
Breeze Airways
8.2
Very good
324 reviews

Comfort

8.2

Food

6.7

Crew

8.8

Overall

8.2

Boarding

8.4

Entertainment

6.8

Reviews

1 / 18
10.0
Excellent

James,Oct 2026

RSW - RDU

The plane was clean and modern. The crew was excellent. The flight left early and arrived ~ 30 mintues early. As such, our bags were delayed in arriving. Food (snacks) were average.
Frontier
5.5
Fair
2,515 reviews
Breeze Airways
8.2
Very good
324 reviews

Comfort

8.2

Food

6.7

Crew

8.8

Overall

8.2

Boarding

8.4

Entertainment

6.8

Reviews

1 / 18
10.0
Excellent

James,Oct 2026

RSW - RDU

The plane was clean and modern. The crew was excellent. The flight left early and arrived ~ 30 mintues early. As such, our bags were delayed in arriving. Food (snacks) were average.

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Related info for your journey

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

    Bogotá El Dorado airport offers the cheapest routes to Guatemala City, from $21; whereas Cali Alfonso B. Aragon Intl airport is typically cheaper if you're flying to Panama City, from $21. It's best to make sure you are flexible on dates to find the cheapest possible flight options for your journey.

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

    Check out the cheapest flights from Chesapeake to embark to:
    Fly from Cali to Bogotá from $21 round trip
    Fly from Bogotá to Cali from $21 round trip
    Fly from Cali to Medellín from $23 round trip
    Fly from Istanbul to Ankara from $23 round trip
    Fly from Cheongju to Jeju City from $24 round trip

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