$39+ Cheap flights from Chesapeake, VA to Connecticut
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/2. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — BDL
Apr 7 — Apr 141
1 adult, Economy
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1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chesapeake to Connecticut
Keep the following information in mind while searching for Chesapeake to Connecticut flight deals. Data was last updated April 2, 2025.
Round-trip from | $78 (Breeze Airways) |
|---|---|
One-way from | $39 (Breeze Airways) |
Find flight deals from Chesapeake to Connecticut
Cheapest flights from Chesapeake to ConnecticutExplore the most affordable flight options available from Chesapeake to Connecticut. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 2, 2025.
Explore the most affordable flight options available from Chesapeake to Connecticut. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 2, 2025.
This Breeze Airways deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/29:50 pmORF - PVD
Nonstop1h 26mBreeze Airways
Sun 5/48:00 amPVD - ORF
Nonstop1h 33mBreeze Airways
Deal found 3/31![Breeze Airways logo]()
$78
This Priceline deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/154:01 pmORF - HVN
Nonstop1h 20mBreeze Airways
Thu 5/228:00 amHVN - ORF
Nonstop1h 30mBreeze Airways
Deal found 4/1![Breeze Airways logo]()
$82
This Breeze Airways deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/289:14 pmORF - BDL
Nonstop1h 26mBreeze Airways
Thu 5/17:30 amBDL - ORF
Nonstop1h 34mBreeze Airways
Deal found 4/1![Breeze Airways logo]()
$98
This Frontier deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/153:31 pmORF - EWR
1 stop5h 29mFrontier
Wed 4/1610:00 pmEWR - ORF
1 stop11h 18mFrontier
Deal found 4/1![Frontier logo]()
$160
This United Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/136:10 amORF - EWR
Nonstop1h 38mUnited Airlines
Tue 5/2010:29 pmEWR - ORF
Nonstop1h 29mUnited Airlines
Deal found 3/31![United Airlines logo]()
$163
This American Airlines deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/295:03 pmORF - LGA
Nonstop1h 26mAmerican Airlines
Tue 5/68:59 amLGA - ORF
Nonstop1h 29mAmerican Airlines
Deal found 4/1![American Airlines logo]()
$171
This American Airlines deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/295:33 amORF - JFK
Nonstop1h 27mAmerican Airlines
Tue 5/610:00 pmJFK - ORF
Nonstop1h 36mAmerican Airlines
Deal found 4/1![American Airlines logo]()
$171
This Mytrip deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/712:13 pmORF - LGA
2 stops19h 22mSpirit Airlines
Tue 5/134:05 pmLGA - ORF
Nonstop1h 21mSpirit Airlines
Deal found 4/1![Spirit Airlines logo]()
$173
This Booking.com deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/14:48 pmORF - LGA
1 stop6h 15mMultiple Airlines
Fri 5/29:55 amLGA - ORF
1 stop9h 45mMultiple Airlines
Deal found 4/1![Multiple Airlines logo]()
$177
This Frontier deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/315:12 pmORF - LGA
1 stop5h 13mFrontier
Mon 6/26:30 amLGA - ORF
1 stop9h 46mFrontier
Deal found 4/1![Frontier logo]()
$180
This Frontier deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/315:12 pmORF - JFK
1 stop7h 22mFrontier
Mon 6/26:15 amJFK - ORF
1 stop10h 01mFrontier
Deal found 4/1![Frontier logo]()
$180
This Delta deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/35:51 pmORF - EWR
1 stop5h 12mDelta
Tue 5/66:59 amEWR - ORF
1 stop5h 20mDelta
Deal found 4/2![Delta logo]()
$183
Cheapflights Fare Finder
Customize your flight search to find flights from Chesapeake to Connecticut that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 2, 2025.
Use the filters below to find and compare flights from Chesapeake to Connecticut that are best for you.
Fly from
Chesapeake
Fly to
Connecticut
Route
Depart
Return
Price
NorfolkProvidence
ORF - PVD
ORFPVD
Norfolk
Fri 5/2
9:50 pm-11:16 pm
Nonstop1h 26m
Providence-TFGreen
Sun 5/4
8:00 am-9:33 am
Nonstop1h 33m
$78
NorfolkNew Haven
ORF - HVN
ORFHVN
Norfolk
Thu 5/15
4:01 pm-5:21 pm
Nonstop1h 20m
Tweed-New Haven
Thu 5/22
8:00 am-9:30 am
Nonstop1h 30m
$82
NorfolkHartford
ORF - BDL
ORFBDL
Norfolk
Mon 4/28
9:14 pm-10:40 pm
Nonstop1h 26m
Hartford Bradley Intl
Thu 5/1
7:30 am-9:04 am
Nonstop1h 34m
$98
NorfolkNewark
ORF - EWR
ORFEWR
Norfolk
Tue 4/15
3:31 pm-9:00 pm
1 stop5h 29m
Newark
Wed 4/16
10:00 pm-9:18 am
1 stop11h 18m
$160
NorfolkNewark
ORF - EWR
ORFEWR
Norfolk
Tue 5/13
6:10 am-7:48 am
Nonstop1h 38m
Newark
Tue 5/20
10:29 pm-11:58 pm
Nonstop1h 29m
$163
NorfolkNew York
ORF - LGA
ORFLGA
Norfolk
Tue 4/29
5:03 pm-6:29 pm
Nonstop1h 26m
New York LaGuardia
Tue 5/6
8:59 am-10:28 am
Nonstop1h 29m
$171
NorfolkNew York
ORF - JFK
ORFJFK
Norfolk
Tue 4/29
5:33 am-7:00 am
Nonstop1h 27m
New York John F Kennedy Intl
Tue 5/6
10:00 pm-11:36 pm
Nonstop1h 36m
$171
NorfolkNew York
ORF - LGA
ORFLGA
Norfolk
Wed 5/7
12:13 pm-7:35 am
2 stops19h 22m
New York LaGuardia
Tue 5/13
4:05 pm-5:26 pm
Nonstop1h 21m
$173
NorfolkNew York
ORF - JFK
ORFJFK
Norfolk
Sat 5/3
7:00 am-8:29 am
Nonstop1h 29m
New York John F Kennedy Intl
Tue 5/6
7:15 am-12:06 pm
1 stop4h 51m
$173
NorfolkNew York
ORF - LGA
ORFLGA
Norfolk
Thu 5/1
4:48 pm-11:03 pm
1 stop6h 15m
New York LaGuardia
Fri 5/2
9:55 am-7:40 pm
1 stop9h 45m
$177
Showing 1-10 of 60 results
Best time to book a flight from Chesapeake to Connecticut
Have a flexible travel schedule? Discover the best time to fly to Connecticut from Chesapeake with our price prediction graph.
Estimated round-trip 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.
Cheapflights Insights
Everything you need to know about your flight from Chesapeake to Connecticut
What is the cheapest month to book a flight from Chesapeake to Connecticut?
Currently, November is the cheapest month in which you can book a flight from Chesapeake to Connecticut (average of $287). Flying from Chesapeake to Connecticut in June is currently the most expensive (average of $357). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from C6E to CT?
Find hourly flight availability from Chesapeake to Connecticut. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 2, 2025.
When flying from Chesapeake to Connecticut, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Rainfall in Connecticut by month
Plan your trip to Connecticut by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Connecticut ranges from 3.1 - 4.1 inches per month. September is typically the wettest month, when rainfall can reach 4.1 in. February is typically the driest time to visit Connecticut when rainfall is around 3.1 in.
Temperature in Connecticut by month
Plan your trip to Connecticut by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Connecticut, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 24.8 F).
Reviews of airlines servicing Connecticut
Get insights into the airlines that provide service to Connecticut. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Connecticut. Reviews last updated April 2, 2025.
See what other customers who have flown with Breeze Airways, Southwest and Delta from Chesapeake to Connecticut have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
6.7
Entertainment
6.6
Overall
8.1
Boarding
8.3
Comfort
8.2
Crew
8.8
Reviews
1 / 11
10.0
ExcellentDena,Dec 2024
LAS - BDL
Food
6.7
Entertainment
6.6
Overall
8.1
Boarding
8.3
Comfort
8.2
Crew
8.8
Reviews
1 / 11
10.0
ExcellentDena,Dec 2024
LAS - BDL
Food
6.7
Entertainment
6.6
Overall
8.1
Boarding
8.3
Comfort
8.2
Crew
8.8
Reviews
1 / 11
10.0
ExcellentDena,Dec 2024
LAS - BDL
Food
6.7
Entertainment
6.6
Overall
8.1
Boarding
8.3
Comfort
8.2
Crew
8.8
Reviews
1 / 11
10.0
ExcellentDena,Dec 2024
LAS - BDL
Food
6.7
Entertainment
6.6
Overall
8.1
Boarding
8.3
Comfort
8.2
Crew
8.8
Reviews
1 / 11
10.0
ExcellentDena,Dec 2024
LAS - BDL
Food
6.7
Entertainment
6.6
Overall
8.1
Boarding
8.3
Comfort
8.2
Crew
8.8
Reviews
1 / 11
10.0
ExcellentDena,Dec 2024
LAS - BDL
Related info for your journey
Find useful and relevant information for your journey from Chesapeake to Connecticut. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Chesapeake to Connecticut
See prices for flight routes from nearby airports that may be better suited for you.
Top 5 airlines flying from Chesapeake to Connecticut
Discover the top 5 airlines that operate flights from Chesapeake to Connecticut. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 2, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$37 | Average$101 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$167 | Average$311 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$176 | Average$258 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$176 | Average$327 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$211 | Average$333 | FlexibilityNo cancel fee | On-time63% |