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Chester

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Chester Flights as Low as $82

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Breeze Airways
Wed, Jul 9 - Sun, Jul 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$82 Roundtrip, found 5 days ago
$82
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Wed, Jul 9 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Jul 13, priced at $82 found 5 days ago
Breeze Airways
Sat, Jun 14 - Tue, Jul 1
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$85 Roundtrip, found 4 days ago
$85
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Sat, Jun 14 from Orlando Intl. to Tweed - New Haven Regional, returning Tue, Jul 1, priced at $85 found 4 days ago
Breeze Airways
Wed, Jul 9 - Sun, Jul 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$87 Roundtrip, found 5 days ago
$87
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Wed, Jul 9 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Jul 13, priced at $87 found 5 days ago
Breeze Airways
Sat, Jun 14 - Tue, Jul 1
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$89 Roundtrip, found 4 days ago
$89
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Sat, Jun 14 from Orlando Intl. to Tweed - New Haven Regional, returning Tue, Jul 1, priced at $89 found 4 days ago
Breeze Airways
Sat, Jun 14 - Tue, Jul 1
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$90 Roundtrip, found 4 days ago
$90
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Sat, Jun 14 from Orlando Intl. to Tweed - New Haven Regional, returning Tue, Jul 1, priced at $90 found 4 days ago
Breeze Airways
Wed, Jul 9 - Sun, Jul 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$92 Roundtrip, found 5 days ago
$92
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Wed, Jul 9 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Jul 13, priced at $92 found 5 days ago
Breeze Airways
Sat, Jun 14 - Tue, Jul 1
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$95 Roundtrip, found 4 days ago
$95
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Sat, Jun 14 from Orlando Intl. to Tweed - New Haven Regional, returning Tue, Jul 1, priced at $95 found 4 days ago
Breeze Airways
Sat, Jun 14 - Tue, Jul 1
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$99 Roundtrip, found 4 days ago
$99
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Sat, Jun 14 from Orlando Intl. to Tweed - New Haven Regional, returning Tue, Jul 1, priced at $99 found 4 days ago
Breeze Airways
Wed, Aug 13 - Sat, Aug 16
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$111 Roundtrip, found 2 hours ago
$111
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Wed, Aug 13 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 16, priced at $111 found 2 hours ago
Breeze Airways
Thu, Jul 10 - Sun, Jul 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$115 Roundtrip, found 4 hours ago
$115
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Thu, Jul 10 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Jul 13, priced at $115 found 4 hours ago
Breeze Airways
Wed, Aug 13 - Sat, Aug 16
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$116 Roundtrip, found 2 hours ago
$116
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Wed, Aug 13 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 16, priced at $116 found 2 hours ago
Breeze Airways
Sat, Jun 14 - Tue, Jul 1
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$118 Roundtrip, found 1 day ago
$118
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Jun 14 from Orlando Intl. to Tweed - New Haven Regional, returning Tue, Jul 1, priced at $118 found 1 day ago
Breeze Airways
Thu, Jul 10 - Sun, Jul 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$120 Roundtrip, found 4 hours ago
$120
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Thu, Jul 10 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Jul 13, priced at $120 found 4 hours ago
Breeze Airways
Wed, Aug 13 - Sat, Aug 16
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$121 Roundtrip, found 2 hours ago
$121
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Wed, Aug 13 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 16, priced at $121 found 2 hours ago
Breeze Airways
Sat, Jun 14 - Tue, Jul 1
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$122 Roundtrip, found 1 day ago
$122
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Jun 14 from Orlando Intl. to Tweed - New Haven Regional, returning Tue, Jul 1, priced at $122 found 1 day ago
Avelo Airlines
Wed, Jul 9 - Sun, Jul 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$131 Roundtrip, found 5 days ago
$131
Roundtrip
found 5 days ago
Select Avelo Airlines flight, departing Wed, Jul 9 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Jul 13, priced at $131 found 5 days ago
Chester Flight Information
Destination airport
Tweed - New Haven Regional
Destination airport IATA code
HVN
Roundtrip price
$81

Last Minute Hotel Deals in Chester

Hyatt Place Uncasville - Casino Area
Hyatt Place Uncasville - Casino Area
3 out of 5
2049 Norwich, New London Turnpike, Montville, CT
Stay at this 3-star business-friendly hotel in Montville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (2,417 reviews)
"Great alternative to staying at Mohegan"

Reviewed on Jun 1, 2025

Get rates
Hyatt Place Uncasville - Casino Area
Mohegan Sun
Mohegan Sun
4.5 out of 5
1 Mohegan Sun Boulevard, Montville, CT
Stay at this 4.5-star luxury resort in Montville. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (1,893 reviews)
"Enjoyed dinner, spa, comedy show and room!"

Reviewed on Jun 6, 2025

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Mohegan Sun
Clarion Inn
Clarion Inn
3 out of 5
201 Washington Avenue, North Haven, CT
Book a stay at this business-friendly hotel in North Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.4/10 Good! (1,002 reviews)
"Good"

Reviewed on Jun 5, 2025

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Clarion Inn
Microtel Inn & Suites by Wyndham Uncasville Casino Area
Microtel Inn & Suites by Wyndham Uncasville Casino Area
2.5 out of 5
1954 Norwich New London Tpke, Route 32, Montville, CT
Book a stay at this business-friendly hotel in Montville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,688 reviews)
"Microtel is a solid choice for the Mohegan area. Quite a bit cheaper than other hotels. Smaller rooms but adequate for what it’s worth. Good breakfast, friendly staff, clean rooms."

Reviewed on Jun 7, 2025

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Microtel Inn & Suites by Wyndham Uncasville Casino Area
Pier Blue Inn Old Saybrook - Essex
Pier Blue Inn Old Saybrook - Essex
2 out of 5
1430 Boston Post Rd, Old Saybrook, CT
Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.6/10 Good! (966 reviews)
"The quiet, the cleanliness, the comfort, and staff friendliness."

Reviewed on Jun 4, 2025

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Pier Blue Inn Old Saybrook - Essex
Fairfield by Marriott Inn & Suites Uncasville Mohegan Sun Area
Fairfield by Marriott Inn & Suites Uncasville Mohegan Sun Area
3 out of 5
2255 Norwich-New London Turnpike, Montville, CT
Stay at this 3-star business-friendly hotel in Montville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (1,004 reviews)
"Very nice room, very clean accommodations."

Reviewed on Jun 2, 2025

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Fairfield by Marriott Inn & Suites Uncasville Mohegan Sun Area
Holiday Inn Norwich by IHG
Holiday Inn Norwich by IHG
3 out of 5
10 Laura Blvd, Norwich, CT
Stay at this 3-star business-friendly hotel in Norwich. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
7.4/10 Good! (1,003 reviews)
"Great place. Very clean. Amneties wete fantastic!"

Reviewed on Jun 4, 2025

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Holiday Inn Norwich by IHG
Motel 6 New Haven - Branford, CT
Motel 6 New Haven - Branford, CT
2 out of 5
320 E Main St, Branford, CT
Stay at this motel in Branford. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
6.8/10 (1,002 reviews)
"N/A"

Reviewed on May 31, 2025

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Motel 6 New Haven - Branford, CT
See all 1,056 properties in Chester
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.