$59 Cheap flight deals from Chicago (CHI) to New Britain (HFD)

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This Weekend's Flight Deals from Chicago to New Britain

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.

Fri, Jul 10 - Mon, Jul 13
ORD
O'Hare Intl.
HVN
Tweed - New Haven Regional
$179 Roundtrip, found 3 days ago
$179
Roundtrip
found 3 days ago
Select Avelo Airlines flight, departing Fri, Jul 10 from O'Hare Intl. to Tweed - New Haven Regional, returning Mon, Jul 13, priced at $179 found 3 days ago
Fri, Jul 10 - Fri, Jul 17
ORD
O'Hare Intl.
BDL
Bradley Intl.
$414 Roundtrip, found 5 hours ago
$414
Roundtrip
found 5 hours ago
Select JetBlue Airways flight, departing Fri, Jul 10 from O'Hare Intl. to Bradley Intl., returning Fri, Jul 17, priced at $414 found 5 hours ago
Fri, Jul 10 - Sat, Jul 11
MDW
Midway Intl.
BDL
Bradley Intl.
$513 Roundtrip, found 2 days ago
$513
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Fri, Jul 10 from Midway Intl. to Bradley Intl., returning Sat, Jul 11, priced at $513 found 2 days ago

Airfares from $59 One Way, $78 Round Trip from Chicago to New Britain

Prices starting at $78 for return flights and $59 for one-way flights to New Britain were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, Jan 24 - Thu, Jan 28
ORD
Chicago
HVN
New Haven
$78 Roundtrip, found 5 days ago
$78
Roundtrip
found 5 days ago
Select Avelo Airlines flight, departing Sun, Jan 24 from Chicago to New Haven, returning Thu, Jan 28, priced at $78 found 5 days ago
Thu, Aug 20 - Mon, Aug 24
ORD
Chicago
HVN
New Haven
$118 Roundtrip, just found
$118
Roundtrip
just found
Select Avelo Airlines flight, departing Thu, Aug 20 from Chicago to New Haven, returning Mon, Aug 24, priced at $118 just found
Fri, Aug 28 - Mon, Aug 31
ORD
Chicago
HVN
New Haven
$120 Roundtrip, just found
$120
Roundtrip
just found
Select Avelo Airlines flight, departing Fri, Aug 28 from Chicago to New Haven, returning Mon, Aug 31, priced at $120 just found
Wed, Sep 16 - Sun, Sep 20
ORD
Chicago
HVN
New Haven
$130 Roundtrip, just found
$130
Roundtrip
just found
Select Avelo Airlines flight, departing Wed, Sep 16 from Chicago to New Haven, returning Sun, Sep 20, priced at $130 just found
Sat, Sep 5 - Fri, Sep 11
ORD
Chicago
BDL
Hartford
$185 Roundtrip, found 6 days ago
$185
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Sat, Sep 5 from Chicago to Hartford, returning Fri, Sep 11, priced at $185 found 6 days ago

New Britain economy flight packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Cheshire - Southington by IHG
3.0-star property

Holiday Inn Cheshire - Southington by IHG

8.4/10 Very Good! (1,000 reviews)

Aug 18 - Aug 22

4 night stay

Chicago (CHI) to Hartford (BDL)

JetBlue Airways • Roundtrip • Coach
Price was $494, price is now $421 per person
$421
per person
found 6 hours ago
Breakfast was good. Most staff who spoke English were very helpful. Others were really nice but couldn’t be helpful due to language. The air conditioner was pretty loud but kept the room cool during the heat wave we experienced while staying at the holiday inn. Overall service was good, we didn’t need to use a lot of the amenities and the hotel is in fairly good condition. It served the purpose after the first night, I got used to the ac sound and I was able to sleep better for the remaining nights. Thanks so much to the staff.

Reviewed on Jul 5, 2026

Solano Inn
2.5-star property

Solano Inn

8.6/10 Excellent! (245 reviews)

Aug 18 - Aug 22

4 night stay

Chicago (CHI) to Hartford (BDL)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $721, price is now $490 per person
$490
per person
found 6 hours ago
We thought the property was well maintained, clean and a quiet place to stay for a few days if in the area. Staff pleasant and helpful

Reviewed on Jul 5, 2026

Belden House & Mews
5.0-star property

Belden House & Mews

8.8/10 Excellent! (8 reviews)

Aug 18 - Aug 22

4 night stay

Chicago (CHI) to Hartford (BDL)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $1,275, price is now $989 per person
$989
per person
found 6 hours ago

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More About Flying To New Britain from Chicago

Route Information for Flights from Chicago to New Britain

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

Chicago to New Britain

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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.