$52 Cheap flight deals from Chicago (CHI) to Bridgeport (HPN)
Earn rewards on top of your airline miles with Orbitz Rewards
Many airlines offer flexible change policies
Sign up to receive text alerts about your trip
This Weekend's Flight Deals from Chicago to Bridgeport
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.
Airfares from $52 One Way, $105 Round Trip from Chicago to Bridgeport
Prices starting at $105 for return flights and $52 for one-way flights to Bridgeport were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Bridgeport economy flight packages
Liberty Inn
Apr 16 - Apr 19
Chicago (ORD) to New Haven (HVN)
Reviewed on Jan 11, 2026
Saybrook Point Resort & Marina
Apr 16 - Apr 19
Chicago (ORD) to New Haven (HVN)
Reviewed on Dec 19, 2022
More About Flying To Bridgeport from Chicago
Route Information for Flights from Chicago to Bridgeport
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | HPN |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Bridgeport
Orbitz assures that you will receive cheap air fares on flights from Chicago to Bridgeport and special deals that give you guaranteed low prices on hotels, cruises, car rentals, and anything else you need on your trip.
Free Orbitz mobile app for your Android or iPad
Get the latest Orbitz app for your smartphone and tablet to book low cost cars, hotels, and Chicago to Bridgeport flights. Our cutting-edge mobile tools let you view your trip itinerary on your mobile device anytime you need it. You can research great deals on highly rated hotels near you with the app, which uses your smartphone’s GPS, and book the one you like with just a few taps.
Orbitz mobile site for even more convenience
Use your mobile Web browser to get savings on flights from Chicago to Bridgeport. Our mobile site, m.orbitz.com, offers the same powerful search and other capabilities you expect from our regular site. Retrieve and share your itinerary for your from Chicago to Bridgeport flights with friends, family members, and colleagues, and browse photo galleries and user reviews of hotels to find the one you like.
Free alerts on flight and travel plans
Receive free, real-time updates on your low fare flights from Chicago to Bridgeport via your mobile phone or email inbox. Stay on top of delays, gate charges, and other event notifications so you can make other travel arrangements if you need to.
Low fares on Chicago to Bridgeport flights
Forget about annoying booking fees and get cheap air ticket sales as you make your reservations online with Orbitz. Follow Orbitz on Twitter and Facebook and get alerted about travel coupons and promo codes for Chicago to Bridgeport flights.
Flights from Chicago
- Chicago to Orlando
- Chicago to Houston
- Chicago to New York
- Chicago to Phoenix
- Chicago to Dallas
- Chicago to Los Angeles
- Chicago to New Orleans
- Chicago to London
- Chicago to Washington
- Chicago to Paris
- Chicago to Toronto
- Chicago to Rome
- Chicago to San Francisco
- Chicago to Cleveland
- Chicago to Detroit
- Chicago to Montreal
- Chicago to Sacramento
- Chicago to Kansas City
- Chicago to Hartford
- Chicago to Atlantic City
Bridgeport Airports
More Destinations
- Flights from Baltimore to Stratford
- Flights from Boston to Stratford
- Flights from Cairo to Stratford
- Flights from Charlotte to Stratford
- Flights from Chicago to Stratford
- Flights from Cleveland to Stratford
- Flights from Dallas to Stratford
- Flights from Detroit to Stratford
- Flights from Houston to Stratford
- Flights from Miami to Stratford
- Flights from Minneapolis - St. Paul to Stratford
- Flights from Nashville to Stratford
- Flights from New York to Stratford
- Flights from Orlando to Stratford
- Flights from Ottawa to Stratford
- Flights from Raleigh to Stratford
- Flights from San Francisco to Stratford
- Flights from Seattle to Stratford
- Flights from Toronto to Stratford
- Flights from Vancouver to Stratford
- Flights from Edmonton to Stratford
- Flights from Kingston to Stratford
- Flights from Portland to Stratford
- Flights from St. John's to Stratford
- Flights from Monroe to Stratford
- Flights from Padang to Stratford
- Flights from Roanoke to Stratford
- Flights from David to Stratford
- Flights from Drome to Stratford
- Flights from Victoria Junction to Stratford
- Flights from Myrtle Beach to Stratford
- Flights from Des Moines to Stratford
- Flights from Fort Lauderdale to Stratford
- Flights from Burlington to Stratford
- Flights from Scranton to Stratford
- Flights from Daytona Beach to Stratford
- Flights from Manchester to Stratford
- Flights from Milwaukee to Stratford
- Flights from Albuquerque to Stratford
- Flights from Madison to Stratford
- Flights from Sarasota to Stratford
- Flights from Oklahoma City to Stratford
- Flights from Knoxville to Stratford
- Flights from Jacksonville to Stratford
- Flights from Peoria to Stratford
- Flights from Lexington to Stratford
- Flights from Grand Rapids to Stratford
- Flights from Albany to Stratford
- Flights from Augusta to Stratford
- Flights from Depok to Stratford
- Flights from Cap-Haitien to Stratford
- Flights from Dallas to Trumbull
- Flights from Miami to Trumbull
- Flights from Minneapolis - St. Paul to Trumbull
- Flights from New Orleans to Trumbull
- Flights from New York to Trumbull
- Flights from Toronto to Trumbull
- Flights from Newark to Trumbull
- Flights from Richmond to Trumbull
- Flights from Milwaukee to Trumbull
- Flights from Madison to Trumbull
- Flights from Sarasota to Trumbull
- Flights from Springfield to Trumbull
- Flights from Akron to Trumbull
- Flights from Port Charlotte to Trumbull
- Flights from Charlottesville to Trumbull
- Flights from Bucharest to Trumbull
- Flights from Trinidad (TDD) to Bridgeport (BDR)
- Flights from Green Bay to Fairfield
- Flights from Atlanta to Fairfield
- Flights from Austin to Fairfield
- Flights from Beijing to Fairfield
- Flights from Boston to Fairfield
- Flights from Charlotte to Fairfield
- Flights from Chicago to Fairfield
- Flights from Detroit to Fairfield
- Flights from Houston to Fairfield
- Flights from Kansas City to Fairfield
- Flights from Los Angeles to Fairfield
- Flights from Miami to Fairfield
- Flights from Minneapolis - St. Paul to Fairfield
- Flights from Phoenix to Fairfield
- Flights from Raleigh to Fairfield
- Flights from San Francisco to Fairfield
- Flights from Seattle to Fairfield
- Flights from Toronto to Fairfield
- Flights from Paris to Fairfield
- Flights from Shanghai to Fairfield
- Flights from Fort Lauderdale to Fairfield
- Flights from Richmond to Fairfield
- Flights from Tulsa to Fairfield
- Flights from Pensacola to Fairfield
- Flights from Sarasota to Fairfield
- Flights from Greensboro to Fairfield
- Flights from Tucson to Fairfield
- Flights from Tampa to Fairfield
- Flights from Bangor to Fairfield
- Flights from Wichita to Fairfield
- Flights from Fort Smith to Fairfield
- Flights from Bozeman to Fairfield
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.