Cheap Flights from Chicago (ORD) to Bridgeport (BDR)

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Bridgeport, CT (BDR-Igor I. Sikorsky Memorial)

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Alternative airports near Bridgeport

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Westchester County HPN. Average driving time to city center is 46 minutes. Flights from $438
HPN
Westchester County
Average driving time to city center46 min
Flights from $438
Select flight to MacArthur ISP. Cheapest option available. Average driving time to city center is 2 hours 13 minutes. Flights from $153
ISP
MacArthur
Cheapest
Average driving time to city center2 h 13 min
Flights from $153

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Igor I. Sikorsky Memorial Airport (BDR) cost?
Grab a cheap one-way flight or cheap return flight from O'Hare Intl. Airport (ORD) to Igor I. Sikorsky Memorial Airport (BDR) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from O'Hare Intl. Airport (ORD) to Igor I. Sikorsky Memorial Airport (BDR)?
Traveling in is a great way to save, as it's the cheapest month for flights between ORD and BDR. You'll often find the lowest fares during the off-season.
What is the cheapest airline that flies from O'Hare Intl. Airport (ORD) to Igor I. Sikorsky Memorial Airport (BDR)?
Use the filters on Expedia to compare airlines and find the most affordable carrier that'll fly you from ORD to BDR. Then, sort your results by "Price (lowest to highest)" to snap up a good deal.
How many flights per day from O'Hare Intl. Airport (ORD) to Igor I. Sikorsky Memorial Airport (BDR)?
You'll have to take a flight with a layover when traveling from O'Hare Intl. Airport (ORD) to Igor I. Sikorsky Memorial Airport (BDR). Direct flights don't operate daily on this route. However, simply filter your search to include one or two stops to discover an option that works for you.
What day of the week has the most flights from ORD to BDR?
You'll usually find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can change from season to season and during public holidays or peak travel times.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from O'Hare Intl. Airport (ORD) to Igor I. Sikorsky Memorial Airport (BDR)?
To avoid potential delays on the O'Hare Intl. Airport (ORD) to Igor I. Sikorsky Memorial Airport (BDR) route, fly before 3 PM. Flights after this time have a 22% higher chance of being canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to Igor I. Sikorsky Memorial Airport (BDR) last-minute?
Holding off until right before your break to book a ticket from ORD to BDR generally means paying more. Although you may find some last-minute discounts, they're not always guaranteed. Be flexible with your itinerary for the best chance of scoring a bargain.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Igor I. Sikorsky Memorial Airport (BDR)?
Typically, you're able to reschedule or cancel your ORD to BDR flight. However, there may be additional charges, especially if your booking was made more than 24 hours ago. Double-check your itinerary for the airline's fees and policies on flight changes, or if you'd like more details, go to our Customer Service portal.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Igor I. Sikorsky Memorial
Distance
764 mi

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Chicago to Bridgeport Flights

The cheapest times to fly from Chicago to Bridgeport

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Bridgeport are during the month of . You can find some of the cheapest flights from Chicago to Bridgeport with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Bridgeport

Sunday is one of the best days to book for cheap flights from Chicago to Bridgeport: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Bridgeport

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Bridgeport in 2025. You can also book with separate airlines for your outbound and return journeys, from one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Bridgeport flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Bridgeport airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Chicago to Bridgeport Flights

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*Available to One Key members.