- Must visit
The Discovery Museum and Planetarium
Major regional museum with American art, natural history, and a planetarium. Its varied collections make it Bridgeport’s essential museum stop.
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Journey information
Overview: Chicago, IL to Bridgeport, CT flight
USAUSA
Take a flight from Chicago, IL to Bridgeport, CT and enjoy the approximately 748 miles (1204 km) long journey. Find schedules and pricing options for a convenient and affordable trip.
The earliest flight runs at 00:06, the last at 23:56. December is the cheapest month to fly.
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Distance 748 miles (1204 km) |
First flight 12:06 AM |
Last flight 11:56 PM |
Cheapest Month Dec |
Cheapest Day Sat |
High Season Jan - Mar |
Low Season Oct - Dec |
Busiest Day Fri |
Least Busy Day Fri |
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
The cheapest and fastest flights from Chicago, IL to Bridgeport, CT
Showing times, prices and bookable tickets for Sep 20
Cheapest price on Sep 20
$112
Average ticket price on Sep 20
$112
Fastest journey on Sep 20
2 h 9 m
Average journey duration on Sep 20
2 h 9 m
Flights on Sep 20
1
Distance
1204 km
Cheap tickets
The best way to find a cheap flight ticket from Chicago, IL to Bridgeport, CT is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Chicago, IL to Bridgeport, CT will cost around $112 if you buy it on the day, but the cheapest tickets can be found for only $112.
Fast flights
On Sun, Sep 20, we found 1 flights from Chicago, IL to Bridgeport, CT, including 1 direct services.
On Sun, Sep 20 the direct flights cover the 1204 km distance in an average of 2 h 9 m but if you time it right, some flights will get you there in just 2 h 9 m .
On Sun, Sep 20 the longest flights will take 2 h 9 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.
12:51 AM2h09Chicago, IL3:00 AMBridgeport, CT$1121One-way0 transfers
- 12:51 AM2h09Chicago, IL3:00 AMBridgeport, CT$1121One-way0 transfers
Travel Information
Compare train and bus for Chicago, IL to Bridgeport, CT
Omio recommends booking the bus as it is the most popular option from Chicago, IL to Bridgeport, CT among Omio's users.
Distance: 748 miles (1204 km)
Compare bus with
Most popular Bus | Train | Driving |
|---|---|---|
$173 Average price (fuel + tolls) | ||
12h 50m Average total duration (door-to-door) | ||
Direct Options | Direct Options | Direct Options |
Live departures
Chicago, IL to Bridgeport, CT flight times
The table below shows live departures for Chicago, IL to Bridgeport, CT flights for tomorrow, Saturday, September 19. You can also manually refresh the results below to see updated flight journeys.
Last updated at
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
| 12:51 AM Chicago, IL | 2h09 | 3:00 AM Bridgeport, CT | 0 transfersDirect | |
This is the last flight of the day. | |||||
Find all the dates and times for this journey
Compare prices and tickets Chicago, IL to Bridgeport, CT by train or bus
Compare train and bus prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
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Complete guide to Bridgeport, CT
Things to do in Bridgeport, CT
Discover the best of Bridgeport, CT — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Bridgeport, CT trip today.
- Recommended
The Barnum Museum
Showcases P. T. Barnum’s life and legacy through artifacts and local history. A strong choice for understanding Bridgeport’s most famous resident.
- Recommended
Housatonic Museum of Art
Contemporary gallery featuring rotating exhibitions and local artistic programming. Worth visiting for current work and a community-focused art scene.
- Must visit
Seaside Park
Large waterfront park designed with Frederick Law Olmsted influences. Beaches, promenades, and skyline views make it Bridgeport’s signature outdoor area.
- Must visit
St. Mary's by the Sea
Compact waterfront park beside Black Rock Harbor with a lighthouse view. It is one of the city’s best spots for sunsets and shoreline photos.
- Recommended
Black Rock
Historic neighborhood by the harbor with walkable streets, shops, and coastal character. It is popular for local atmosphere and independent businesses.
- Vegetarian
New Haven-Style Apizza
Thin-crust pizza from nearby New Haven, often coal-fired with a charred edge. It is the region’s signature food and a must-try across Fairfield County.
Connecticut Hot Lobster Roll
A hot dog topped with bacon, mustard, relish, onion, and peppers. Created in Connecticut, it is a beloved local fast-food specialty.
Connecticut-Style Hot Lobster Roll
Warm lobster meat tossed with butter in a split-top roll. A Connecticut shoreline classic, popular in coastal towns near Bridgeport.
Roseland Apizza
Beloved old-school pizzeria known for thin-crust pies and a casual neighborhood feel. A local institution for classic Bridgeport pizza.
Ralph 'n' Rich's
Popular steakhouse and seafood restaurant with a polished but approachable atmosphere. Known for generous portions and dependable service.
El Pueblito
Long-running casual Mexican restaurant praised for tacos, enchiladas, and lively service. A well-known local favorite in downtown Bridgeport.
United States dollar ($)
Moderate for a U.S. city. Hotels and dining are usually cheaper than New York City, while local transit is limited so visitors may spend more on rideshares or parking.
Average meal costs
- Budget
- $10-18 for fast food or a simple meal.
- Mid-range
- $20-40 per person for a restaurant meal.
- Fine dining
- $60+ per person for upscale dining.
- Coffee
- $3-6 for coffee or cappuccino.
Tipping culture
Tip 18-20% at restaurants; 15-20% for taxis. Cafes often have tip jars or card prompts, with $1-2 or 10-15% common.
FAQs: Chicago, IL to Bridgeport, CT Flight
Find answers to the most common questions about traveling from Chicago, IL to Bridgeport, CT by flight. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest flight, the cheapest option, or tips for making the most of your visit at Bridgeport, CT, this guide helps you travel smarter and with confidence.
More options for your journey from Chicago, IL to Bridgeport, CT
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Most popular flights to and from Bridgeport, CT and Chicago, IL
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