Compare fares, departure times, stops and baggage details for this route, then open the full search when you are ready to check current availability and complete booking.
ORDBDLSat, 03 Oct
Fare checked before payment No hidden charges Transparent cancellation policy 24×7 booking support
Lowest fareUS$269Delta Air Lines
Fastest2h 19mgate to gate
Options found78flights on this route
Find your flightORD → BDL
Available Flights & Fares
Compare fares, timings and baggage. Pick the flight that suits your trip.
Prices in USD
78 flight options
Fares are checked again before payment.
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Fare RulesNon-refundable fare. Final rules are verified before booking.
Type
Non Refundable
Fare Type
AirLine Private
1 Pieces 2 Pieces
$359
Flight DetailsORD to BDL - 5H :05 M
Baggage InfoCheck-in 1 Pieces - Cabin 2 Pieces
Fare RulesNon-refundable fare. Final rules are verified before booking.
AA
American Airlines
AA-1725
08:45
2026-10-03
CHICAGO (ORD)O Hare International
4H :33 M
1 Stop
PHL
· 1h 09m Philadelphia (PHL), United States
14:18
2026-10-03
Windsor Locks (BDL)Bradley International
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
Type
Non Refundable
Fare Type
Publish
0 Pieces 2 Pieces
$291
Flight DetailsORD to BDL - 4H :33 M
Baggage InfoCheck-in 0 Pieces - Cabin 2 Pieces
Fare RulesNon-refundable fare. Final rules are verified before booking.
Type
Non Refundable
Fare Type
AirLine Private
1 Pieces 2 Pieces
$359
Flight DetailsORD to BDL - 4H :33 M
Baggage InfoCheck-in 1 Pieces - Cabin 2 Pieces
Fare RulesNon-refundable fare. Final rules are verified before booking.
AA
American Airlines
AA-315
09:53
2026-10-03
CHICAGO (ORD)O Hare International
6H :35 M
1 Stop
DCA
· 3h 01m Washington (DCA), United States
17:28
2026-10-03
Windsor Locks (BDL)Bradley International
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
Type
Non Refundable
Fare Type
Publish
0 Pieces 2 Pieces
$291
Flight DetailsORD to BDL - 6H :35 M
Baggage InfoCheck-in 0 Pieces - Cabin 2 Pieces
Fare RulesNon-refundable fare. Final rules are verified before booking.
Type
Non Refundable
Fare Type
AirLine Private
1 Pieces 2 Pieces
$359
Flight DetailsORD to BDL - 6H :35 M
Baggage InfoCheck-in 1 Pieces - Cabin 2 Pieces
Fare RulesNon-refundable fare. Final rules are verified before booking.
AA
American Airlines
AA-1200
10:35
2026-10-03
CHICAGO (ORD)O Hare International
5H :53 M
1 Stop
DCA
· 2h 21m Washington (DCA), United States
17:28
2026-10-03
Windsor Locks (BDL)Bradley International
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
Type
Non Refundable
Fare Type
Publish
0 Pieces 2 Pieces
$291
Flight DetailsORD to BDL - 5H :53 M
Baggage InfoCheck-in 0 Pieces - Cabin 2 Pieces
Fare RulesNon-refundable fare. Final rules are verified before booking.
Type
Non Refundable
Fare Type
AirLine Private
1 Pieces 2 Pieces
$359
Flight DetailsORD to BDL - 5H :53 M
Baggage InfoCheck-in 1 Pieces - Cabin 2 Pieces
Fare RulesNon-refundable fare. Final rules are verified before booking.
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Today's Airfare Highlights
Selected flight highlights for 03 Oct 2026.
Lowest fare$269Delta Air Lines05:30
Earliest departure$291American Airlines05:20
Shortest duration$285United Airlines07:30
Night
00:00-05:59
$269Delta Air Lines at 05:30Morning
06:00-11:59
$269Delta Air Lines at 06:40Afternoon
12:00-17:59
$269Delta Air Lines at 13:51Evening
18:00-23:59
$269Delta Air Lines at 18:00
Departure & Arrival Airport Details
Chicago (ORD)
O Hare International
USA
Windsor Locks (BDL)
Bradley International
USA
Flights shown for 03 Oct 2026. View all flights opens the complete search result.
Smart travel dates
Holidays and peak dates for Windsor Locks
Fares and hotel rates usually run higher around these dates. Booking earlier — or shifting a day or two — often costs less.
Busiest periods: Summer travel (15 Jun – 31 Aug), Holiday season (18 Dec – 02 Jan).
12OctColumbus DayMonday · in 30 daysPeak
12OctColumbus DayMonday · in 30 daysPeak
12OctIndigenous Peoples' DayMonday · in 30 daysPeak
11NovVeterans DayWednesday · in 60 days
26NovThanksgiving DayThursday · in 75 days
25DecChristmas DayFriday · in 104 days
Fixed-date national holidays. Festivals that follow the lunar calendar shift each year and are not listed here — check the exact date for your travel year.
Compare your journey
How to travel Chicago to Windsor Locks
Every option we can actually book for you, compared on price and journey time.
Connecting flight₹25,703Longer — includes a stop71 options
3 airlines operate this route.
Road distance and coach duration are approximate estimates from the air distance, not a timetable.
Airlines flying from Chicago to Windsor Locks
Compare fares, stops, baggage and refundability across the airlines flying this route.
DE
Delta Air Lines Flights
from $26941 flights
Fares from
$269
Non-stop
None in these results
Departures
41 — compare timings in the list above
AM
American Airlines Flights
from $28123 flights
Fares from
$281
Non-stop
3 in these results
Departures
23 — compare timings in the list above
UN
United Airlines Flights
from $28514 flights
Fares from
$285
Non-stop
4 in these results
Departures
14 — compare timings in the list above
Route Overview & Flight Facts
Fastest flight duration
2h 19m · United Airlines
First departure of the day
05:20 · American Airlines
Last departure of the day
19:31 · American Airlines
Options in this snapshot
78
Direct / non-stop options
7
Airport codes
Chicago–ORD, Windsor Locks–BDL
Fares and timings are indicative — the exact price is confirmed with the airline when you search.
Flight Schedule, Timings & Airfare Insights
Daily Flight Schedule & Travel Duration
Around 78 flights appear in the dated route snapshot, including 7 non-stop options. Departures run through the day — the first flight leaves around 05:20 and the last around 19:31. The fastest flight takes about 2h 19m.
Morning vs Evening Departure Fares
Lowest fare by departure window: Night from $269, Morning from $269, Afternoon from $269, Evening from $269. These observations do not predict the cheapest departure window on other dates.
Cheapest Airfare & Best Time to Book
Search your travel dates to compare current fares — prices update continuously with airline inventory.
One-Way vs Round-Trip Fare Comparison
Compare the complete cost and conditions of both options for your dates. A round-trip can have different fare and change rules from two one-way tickets. One booking may contain multiple airline PNRs; confirm baggage transfer and connection protection for separate tickets.
Online Web Check-In & Boarding Pass
Check the operating airline’s opening time and check-in deadline for each sector. Seat charges and availability depend on your fare. Use the airline reference and the links on Web Check-in.
How to Book Cheap Flights on FlyX
1
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Choose one-way or round-trip, pick your dates and travellers in the search form above.
2
Compare search results
Sort or filter the Chicago–Windsor Locks results by price, departure time, stops and airline.
3
Open the fare choices
Check baggage allowance and refundability for each fare type before continuing.
4
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5
Pay securely
UPI, cards, net banking and wallets supported; payment and ticket issuance have separate statuses. If issuance is pending, follow the booking status; the confirmed ticket is sent after issuance.
Destination & City Travel Guide
About Chicago
Chicago, the most populous city in Illinois and the third most populous in the United States, is a bustling metropolis known for its iconic skyline, vibrant arts scene, and diverse neighborhoods. Often referred to as the Windy City, Chicago offers a blend of architectural marvels, cultural landmarks, and a dynamic urban atmosphere. From world-class museums to sandy beaches along Lake Michigan, Chicago is a city that captivates visitors with its charm and energy.
Read more about Chicago
Airports
Chicago is served by two major airports: • O'Hare International Airport (ORD) - Located approximately 18 miles northwest of downtown Chicago • Chicago Midway International Airport (MDW) - Situated about 10 miles southwest of the city center
Hotels and Restaurants
Chicago offers a wide range of accommodation options to suit every budget: • The Ritz-Carlton Chicago - Luxury hotel with stunning views of Lake Michigan • The Drake Hotel - Historic hotel with elegant rooms and top-notch service • Hotel Lincoln - Boutique hotel with a rooftop bar and quirky decor • HI Chicago Hostel - Budget-friendly option with modern amenities
When it comes to dining, Chicago is a food lover's paradise: • Alinea - Renowned for its innovative and artistic dishes • Lou Malnati's Pizzeria - Famous for its deep-dish pizza • Girl & the Goat - Popular spot for creative small plates • Portillo's - Iconic for its Chicago-style hot dogs
Transportation
Getting around Chicago is convenient with various transportation options: • Chicago Transit Authority (CTA) - Extensive network of buses and 'L' trains • Metra - Commuter rail system connecting the suburbs to the city • Taxis and Rideshares - Widely available across the city • Divvy Bikes - Bike-sharing program with numerous docking stations
Must-See Places
Chicago boasts numerous attractions that should not be missed: • Millennium Park - Home to the iconic Cloud Gate sculpture (The Bean) • The Art Institute of Chicago - Houses an impressive collection of artworks • Navy Pier - Entertainment hub with rides, restaurants, and shops • Willis Tower Skydeck - Offers breathtaking views from the 103rd floor • Museum Campus - Includes the Field Museum, Shedd Aquarium, and Adler Planetarium
Climate
Chicago experiences a continental climate with distinct seasons: • Winter (December to February) - Cold and snowy, ideal for winter sports • Spring (March to May) - Mild temperatures and blooming flowers • Summer (June to August) - Warm and humid, perfect for outdoor activities • Autumn (September to November) - Cool and crisp, great for sightseeing
The best time to visit Chicago is during late spring to early autumn when the weather is pleasant and outdoor events are in full swing. Whether you're exploring its architectural wonders, indulging in its culinary delights, or enjoying its vibrant cultural scene, Chicago promises an unforgettable experience.
Why Book Your Flight with FlyX?
Compare the available Chicago to Windsor Locks options by total price, stops, baggage and fare conditions. Search your dates for current availability, then review traveller details and the final price before paying.
Payment confirmation and ticket issuance are separate steps. If your booking is awaiting a PNR or ticket, follow its status and contact FlyX support when you need help. Your issued ticket contains the airline reference and itinerary. Change and cancellation charges depend on the purchased fare and any separately disclosed service fee.
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Frequently Asked Questions
Is it worth booking Chicago to Windsor Locks flights in advance?
There is no guaranteed cheapest booking window. Compare your planned dates early, check nearby dates and consider baggage, connection time and change conditions as well as price. Across the dates currently loaded for Chicago to Windsor Locks, Saturday shows the lowest fare at $269. That is an observed snapshot for these dates, not a rule that holds every week.
How far is Chicago from Windsor Locks by air?
The flying distance depends on the routing the airline selects. The live flight cards above show duration and stop details for each result.
Are there non-stop flights from ORD to BDL?
Yes. 7 non-stop flights are showing on Chicago to Windsor Locks for the dates currently loaded. Use the Stops filter to see only those.
Which airlines fly Chicago to Windsor Locks?
Delta Air Lines, American Airlines and United Airlines are showing on this route for the dates currently loaded. Fares, baggage allowance and refund rules differ by airline and by fare type, so compare the fare conditions and not only the headline price.
How long is the flight from Chicago to Windsor Locks?
The quickest non-stop Chicago to Windsor Locks flight currently loaded takes about 2h 19m. Across the non-stop options showing, block time ranges from 2h 19m to 2h 27m. Journeys with a stop take longer, since the total includes the layover.
What is the cheapest Chicago to Windsor Locks flight fare?
The lowest fare showing on Chicago to Windsor Locks for the dates currently loaded is $269. Fares on the same dates run up to $810, depending on airline, timing and fare type. Airline pricing moves continuously, so treat this as a dated observation rather than a fixed price.
What time do Chicago to Windsor Locks flights depart?
For the dates currently loaded the first departure is around 05:20 and the last is around 19:31, local time at Chicago. Use the departure-time filter on the results above to narrow to a morning, afternoon or evening slot.
Why does the price change after clicking Book Now?
Airline seat inventory and fares change continuously. Selecting Book Now runs a live fare verification with the airline so the price you approve is the price you pay - if it has moved, you see the new figure before any payment.
Before you book this route
Check the airport codes ORD–BDL, local departure and arrival dates, and every connecting airport. Connections can have different document and baggage requirements from your final destination.
Where these fares come from
The fares, durations, stops and baggage shown here come from real airline search results for this route. They are examples for the dates on this page, not a full timetable and not a locked price — run a search to see what is available for your own dates.
Last checked .
Check official travel requirements
Confirm passport, visa and transit rules for your nationality and full itinerary with the relevant government and operating airline. IATA travel-document information explains why requirements vary.
The ORD to BDL cards above show selected flight options. Airline prices and seat availability can move quickly, so the final fare is rechecked in the booking flow.
Before you book
Compare nearby dates
The date strip opens the complete search result for the route and selected date.
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Shortlist by price, stops, departure time and refundable fare preference.
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Continue to Booking opens the verified fare choices, including baggage and refundability, before review.
Lowest Chicago to Windsor Locks airfare today, in 30 days and in 90 days
Cheapest Fare
Fare
Date
Airline
Departure
Lowest Airfare Today
$269
03/10/2026
Delta Air Lines
05:30
Cheapest Airfare Within 30 Days
$263
12/10/2026
Delta Air Lines
05:30
Cheapest Airfare Within 90 Days
$255
11/12/2026
Delta Air Lines
05:30
Book Chicago to Windsor Locks Flight Tickets on FlyX
Planning to fly from Chicago to Windsor Locks? FlyX lets you compare flight rates, airline timings, layovers, and baggage allowances all in one simple list. From quick non-stop routes to flexible connecting options, finding and booking cheap air tickets has never been easier.
Chicago to Windsor Locks Flight Schedule and Timing
Around 78 flights operate on this route, providing plenty of choices for your travel window. The earliest morning flight departs from Chicago at 05:20, while the last night flight leaves at 19:31. Flights depart from O Hare International and land at Bradley International.
Flight Route Details & Analysis
Flight Details
Information
Route
Chicago to Windsor Locks
Flight Duration
2H :19 M - 28H :12 M
Airport Codes
Chicago - ORD, Windsor Locks - BDL
Total Flights Available
78 flights (7 direct)
First Flight Departure
Departs at 05:20
Last Flight Departure
Departs at 19:31
Early Morning Flights (12 AM - 8 AM)
20 direct/indirect flights
Morning Flights (8 AM - 12 PM)
23 direct/indirect flights
Afternoon Flights (12 PM - 4 PM)
21 direct/indirect flights
Evening Flights (4 PM - 8 PM)
14 direct/indirect flights
Night Flights (8 PM - 12 AM)
0 direct/indirect flights
Airport Information & Terminals
ORD: Chicago airport system. Chicago flights commonly use O'Hare or Midway. O'Hare is a huge hub with rail access; Midway can be easier for some city-side trips. Winter weather and traffic should be part of the booking decision.
BDL: Hartford airport. Hartford airport transfer should be matched to the exact hotel, suburb or meeting area. Rail can work well for light luggage, but late arrivals, winter weather and family baggage often make a direct cab or booked transfer easier.
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O Hare International