Flight Deals from Chicago to Windsor Locks from $195

The flight from Chicago to Windsor Locks is about 775 miles. The typical nonstop flight time is 2 hours and 6 minutes outbound, while the return leg takes about 2 hours and 30 minutes, making the return direction about 24 minutes longer.

Methodology

Flight times and distances come from our flight-schedule database, which combines published airline timetables, U.S. government schedule data from the Bureau of Transportation Statistics (BTS), and observed flight operations from the EUROCONTROL/OpenSky Open Performance Data Initiative (OPDI). The typical flight time is the median scheduled block time across all carriers on the route, computed the same way in both directions so the difference reflects prevailing winds rather than any change in method. Distance is the great-circle distance between the two airports, so the actual flown track is typically 2-5% longer.

United, American, and Southwest all fly nonstop from Chicago to Windsor Locks (Hartford), with service every day of the week. United runs 21 weekly flights from O'Hare, Southwest runs 19 from Midway, and American operates 21 from O'Hare, in some cases flown by regional partners Republic, Envoy, and SkyWest under the American and United brands.

Methodology

Airlines and weekly frequencies are compiled from our flight-schedule database, which combines published airline timetables, U.S. government schedule data from the Bureau of Transportation Statistics (BTS), and observed flight operations from the EUROCONTROL/OpenSky Open Performance Data Initiative (OPDI). We count each operating carrier's scheduled weekly departures and the days it flies; where there is no nonstop service, connecting carriers are identified by linking scheduled nonstop segments through common hub airports. Where a median fare is shown for a carrier, it reflects the real fares Priceline users found on this route in the last 72 hours.

Getting from Bradley International Airport to downtown Hartford or Windsor Locks center is straightforward, with taxis, rideshare, public buses, rail, rental cars, and pre-arranged limos all available. The fastest and most-used option is a taxi or Uber/Lyft, which take about 20–30 minutes to Hartford and typically cost $45–75 by taxi or around $36 for UberX. The CTtransit 30-Bradley Flyer bus offers semi-express service to the Connecticut Convention Center and Union Station in Hartford, while Route 24 connects the airport to the Windsor Locks train station every 20 minutes on weekdays. The Hartford Line rail service runs between New Haven, Hartford, and Springfield, with the closest station in Windsor Locks about three miles away and reachable by bus. Rental cars are available in the Ground Transportation Center adjacent to Terminal A, and pre-arranged limousine services are also authorized.

References

• Public Transportation To/From BDL | Bradley International Airportbradleyairport.com · Published Mar 13, 2026
• Bradley International Airport [BDL]: Ultimate Terminal Guideupgradedpoints.com · Published Feb 21, 2026
• Bradley Airport Taxi & Car Service | Bradley International Airportbradleyairport.com · Published Jul 14, 2026
• Bradley International Airport (BDL) Guide: Tips, Parking, and Travel Infotheparkingspot.com · Published Dec 2, 2024
• A Guide to Bradley International Airport (BDL) | Chasechase.com
• Car Service to Bradley Airport - GO Airport Shuttle Connecticut2theairport.com · Published Feb 25, 2026
• How to get from Bradley Airport (BDL) to Hartford, CT | Uberuber.com · Published Sep 16, 2026
• Flights to and from Bradley International Airport BDL | Tickets & Departures - Omioomio.co.uk · Published May 5, 2026

Fares from Chicago to Windsor Locks are lowest in late January, around $239. January is the cheapest month overall, averaging $248, followed by February ($250) and September ($287). July is the most expensive month at about $323, and fares peak in late July at about $325. The yearly average is $293. Fares are adjusted to current market conditions.

Methodology

Seasonal fares come from Priceline's own air booking-summary archive, analysed in-house and refreshed monthly. For each day of the year we take a representative round-trip fare, a blend of the 25th-percentile and average ticket price over the route's bookings, and smooth the series into a seasonal curve; the half-month low and high and the monthly figures quoted here are averages of that curve. Thin and international routes borrow their seasonal shape from the nearest busy routes, with the price level anchored to the route's own bookings.

Book about 4 weeks before departure for the best fares from Chicago to Windsor Locks, around $288. Booking in the final days before the flight costs about $450, $162 more. Booking six months ahead runs about $364. Fares are adjusted to current market conditions.

Methodology

Booking-window guidance comes from the same monthly in-house analysis of Priceline's own air booking-summary archive. We aggregate the route's bookings by how many days before departure they were made, from about 180 days out to the day of travel, smooth the curve, and highlight the stretch of lead times with the lowest average fare. Thin and international routes borrow the curve shape from the nearest busy routes, anchored to the route's own price level. It reflects current fares and is refreshed monthly.

No overnight or red-eye flights operate from Chicago to Windsor Locks. Neither nonstop red-eyes nor any connecting itinerary with an overnight long leg are scheduled on this route.

Methodology

Red-eye flights are identified from scheduled local departure and arrival times and block times in our flight-schedule database — built from published airline timetables and official schedule data, including U.S. Department of Transportation records for domestic routes. A flight counts as a red-eye when it departs in the afternoon or evening (3 p.m. or later local time) or in the early hours before 4 a.m., and is in the air at some point between midnight and 4 a.m. local time at both its departure airport and its arrival airport. An evening flight that lands before midnight at its destination is never counted, nor is a morning departure or a daytime long-haul that reaches the next calendar date only because of time zones. Each red-eye is labelled with its timing (for example, overnight and landing the next morning, or late-night and landing after midnight). For connecting itineraries the same rule is applied to the longer leg, from one representative day's flight search.

United Airlines, Southwest Airlines, and American Airlines all operate nonstop service from Chicago to Windsor Locks, Hartford. United flies from O'Hare with 21 weekly departures, Southwest flies from Midway with 19 weekly departures, and American flies from O'Hare with 21 weekly departures, including flights operated by Republic Airways and Envoy Air under the American brand. All three carriers fly daily, with United and Southwest offering multiple daily departures and American offering three daily flights.

Methodology

Airlines and weekly frequencies come from our flight-schedule database, which combines published airline timetables, U.S. government schedule data from the Bureau of Transportation Statistics (BTS), and observed flight operations from the EUROCONTROL/OpenSky Open Performance Data Initiative (OPDI). We count each operating carrier's scheduled weekly departures and the days it flies; where there is no nonstop service, connecting carriers are identified by linking scheduled nonstop segments through common hub airports. Where a typical fare is shown for a carrier, it is the median of the real fares Priceline users found on this route in the last 72 hours.

On the Chicago to Windsor Locks route, Republic Airways (marketed as United or American) is the most reliable carrier, with 89.5% of flights arriving within 15 minutes of schedule and a 1.5% cancellation rate. Envoy Air (American) follows at 86.2% arrivals on time with no cancellations, then United at 82.2% with 0.3% cancellations, SkyWest (United) at 78.3% with no cancellations, Southwest at 78.0% with 0.2% cancellations, and American mainline at 67.2% with 2.3% cancellations.

Methodology

On-time arrival and cancellation rates come from the U.S. Bureau of Transportation Statistics (BTS) Airline On-Time Performance dataset, which covers U.S. domestic routes only; a flight counts as on time when it arrives within 15 minutes of schedule. Carriers are ranked by arrival on-time rate on this route, and the carrier list itself comes from our flight-schedule database, which combines published airline timetables, U.S. government schedule data from the Bureau of Transportation Statistics (BTS), and observed flight operations from the EUROCONTROL/OpenSky Open Performance Data Initiative (OPDI).

Windsor Locks has one airport, Bradley International Airport (BDL), which serves as the primary gateway for Hartford and central Connecticut.

The CTA Blue Line 'L' train runs 24/7 from O'Hare directly to downtown Chicago and is the most affordable and popular option, taking about 45 minutes. Taxis and ride-share services like Uber and Lyft are available from designated areas and take roughly 30–40 minutes, costing more than transit. Shared shuttles such as GO Airport Express also serve downtown, and driving to O'Hare with on-airport parking is possible, though it is generally the most expensive choice.

References

• Public Transit | Chicago O’Hare International Airport (ORD)flychicago.com:443
• Taxi, Limo, TNP | Chicago O’Hare International Airport (ORD)flychicago.com:443
• Find cheap flights to Chicago (ORD) | American Airlinesaa.com · Published Sep 12, 2026
• How to get from O'Hare Airport (ORD) to Chicago, IL | Uberuber.com · Published Sep 18, 2026
• ord | Qantas AUqantas.com
• ORD Airport Taxi Cab - Request a Ride with Uberuber.com
• O'Hare Flyeren.wikipedia.org · Published Oct 1, 2026
• Transportation in Chicagoen.wikipedia.org · Published Sep 1, 2026

The Sheraton Hartford Hotel at Bradley Airport is connected to the terminal by an elevated walkway, so you can walk directly from the check-in area to your room. Several nearby hotels, including Springhill Suites Marriott, Holiday Inn Express & Suites, Candlewood Suites, and Fairfield Inn & Suites, offer free shuttle service to the airport.

References

• aaa-travel-iconaaa.com
• 9 Best Hotels near Bradley Intl Airport (BDL) for 2026 | U.S. News Traveltravel.usnews.com · Published Jul 29, 2020
• Sheraton Hartford Hotel at Bradley Arpt- First Class Windsor Locks, CT Hotels- GDS Reservation Codes: Travel Weeklytravelweekly.com · Published Dec 31, 2025
• Hartford Bradley Airport Guide (BDL) - Sleeping in Airportssleepinginairports.net · Published Aug 3, 2018
• Sheraton Hartford Hotel - Hotel inside Bradley International Airportmarriott.com · Published Oct 10, 2024
• Fairfield Inn & Suites Hartford Airport | Comfortable Hotel with Free Breakfastmarriott.com

Bradley International Airport in Windsor Locks offers a duty-free shop near Gate 8 in Terminal A for international travelers, along with the BDL Market online ordering system that allows contactless pickup from each dining location by scanning QR codes throughout the terminal. Travelers can enjoy therapy dogs through the Bradley Buddies program, and a mail-back program is available for items that are not allowed through security. The airport's only lounge, the Escape Lounge in the east concourse (gates 1-12), provides hot and cold dishes, beverages, comfortable seating, and dedicated WiFi, with access available for a fee or complimentary through an applicable credit card or travel membership. Dining options include First Class Deli, Urban Lodge, Beercode Kitchen & Bar, Auntie Anne's/Carvel Ice Cream, Dunkin', Starbucks, McDonald's, and Jamba Juice, with hours ranging from early morning to last departure flight. Shopping includes New England Travelmart, Springfield Essentials, CT River Landing, iS Duty Free International Shoppes, Gineva Murano Glass Jewelry, Charter Oak Emporium, and iStore.

References

• Shops & Dining Lounges | Bradley International Airportbradleyairport.com · Published Apr 24, 2026
• Newly Renovated Lounge Reopens at Bradley International Airport | Bradley International Airportbradleyairport.com · Published Feb 11, 2026
• Bradley International Airport (BDL) Guide: Tips, Parking, and Travel Infotheparkingspot.com · Published Dec 2, 2024
• A Guide to Bradley International Airport (BDL) | Chasechase.com
• Bradley International Airport - Google Mapsgoogle.com

At Chicago O'Hare International Airport, travelers with disabilities can arrange wheelchair assistance directly through their airline, and the airport provides TSA Cares at 855-787-2227 for security screening support, sensory-friendly resources, Companion Plus Restrooms, and service animal relief areas. The Hidden Disabilities Sunflower program is available at both airports, allowing passengers to discreetly signal a non-visible disability. At Bradley International Airport, a concierge service offers personalized meet-and-greet assistance through check-in, security, and gate arrival, and the Bradley Buddies therapy dog program provides comfort to travelers of all ages. Mobility assistance should be arranged through the traveler's airline before the flight, as both airports coordinate wheelchair services through the carriers.

References

• Terminal Accessibilityflychicago.com:443
• Accessibility Options at O’Hare International Airport (ORD) | Loyola University Chicagoluc.edu
• Accessibility Guide | Chicago O’Hare International Airport (ORD)flychicago.com:443
• Concierge Service | Bradley International Airportbradleyairport.com · Published Mar 13, 2026
• Bradley International Airport Grows Its Accessibility Programs to Assist Passengers | Bradley International Airportbradleyairport.com · Published Dec 9, 2025

United Airlines operates the most flights from Chicago to Windsor Locks, using Boeing 737-800 and other Boeing 737 family aircraft. Southwest Airlines flies from Chicago Midway with Boeing 737 family planes, including the 737-700. American Airlines and its regional affiliates Republic Airways, Envoy Air, and SkyWest use Boeing 737-800 for American mainline service and Embraer E175 regional jets for the affiliate flights.

Methodology

Aircraft types come from our flight-schedule database, which combines published airline timetables, U.S. government schedule data from the Bureau of Transportation Statistics (BTS), and observed flight operations from the EUROCONTROL/OpenSky Open Performance Data Initiative (OPDI). For U.S. routes the type is grounded in the tail number that actually operated the flight; elsewhere it comes from the airline's filed equipment code. Where the source does not commit to a specific variant we name the aircraft family (for example Airbus A320 family) rather than guess, and where no reliable type is on file the aircraft is omitted rather than estimated. Types describe typical scheduled equipment and can vary with seasonal or day-of-week assignments and last-minute swaps.

United Airlines (Star Alliance), American Airlines (oneworld), and Southwest Airlines fly nonstop from Chicago to Windsor Locks. Southwest belongs to no alliance, and American's regional flights are operated by Republic Airways, Envoy Air, and United's by SkyWest, none of which are alliance members themselves. Other alliances may serve this route via connections.

Methodology

Airlines and weekly frequencies are compiled from our flight-schedule database, which combines published airline timetables, U.S. government schedule data from the Bureau of Transportation Statistics (BTS), and observed flight operations from the EUROCONTROL/OpenSky Open Performance Data Initiative (OPDI). We count each operating carrier's scheduled weekly departures and the days it flies; where there is no nonstop service, connecting carriers are identified by linking scheduled nonstop segments through common hub airports. Where a median fare is shown for a carrier, it reflects the real fares Priceline users found on this route in the last 72 hours.

Chicago O'Hare offers a wide range of lounge options across its terminals, with standout choices including the United Polaris Lounge in Terminal 1 near gate C18 for international first and business class passengers, and the American Airlines Flagship Lounge in Terminal 3 for Concierge Key members or those flying Flagship First internationally. United operates five United Club lounges in Terminals 1 and 2, accessible to members, Premier Gold and higher members on international itineraries, and Star Alliance Gold travelers, while American has three Admirals Club locations in Terminal 3. Terminal 5 houses the Delta Sky Club, Air France Lounge, LOT Business Lounge, Swissport Lounge, and SAS Lounge, with access tied to airline status, business class tickets, or programs like Priority Pass. The LOT Business Lounge offers floor-to-ceiling views, 165 seats, showers, charging stations, and workspaces, and the Air France Lounge admits La Première or Business cabin passengers on eligible fares, Flying Blue Elite Plus members, and certain SkyTeam Elite Plus members. Passengers without airline status can also access many clubs through day passes or premium credit cards like the Amex Platinum or Capital One Venture X.

References

• List of Airport Lounges at Chicago O'Hare Int'l Airport [ORD]upgradedpoints.com · Published Jul 7, 2026
• The best lounges at Chicago’s O’Hare — and how to get inside - The Points Guythepointsguy.com · Published Apr 4, 2025
• Best Airline Lounges At Chicago O’Hare Airport (ORD) – Luxury Travel Diaryluxurytraveldiary.com · Published Jan 2, 2021
• Airline Lounges | Chicago O’Hare International Airport (ORD)flychicago.com:443
• O'Hare Airport Lounges 2026: Complete Guide + Free Accessjoinkudos.com · Published May 14, 2025
• Airline lounges offer respite at O’Hare International Airport | Choose Chicagochoosechicago.com · Published May 28, 2025
• United Club Chicago - LoungeReview.comloungereview.com · Published Apr 1, 2026
• Swissport Lounge ORD AIRPORT Terminal 5 Chicago IL O Hare Intl | Priority Passprioritypass.com

Same‑day changes and standby are offered by some carriers on this route, with the greatest flexibility on refundable and higher‑fare tickets, while Basic Economy fares typically do not qualify.