Title: CA $58 Cheap Flights from Winthrop Harbor - Expedia.ca ![](https://a.travel-assets.com/travel-assets-manager/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?impolicy=fcrop&w=1200&h=500&q=medium) # CA $58 Cheap Flights from Winthrop Harbor [View CA $58 flight on Mon, Nov 17, 2025](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:ORD,to:TPA,departure:17/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:57.48&airProductToken=AQouCiwIzpYBEgQxNTIyGK4cIPMDKOyr_QIwj639AjhQQABYAWoCUlByBlBBMjFOUhIKCAEQARgBKgJOSxgBIgQIARABKAIoAygEMA0) - [Roundtrip](?flightType=roundtrip) - [One-way](?flightType=oneway) - [Multi-city](?flightType=multicity) ### Travellers Adults ChildrenAges 2 to 17 InfantsYounger than 2 EconomyPremium economyBusiness classFirst class Leaving from Going to Departing Returning Add a place to stay Add a car Direct flights only [Hotels in Winthrop Harbor](https://expedia.ca/Winthrop-Harbor-Hotels.d183192.Travel-Guide-Hotels)[Winthrop Harbor Car Rentals](https://expedia.ca/Car-Rentals-In-Winthrop-Harbor.d183192.Car-Rental-Guide)[Winthrop Harbor Vacation Packages](https://expedia.ca/Winthrop-Harbor.d183192.Destination-Travel-Guides) ## Popular airlines from Winthrop Harbor - ![American Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AA.svg) American Airlines - ![United](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_UA.svg) United - ![Delta](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg) Delta - ![Alaska Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AS.svg) Alaska Airlines - ![Spirit Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_NK.svg) Spirit Airlines - ![Frontier Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_F9.svg) Frontier Airlines - ![JetBlue Airways](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_B6.svg) JetBlue Airways ![notification illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__notification.svg) ### Be in the know Get alerts if flight prices drop or rise\* ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Book smarter Save up to 30% on select hotels after you book a flight\* ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Earn twice Earn your airline miles on top of our rewards [Sign in](https://www.expedia.ca/login) ## Cheapest flights from Winthrop Harbor These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Spirit Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/nk.gif) Sat, Nov 15 - Sat, Nov 22 ORD Chicago FLL Fort Lauderdale CA $103 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:FLL,departure:15/11/2025TANYT&leg2=from:FLL,to:ORD,departure:22/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:102.76&airProductToken=AQouCiwIzpYBEgQyMDQ5GK4cIOVaKPST_QIwsJX9AjhXQABYAWoCUlByBldBMjFOUgosCioIzpYBEgIxORjlWiCuHCj95v0CMMno_QI4V0AAWAFqAlJQcgZXQTIxTlISCggBEAEYASoCTksYASIECAEQASgCKAMoBDAN) ![Spirit Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/nk.gif) Mon, Nov 17 - Mon, Nov 24 ORD Chicago MCO Orlando CA $118 Roundtrip found 9 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:MCO,departure:17/11/2025TANYT&leg2=from:MCO,to:ORD,departure:24/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:117.47&airProductToken=AQotCisIzpYBEgM2MjAYrhwgzHAowKj9AjDiqf0COFdAAFgBagJSUHIGV0EyMU5SCi0KKwjOlgESAzYyMxjMcCCuHCi4_f0CMPL-_QI4V0AAWAFqAlJQcgZXQTIxTlISCggBEAEYASoCTksYASIECAEQASgCKAMoBDAN) ![Spirit Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/nk.gif) Wed, Nov 12 - Fri, Nov 14 ORD Chicago TPA Tampa CA $118 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:TPA,departure:12/11/2025TANYT&leg2=from:TPA,to:ORD,departure:14/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:117.74&airProductToken=AQpcCiwIzpYBEgQyMDQ5GK4cIOVaKJTy_AIw0PP8AjhQQABYAWoCUlByBlBBMjFOUgosCM6WARIEMTM0NBjlWiDzAyjq9vwCMKf3_AI4UEABWAFqAlJQcgZQQTIxTlIKLgosCM6WARIEMTUyMRjzAyCuHCiZiP0CMMuJ_QI4UEAAWAFqAlJQcgZQQTIxTlISCggBEAEYASoCTksYASIECAEQASgCKAMoBDAN) ![Spirit Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/nk.gif) Sun, Dec 7 - Sat, Dec 13 ORD Chicago MIA Miami CA $118 Roundtrip found 3 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:MIA,departure:07/12/2025TANYT&leg2=from:MIA,to:ORD,departure:13/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:117.85&airProductToken=AQotCisIzpYBEgM3NTcYrhwgjAIoxY__AjCJkf8COFdAAFgBagJSUHIGV0EyMU5SCi0KKwjOlgESAzc1NhiMAiCuHCj00P8CMMTS_wI4V0AAWAFqAlJQcgZXQTIxTlISCggBEAEYASoCTksYASIECAEQASgCKAMoBDAN) ![Spirit Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/nk.gif) Wed, Nov 5 - Wed, Nov 12 ORD Chicago FLL Fort Lauderdale CA $120 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:FLL,departure:05/11/2025TANYT&leg2=from:FLL,to:ORD,departure:12/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:119.59&airProductToken=AQouCiwIzpYBEgQyMDQ5GK4cIOVaKLSj_AIw8KT8AjhHQABYAWoCUlByBkdBMTRPMQosCioIzpYBEgIxORjlWiCuHCj79vwCMMP4_AI4V0AAWAFqAlJQcgZXQTIxTlISCggBEAEYASoCTksYASIECAEQASgCKAMoBDAN) ![Spirit Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/nk.gif) Thu, Nov 6 - Sat, Nov 15 ORD Chicago LAX Los Angeles CA $122 Roundtrip found 6 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:LAX,departure:06/11/2025TANYT&leg2=from:LAX,to:ORD,departure:15/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:121.67&airProductToken=AQovCi0IzpYBEgQxMzMxGK4cIIu4ASjKs_wCMN-1_AI4VUAAWAFqAlNEcgZVQTE0TlIKLwotCM6WARIEMTMzMhiLuAEgrhwosJD9AjCokv0COEdAAFgBagJSUHIGR0EyMU5SEgoIARABGAEqAk5LGAEiBAgBEAEoAigDKAQwDQ) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Mon, Jan 19 - Sat, Jan 24 ORD Chicago MCO Orlando CA $166 Roundtrip found 22 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:MCO,departure:19/01/2026TANYT&leg2=from:MCO,to:ORD,departure:24/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:165.60&airProductToken=AQozCjEIwYIBEgQzMjMzGK4cIMxwKILxggMwq_KCAzhCQABYAWoFQkFTSUNyCE9WQUlZU0JYCjMKMQjBggESBDMwNTEYzHAgrhwo1qWDAzCUp4MDOEJAAFgBagVCQVNJQ3IIT1ZBSVVTQlgSCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAL) ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Sun, Nov 23 - Thu, Nov 27 ORD Chicago TPA Tampa CA $189 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:TPA,departure:23/11/2025TANYT&leg2=from:TPA,to:ORD,departure:27/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:188.10&airProductToken=AQohCh8IxnISBDE0MTYYrhwg8wMokfD9AjC58f0COFpAAFgBCiEKHwjGchIEMTQxNRjzAyCuHCj_nv4CMLSg_gI4WkAAWAESCggBEAEYASoCRjkYASIECAEQASgEMAE) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Sat, Dec 6 - Tue, Dec 16 ORD Chicago FLL Fort Lauderdale CA $266 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:FLL,departure:06/12/2025TANYT&leg2=from:FLL,to:ORD,departure:16/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:265.50&airProductToken=AQoiCiAI1YIBEgQyMTgwGK4cIOVaKOSB_wIwoIP_AjhHQABYAQoiCiAI1YIBEgQyNDg4GOVaIK4cKLfv_wIwhPH_AjhHQABYARIKCAEQARgBKgJVQRgBIgQIARABKAQwAQ) ![Hawaiian Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/HA.gif) Sun, Jan 18 - Fri, Jan 30 ORD Chicago LAS Las Vegas CA $270 Roundtrip found 3 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:LAS,departure:18/01/2026TANYT&leg2=from:LAS,to:ORD,departure:30/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:270.00&airProductToken=AQpFCiAIyIIBEgQ3NDcwGK4cIJJoKITjggMwn-WCAzhVQABYAQohCMiCARIENjE4MBiSaCCLkAEo3-WCAzCz5oIDOFVAAVgBCkUKIQjIggESBDYxMzMYi5ABIJJoKMjpgwMwleqDAzhVQABYAQogCMiCARIENzA3MhiSaCCuHCjA6oMDMM3sgwM4VUABWAESCggBEAEYASoCSEEYASIECAEQASgEMAE) ### How to find cheap flights from Winthrop Harbor #### How much is a flight from Winthrop Harbor? Flights from Winthrop Harbor are available at a range of prices. Attractive deals include one-way fares from CA $58 and roundtrip fares from CA $103. You'll often find the best deals in November. With Expedia, explore offers from multiple airlines and plan your journey effortlessly, ensuring you secure the perfect flight at a competitive price. #### How can I find cheap flights from Winthrop Harbor? Discovering affordable flights from Winthrop Harbor has never been easier, thanks to Expedia. We present a simple solution for comparing fares to a multitude of destinations, with one-way deals from CA $58 and roundtrip offers from CA $103. After choosing an enticing deal, enhance your search with our filters and sort by 'Price (Lowest)' to find the most economical and suitable options. Begin your journey with us today and relish the simplicity of securing cost-effective flights. #### How can I get the best deal on flights from Winthrop Harbor? For the best deal on flights from Winthrop Harbor, flexibility is key. Utilize our 'Show flexible dates' feature on Expedia to compare prices for different dates, and you may find deals when such offers are present. Remember, direct flights from Winthrop Harbor could come with a higher price tag, and different airlines' baggage policies might affect the total cost. Stay tuned with our latest offers to make the most of your travel budget. #### What is the best airline to fly with from Winthrop Harbor? With Expedia, finding the best airline for your journey from Winthrop Harbor is a breeze. We offer options from 20 different airlines, including Spirit Airlines, American Airlines, United, Hawaiian Airlines, Delta, Frontier Airlines. Whether you prioritize price, comfort, or loyalty programs, we have a fit for your travel needs. #### What is the best month to fly from Winthrop Harbor? The best month to fly from Winthrop Harbor is typically November, as it often offers great deals. If you're looking to save on your journey, start your search with Expedia. We provide options to filter for the lowest possible prices, including those from one-way from CA $58 and roundtrip from CA $103 fares. However, remember that airfare can fluctuate based on the time of year and ticket availability. #### When is the best time to book/buy flights from Winthrop Harbor? Secure the best savings with Expedia. Data suggests that booking flights from Winthrop Harbor three weeks in advance can save you up to 20%. Also, consider flying in November for the best rates. Stay updated with us for the latest data and savings advice. #### Are there any last-minute flights from Winthrop Harbor? With Expedia, finding last-minute flights from Winthrop Harbor has never been easier. We offer you a chance to explore the best deals from 20 airlines. Even if you're planning to travel immediately, you can access a variety of options, including one-way from CA $58 and roundtrip from CA $103 fares. Start exploring now and seize the top offers available over the next two weeks. Rest assured, you can find a perfect flight even at the last minute. #### Why book with Expedia? Choose Expedia for unbeatable prices, exceptional value, and substantial savings. We offer a wide selection of routes from Winthrop Harbor, with flight options from 20 airlines, including one-way deals from CA $58. Customize your journey to suit your needs and achieve even more savings by bundling your flight with a hotel or car hire. Start planning your trip with us today and earn rewards points with every booking. #### Can I change/cancel my flight? Absolutely, at Expedia, you can change or cancel your flight. However, fees and refund policies depend on your flight agreement, as each airline has distinct rules for exchanges and refunds. For detailed information, check your itinerary or visit our customer service portal. To maximize flexibility, opt for flights with no change fees using our 'Flexible change policies' filter. ## Travel information ## Flights from Winthrop Harbor: Essential Travel Information | Cheapest flight from Winthrop Harbor | CA $103 (roundtrip) | | --- | --- | | Best airlines to fly from Winthrop Harbor | Spirit Airlines, American Airlines, United, Hawaiian Airlines, Delta, Frontier Airlines | | Cheapest month to fly from Winthrop Harbor | November | | Winthrop Harbor IATA code | ORD | | Winthrop Harbor Country/State | Illinois | | Airline ticket deals from Winthrop Harbor | CA $103 - CA $270 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - [B&B in Beach Park](https://www.expedia.ca/Beach-Park-Bed-And-Breakfast.d183175-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Boutique Hotels in Beach Park](https://www.expedia.ca/Beach-Park-Hotels-Boutique-Hotel.0-0-d183175-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Beach Park](https://www.expedia.ca/Beach-Park-Hotels-Cheap-Hotels.0-0-d183175-tCheapHotels.Travel-Guide-Filter-Hotels) - 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