Title: Cheap Flights from Harlingen (HRL) to Chicago (ORD) - Expedia.ca ![City of Chicago. Image of Chicago downtown and Chicago River with bridges at sunny summer day](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Cheap Flights from Harlingen (HRL) to Chicago (ORD) - [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 ## Popular airlines from Valley Intl. Airport (HRL) to Chicago O'Hare International Airport (ORD) - ![American Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AA.svg) American Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:hrl,to:ord,departure:15/11/2025TANYT&leg2=from:ord,to:hrl,departure:22/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}]) - ![United](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_UA.svg) United [](https://www.expedia.ca/Flights-Search?leg1=from:hrl,to:ord,departure:15/11/2025TANYT&leg2=from:ord,to:hrl,departure:22/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}]) - ![Delta](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg) Delta [](https://www.expedia.ca/Flights-Search?leg1=from:hrl,to:ord,departure:15/11/2025TANYT&leg2=from:ord,to:hrl,departure:22/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![Southwest Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_WN.svg) Southwest Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:hrl,to:ord,departure:15/11/2025TANYT&leg2=from:ord,to:hrl,departure:22/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"WN"}}]) - ![Sun Country Airlines](https://a.travel-assets.com/air/airlines/sy_sq.svg) Sun Country Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:hrl,to:ord,departure:15/11/2025TANYT&leg2=from:ord,to:hrl,departure:22/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"SY"}}]) - ![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) ## Find the cheapest month to fly from Harlingen (HRL) to Chicago (ORD) ### September is typically the cheapest month to fly From CA $261 - CA $596 per traveller. Flight from Harlingen to Chicago (HRL - ORD) route information | Origin airport | Valley Intl. | | --- | --- | | Destination airport | O'Hare Intl. | | Distance | 1953 km | ## Harlingen to Chicago Flights **The easy way to book your flights from Harlingen to Chicago**  With Expedia, it’s simple to find and book flights to Chicago from Harlingen whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from airlines that cover this route. There are nonstop flights to O'Hare Intl., too.   Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Harlingen to Chicago today, tomorrow, or this week.   **Save dollars with cheap flights from Valley Intl., HRL to O'Hare Intl., ORD**  Sort your search results by price to find great deals on your flight from Harlingen to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Harlingen currently is just rising to .   Here are more money-saving tips:  - Fly in when flight prices are normally at their lowest  - Book about a month to 6 weeks before you travel for the best prices to Chicago   - Avoid peak season and weekends when flights can cost more - Early morning and late-night flights are sometimes cheaper, so try varying your travel times  - One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free!  **Reasons to choose Expedia for your flight to Chicago from Harlingen**  Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Chicago with Expedia today. ## Frequently asked questions ### How much is a flight from Valley Intl. Airport (HRL) to ORD? > If you're planning on travelling from Valley Intl. Airport to ORD, round-trip flights start from . This figure is based on airfares available within the last 7 days on Expedia for flights departing within the next year, so don't let a good deal slip through your fingers. Book today and save yourself both money and time. Prices and availability are subject to change. Additional terms apply. ### Do I need to pay a cancellation fee if I cancel my flight from Valley Intl. Airport to ORD? > Every air carrier has its own set of terms and conditions. If you do decide to cancel, follow the easy instructions on our [Customer Service Portal](https://www.expedia.ca/helpcenter). ### How do I find cheap flights from Valley Intl. Airport to O'Hare Airport that have flexible change policies? > Many airlines will allow you to move your flight at no extra charge. All you pay is any additional cost for the new flight. When searching for Valley Intl. Airport (HRL) to O'Hare Intl. Airport (ORD) flights, you'll find a "No change fees" box for you to select. ### How many hours is the flight from Valley Intl. Airport (HRL) to O'Hare Airport? > Lasting around 4 hours and 10 minutes, the flight between HRL and ORD is a good opportunity to do some last-minute planning. Why not use some of this time to read up on what to do in Chicago? ### How far is the flight from Valley Intl. Airport to O'Hare Airport? > Around 1,950 kilometres separates Harlingen and Chicago, so pack some in-flight entertainment to help you fill in a few hours. That novel you've yet to start will do the trick. ### Which airlines fly direct from Valley Intl. Airport to O'Hare Intl. Airport (ORD)? > Flying directly from HRL to O'Hare Airport is a cinch with American Airlines (AA). This top carrier offers 0 flights each month. ### Are Valley Intl. Airport to O'Hare Intl. Airport (ORD) flight tickets cheaper when they're purchased at the last minute? > Booking your trip from Valley Intl. Airport (HRL) to O'Hare Intl. Airport (ORD) last minute could save you some cash. However, it could end up costing a great deal more! If you'd rather avoid the risk, book well ahead of your departure date. In fact, Expedia has some of the biggest bargains as far ahead as 12 months in advance. 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