Cheap flights from Harlingen, Texas to Chicago from $160
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Harlingen, Texas to Chicago departing on 7/21. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
Discover deals from 900+ travel sites with momondo.
Save money when you book flights with momondo
Big names and deals
Big names and deals
Search 100s of travel sites to compare prices.Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customize your results.Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.Price Alerts
Price Alerts
Not ready to book? to track prices.Find the cheapest flights from Harlingen, Texas to Chicago
Cheap round-trip flights
Cheap one-way flights
United Airlines flights from Harlingen, Texas to Chicago
Our best United Airlines deals on Harlingen, Texas to Chicago flight tickets
American Airlines flights from Harlingen, Texas to Chicago
Our best American Airlines deals on Harlingen, Texas to Chicago flight tickets
See travel insights to Chicago from
How to get the cheapest flight ticket from Harlingen, Texas to Chicago
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the typical price of a round-trip flight between Harlingen, Texas and Chicago?
What is the cheapest month to fly to Chicago?
The month of May is, on average, the cheapest month to fly to Chicago from Harlingen, Texas, with most prices found around $233. If you’re not able to fly to Chicago in May, then April is your next best option. Flight prices from Harlingen, Texas to Chicago during April average around $267.
What is the cheapest day to depart on your flight to Chicago?
The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $263. This is often the case because there is less demand to fly during this day of the week. When flying out on a Saturday, the most expensive travel day of the week, you can expect to see flight prices from Harlingen, Texas to Chicago for around $531.
What is the cheapest time of day to depart on your flight to Chicago?
Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Harlingen, Texas to Chicago during this time can be as low as $351. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $531.
What is the cheapest Harlingen Valley Intl to Chicago flight route?
Fly from Harlingen Valley Intl to Chicago O'Hare Intl for the best Harlingen Valley Intl - Chicago flight prices
What cabin class options are available on Harlingen Valley Intl to Chicago flights?
There are 1 cabin classes available to choose from on Harlingen Valley Intl to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
How have Harlingen, Texas to Chicago flight prices changed over time?
What is the cheapest airline that flies from Harlingen Valley Intl to Chicago?
American Airlines, Southwest, and United Airlines are the most popular carriers operating from Harlingen Valley Intl to Chicago
What airlines fly to Chicago?
American Airlines, United Airlines and Southwest are the top three most popular airlines that fly to Chicago from Harlingen, Texas according to our data. American Airlines is the first choice among our users, with 79% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 3 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.
When to book flights from Harlingen, Texas to Chicago
Cheap Harlingen, Texas to Chicago (HRL to CHI) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Harlingen, Texas to Chicago
How far is Harlingen Valley Intl to Chicago by plane?
The distance between Harlingen Valley Intl and Chicago is about 1224.6 mi. A reasonable flight in good conditions will take 4h 49m.
When did momondo last update prices for flights from Harlingen Valley Intl Airport to Chicago?
Prices for flights from Harlingen Valley Intl Airport to Chicago refresh daily.
How many operators does momondo search for flights from Harlingen Valley Intl Airport to Chicago?
The number of operators available for flights from Harlingen Valley Intl Airport to Chicago is 2 as of April 2025.
How old do you have to be to fly from Harlingen Valley Intl Airport to Chicago?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Harlingen Valley Intl Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Harlingen, Texas to Chicago?
momondo data reveals that the most frequently booked plane model on the route from Harlingen, Texas to Chicago is Embraer 175 (Enhanced Winglets), representing 50.00% of all bookings. The subsequent popular model is Embraer 170 at 50.00%.
What is the most popular airline from Harlingen, Texas to Chicago?
Based on momondo bookings for flights between Harlingen, Texas and Chicago, the leading airline is American Airlines, making up 47% of the total bookings. Other popular airlines include United Airlines with 38% and Southwest with 14%.
Best airlines flying from Harlingen, Texas to Chicago
Compare and see reviews for airlines that fly from Harlingen, Texas to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $233 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $263 | Free Cancellation | Rating 8.0 4,280 reviews | |||
| PriceFrom $281 | Free Cancellation | Rating 7.4 8,667 reviews |
Southwest Flights From Harlingen, Texas to Chicago
The lowest priced Southwest flight from Harlingen, Texas to Chicago from the last 72 hours was $263. Generally, Southwest has 2 flights on this route every week with an average price of $307. Southwest is rated 8.0/10 by our users.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Harlingen to Chicago?
To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Harlingen.
Can I find flights from Harlingen to Chicago with flexible booking policies on momondo?
All flight searches from Harlingen to Chicago on momondo can be filtered to show those which offer flexible booking policies.
How can momondo help me find flights from Harlingen to Chicago?
Once all potential Harlingen to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.
I’m not ready to book a flight from Harlingen to Chicago right now. Can momondo alert me if prices change?
Price alerts on flights to Chicago from Harlingen are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.