Cheap flights from Harlingen (HRL) to Chicago (CHI)

HRL — CHI
Sep 27 — Oct 41

The best prices from Harlingen Valley Intl to Chicago are usually found in November or September, booked 59 days in advance, depart on a Monday or Saturday and return on a Tuesday

How to find the cheapest flight from Harlingen (HRL) to Chicago (CHI)

All the information you need to plan the best HRL to CHI flight in 2022: compare Harlingen to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.

HRL - CHI

Price

$280 - $782

CHI

Temperature

23 - 73.4 °F

CHI

Rainfall

1.7 - 4.9 inches

Popular inMayHigh demand for flights, 40% potential price rise
Cheapest inNovemberBest time to find cheap flights, 40% potential price drop
Average price$290Average for round-trip flights in September 2022
Round-trip from$280From Harlingen Valley Intl to Chicago (CHI)

What is the cheapest day to fly round-trip from Harlingen, Texas to Chicago?

Flights from Harlingen, Texas to Chicago are found to be more expensive on Monday. This shouldn't discourage you from searching as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Chicago.

How far in advance should I book a flight from Harlingen, Texas to Chicago?

Find a great deal and save up to 33% by booking at least 60 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Harlingen, Texas to Chicago within the next two weeks, with the cheapest ticket starting at $469.

What is the cheapest month to fly from Harlingen, Texas to Chicago?

November is one of the best times of the year to fly to Chicago from Harlingen, Texas. Prices for November average $467 per person but you can even find prices for as low as $270. The most expensive prices can be found in the month of May. Opting for a November flight can save you 67% on your journey compared to booking in May

When is the cheapest time to fly from Harlingen, Texas to Chicago (HRL - CHI)?

It’s optimal to fly from Harlingen, Texas to Chicago at noon. By choosing this option you can save up to 17% on the cost of your flight, compared to a flight in the evening.

Cheap flights from Harlingen to Chicago in September, October 2022

The best prices found for HRL to CHI flights for September, October
Oct 19 - Oct 26
HRL

Harlingen Valley Intl

ORD

Chicago O'Hare Intl

2 stops

19h 34m
ORD

Chicago O'Hare Intl

HRL

Harlingen Valley Intl

1 stop

8h 21m
$416

United Airlines

Pick Dates

Deal found 9/21/22

Oct 19 - Oct 26
HRL

Harlingen Valley Intl

ORD

Chicago O'Hare Intl

1 stop

10h 59m
ORD

Chicago O'Hare Intl

HRL

Harlingen Valley Intl

1 stop

8h 21m
$424

United Airlines

Pick Dates

Deal found 9/21/22

Oct 13 - Oct 18
HRL

Harlingen Valley Intl

ORD

Chicago O'Hare Intl

1 stop

12h 42m
ORD

Chicago O'Hare Intl

HRL

Harlingen Valley Intl

1 stop

5h 27m
$426

Multiple Airlines

Pick Dates

Deal found 9/21/22

Harlingen to Chicago 2022 flight deals

Cheap flights to Chicago from Harlingen found for this year
Nov 4 - Nov 6
HRL

Harlingen Valley Intl

ORD

Chicago O'Hare Intl

1 stop

7h 11m
ORD

Chicago O'Hare Intl

HRL

Harlingen Valley Intl

1 stop

5h 47m
$410

United Airlines

Pick Dates

Deal found 9/21/22

Oct 19 - Oct 26
HRL

Harlingen Valley Intl

ORD

Chicago O'Hare Intl

2 stops

19h 34m
ORD

Chicago O'Hare Intl

HRL

Harlingen Valley Intl

1 stop

8h 21m
$416

United Airlines

Pick Dates

Deal found 9/21/22

Nov 4 - Nov 6
HRL

Harlingen Valley Intl

ORD

Chicago O'Hare Intl

1 stop

14h 49m
ORD

Chicago O'Hare Intl

HRL

Harlingen Valley Intl

2 stops

13h 58m
$422

United Airlines

Pick Dates

Deal found 9/21/22

Cheap United Airlines flights from Harlingen to Chicago

Nov 4 - Nov 6
HRL

Harlingen Valley Intl

ORD

Chicago O'Hare Intl

1 stop

7h 11m
ORD

Chicago O'Hare Intl

HRL

Harlingen Valley Intl

1 stop

5h 47m
$410

United Airlines

Pick Dates

Deal found 9/21/22

Oct 19 - Oct 26
HRL

Harlingen Valley Intl

ORD

Chicago O'Hare Intl

2 stops

19h 34m
ORD

Chicago O'Hare Intl

HRL

Harlingen Valley Intl

1 stop

8h 21m
$416

United Airlines

Pick Dates

Deal found 9/21/22

Nov 4 - Nov 6
HRL

Harlingen Valley Intl

ORD

Chicago O'Hare Intl

1 stop

14h 49m
ORD

Chicago O'Hare Intl

HRL

Harlingen Valley Intl

2 stops

13h 58m
$422

United Airlines

Pick Dates

Deal found 9/21/22

Cheap American Airlines flights from Harlingen to Chicago

Jan 10 - Jan 14
HRL

Harlingen Valley Intl

ORD

Chicago O'Hare Intl

1 stop

7h 44m
ORD

Chicago O'Hare Intl

HRL

Harlingen Valley Intl

Nonstop

3h 23m
$356

American Airlines

Pick Dates

Deal found 9/21/22

Jan 10 - Jan 14
HRL

Harlingen Valley Intl

ORD

Chicago O'Hare Intl

1 stop

7h 44m
ORD

Chicago O'Hare Intl

HRL

Harlingen Valley Intl

1 stop

4h 55m
$365

American Airlines

Pick Dates

Deal found 9/21/22

Jan 10 - Jan 14
HRL

Harlingen Valley Intl

ORD

Chicago O'Hare Intl

2 stops

15h 05m
ORD

Chicago O'Hare Intl

HRL

Harlingen Valley Intl

1 stop

6h 09m
$460

American Airlines

Pick Dates

Deal found 9/21/22

Last minute flights from Harlingen to Chicago

Late deals on return flights to Chicago from Harlingen, departing today and this week
Oct 2 - Oct 3
HRL

Harlingen Valley Intl

ORD

Chicago O'Hare Intl

1 stop

14h 28m
ORD

Chicago O'Hare Intl

HRL

Harlingen Valley Intl

1 stop

15h 19m
$447

United Airlines

Pick Dates

Deal found 9/19/22

Oct 2 - Oct 3
HRL

Harlingen Valley Intl

ORD

Chicago O'Hare Intl

2 stops

21h 26m
ORD

Chicago O'Hare Intl

HRL

Harlingen Valley Intl

1 stop

15h 19m
$453

United Airlines

Pick Dates

Deal found 9/19/22

Sep 29 - Oct 4
HRL

Harlingen Valley Intl

ORD

Chicago O'Hare Intl

1 stop

5h 45m
ORD

Chicago O'Hare Intl

HRL

Harlingen Valley Intl

1 stop

19h 22m
$465

United Airlines

Pick Dates

Deal found 9/21/22

One-way flights to Chicago from Harlingen

The cheapest one-way flights from Harlingen to Chicago
Oct 5
HRL

Harlingen Valley Intl

ORD

Chicago O'Hare Intl

1 stop

5h 44m
$180

United Airlines

Pick Dates

Deal found 9/21/22

Nov 29
HRL

Harlingen Valley Intl

ORD

Chicago O'Hare Intl

1 stop

5h 00m
$205

American Airlines

Pick Dates

Deal found 9/20/22

Oct 5
HRL

Harlingen Valley Intl

ORD

Chicago O'Hare Intl

2 stops

21h 26m
$225

United Airlines

Pick Dates

Deal found 9/21/22

Related info for your journey

Useful info, stats and facts about Harlingen to Chicago flights.

What airport do you fly from for flights from Harlingen to Chicago?

Harlingen Valley Intl (HRL), located 3.7 mi from the city center, is the airport you fly out of when you book flights from Harlingen to Chicago. 2 airlines have flights from Valley Intl to Chicago on a regular basis. Booking flights from Harlingen Valley Intl to Chicago should not be difficult; the airport handles an average of 0 outbound flights to Chicago per day.

Which airlines flying from Harlingen Valley Intl to Chicago have flexible cancellations due to COVID-19?

Some of our airline partners flying from Harlingen Valley Intl to Chicago have new flexible policies in place due to COVID-19. American Airlines and United Airlines are some of the carriers where you may find flexible cancellation policies. You can use our site to filter for airlines like American Airlines with this kind of flexibility.

Can I find flights from Harlingen, Texas to Chicago for under $400 on Cheapflights?

Yes, there are multiple flights from Harlingen, Texas to Chicago for under $400. The cheapest flight booked recently is on American Airlines for just $356, but on average you can expect to pay $442.

Are there last-minute flights available from Harlingen, Texas to Chicago for under $500?

There are currently 9+ open flights from Harlingen, Texas to Chicago within the next 7 days for less than $500.

What are the cheapest airlines flying from Harlingen, Texas to Chicago round-trip?

Our cheapest airline available from Harlingen, Texas to Chicago is American Airlines. Our recent data shows that you can find tickets from as low as $356 on this airline. Additional options worth looking into are United Airlines and Sun Country Air, starting at $410 and $489 round-trip. American Airlines is priced at 23% lower than the current average price of a flight leaving 3 months from now.

What are the cheapest flights from Harlingen, Texas to Chicago?

Looking at all options, your cheapest flight can be booked for $572. While the most popular route (Harlingen Valley Intl - Chicago O'Hare Intl) can be booked for $365 on average our data indicates $590 when flying from Harlingen, Texas to Chicago.

Alternative routes for Harlingen to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Top 2 airlines flying from Harlingen to Chicago

The chart below displays the airlines Cheapflights users traveling from Harlingen to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-timeCOVID-19 safety
American AirlinesCheapest$280Average$518FlexibilityNo cancel feeOn-time71%COVID-19 safety
Search American Airlines flights
United AirlinesCheapest$321Average$463FlexibilityNo cancel feeOn-time69%COVID-19 safety
Search United Airlines flights