$420 Cheap Flights from Trujillo (TRU) to Chicago (MDW)

View $420 flight on Sat, Sep 6, 2025Opens in a new window

Popular airlines from Trujillo (TRU-Capitan FAP Carlos Martinez de Pinillos Intl.) to Chicago Midway Airport (MDW)

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Cheap Flights from Trujillo to Chicago (TRU-MDW)

Prices were available within the past 7 days and start at $420 for one-way flights and $707 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

LATAM Airlines Group
Tue, Sep 16 - Tue, Sep 23
TRU
Trujillo
MDW
Chicago
$707 Roundtrip, found 4 days ago
$707
Roundtrip
found 4 days ago
Select LATAM Airlines Group flight, departing Tue, Sep 16 from Trujillo to Chicago, returning Tue, Sep 23, priced at $707 found 4 days ago
LATAM Airlines Group
Tue, Sep 16 - Tue, Sep 23
TRU
Trujillo
MDW
Chicago
$714 Roundtrip, found 4 days ago
$714
Roundtrip
found 4 days ago
Select LATAM Airlines Group flight, departing Tue, Sep 16 from Trujillo to Chicago, returning Tue, Sep 23, priced at $714 found 4 days ago
LATAM Airlines Group
Tue, Sep 16 - Tue, Sep 23
TRU
Trujillo
MDW
Chicago
$895 Roundtrip, found 4 days ago
$895
Roundtrip
found 4 days ago
Select LATAM Airlines Group flight, departing Tue, Sep 16 from Trujillo to Chicago, returning Tue, Sep 23, priced at $895 found 4 days ago
LATAM Airlines Group
Tue, Sep 16 - Tue, Sep 23
TRU
Trujillo
MDW
Chicago
$904 Roundtrip, found 4 days ago
$904
Roundtrip
found 4 days ago
Select LATAM Airlines Group flight, departing Tue, Sep 16 from Trujillo to Chicago, returning Tue, Sep 23, priced at $904 found 4 days ago
LATAM Airlines Group
Tue, Sep 16 - Tue, Sep 23
TRU
Trujillo
MDW
Chicago
$1,485 Roundtrip, found 4 days ago
$1,485
Roundtrip
found 4 days ago
Select LATAM Airlines Group flight, departing Tue, Sep 16 from Trujillo to Chicago, returning Tue, Sep 23, priced at $1,485 found 4 days ago
LATAM Airlines Group
Tue, Sep 16 - Tue, Sep 23
TRU
Trujillo
MDW
Chicago
$1,580 Roundtrip, found 4 days ago
$1,580
Roundtrip
found 4 days ago
Select LATAM Airlines Group flight, departing Tue, Sep 16 from Trujillo to Chicago, returning Tue, Sep 23, priced at $1,580 found 4 days ago
LATAM Airlines Group
Tue, Sep 16 - Tue, Sep 23
TRU
Trujillo
MDW
Chicago
$1,686 Roundtrip, found 4 days ago
$1,686
Roundtrip
found 4 days ago
Select LATAM Airlines Group flight, departing Tue, Sep 16 from Trujillo to Chicago, returning Tue, Sep 23, priced at $1,686 found 4 days ago
LATAM Airlines Group
Tue, Sep 16 - Tue, Sep 23
TRU
Trujillo
MDW
Chicago
$1,703 Roundtrip, found 4 days ago
$1,703
Roundtrip
found 4 days ago
Select LATAM Airlines Group flight, departing Tue, Sep 16 from Trujillo to Chicago, returning Tue, Sep 23, priced at $1,703 found 4 days ago
LATAM Airlines Group
Tue, Sep 16 - Tue, Sep 23
TRU
Trujillo
MDW
Chicago
$1,780 Roundtrip, found 4 days ago
$1,780
Roundtrip
found 4 days ago
Select LATAM Airlines Group flight, departing Tue, Sep 16 from Trujillo to Chicago, returning Tue, Sep 23, priced at $1,780 found 4 days ago
LATAM Airlines Group
Tue, Sep 16 - Tue, Sep 23
TRU
Trujillo
MDW
Chicago
$1,797 Roundtrip, found 4 days ago
$1,797
Roundtrip
found 4 days ago
Select LATAM Airlines Group flight, departing Tue, Sep 16 from Trujillo to Chicago, returning Tue, Sep 23, priced at $1,797 found 4 days ago
Flights from Trujillo (TRU) to Chicago (MDW)
Origin airport
Capitan FAP Carlos Martinez de Pinillos Intl.
Destination airport
Midway Intl.
Roundtrip price
$706
Distance
3488 mi

Trujillo to Chicago Flights

The cheapest times to fly from Trujillo to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Trujillo to Chicago are during the month of September. You can find some of the cheapest flights from Trujillo to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Trujillo to Chicago

Sunday is one of the best days to book for cheap flights from Trujillo to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Trujillo to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Trujillo to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $420 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Trujillo to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Trujillo to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Capitan FAP Carlos Martinez de Pinillos Intl. Airport (TRU) to Midway Intl. Airport (MDW) cost?
Get a cheap one-way flight from $420 or cheap return flight from $707 from Capitan FAP Carlos Martinez de Pinillos Intl. Airport (TRU) to Midway Intl. Airport (MDW) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from Capitan FAP Carlos Martinez de Pinillos Intl. Airport (TRU) to Midway Intl. Airport (MDW)?
The cheapest month to fly from TRU to MDW is September, when there's less demand. Off-peak season is typically when better flight deals are available between these airports.
What is the cheapest airline that flies from Capitan FAP Carlos Martinez de Pinillos Intl. Airport (TRU) to Midway Intl. Airport (MDW)?
Expedia's filter tool lets you easily compare airlines, flight times and fares all in one place. Choose your preferences, then sort by "Price (lowest to highest)" to find out which carrier offers the cheapest TRU to MDW flight.
How many flights per day from Capitan FAP Carlos Martinez de Pinillos Intl. Airport (TRU) to Midway Intl. Airport (MDW)?
Direct flights from Capitan FAP Carlos Martinez de Pinillos Intl. Airport (TRU) to Midway Intl. Airport (MDW) aren't available daily, so you'll have to take a flight with a layover. Explore your options with Expedia's filters. Enter your dates and select either "1 Stop" or "2+ Stops."
What day of the week has the most flights from TRU to MDW?
Friday is usually the busiest day for flights, while Tuesday is often the quietest.* Just remember that flight schedules can vary depending on a range of factors, such as the time of year and airline.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Capitan FAP Carlos Martinez de Pinillos Intl. Airport (TRU) to Midway Intl. Airport (MDW)?
To reach Midway Intl. Airport (MDW) on schedule, opt for a flight that leaves from Capitan FAP Carlos Martinez de Pinillos Intl. Airport (TRU) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this hour.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Capitan FAP Carlos Martinez de Pinillos Intl. Airport (TRU) to Midway Intl. Airport (MDW) last-minute?
Waiting until just before your trip to book your flight from TRU to MDW often results in higher prices. Although you may find some last-minute discounts, there's no guarantee. Allow some flexibility in your schedule for the best chance of getting a bargain.
Is it cheaper to book a TRU to MDW flight and hotel package?
Compared with arranging flights and hotels separately, booking a TRU to MDW flight and hotel package with Expedia could lead to significant savings. Better still, having everything in one easy place will take the hassle out of planning your trip. Simply pick your flights and choose from our extensive range of hotels, then personalize your trip with extras like tours and car rentals.
Can I cancel or change the date of my flight from Capitan FAP Carlos Martinez de Pinillos Intl. Airport (TRU) to Midway Intl. Airport (MDW)?
You can usually reschedule or cancel your TRU to MDW flight. However, if it's been more than 24 hours since booking, additional charges may apply. Refer to your airline's policies in your itinerary to see what changes are allowed and whether any costs are involved. You'll also find more information on our Customer Service portal.

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*Available to One Key members.