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$249+ Cheap flights from Brownsville (BRO) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/23. Fares are subject to change and may not be available on all flights or dates of travel.
BRO — CHI
Jun 22 — Jun 291
Sun 6/22
Sun 6/29
1 adult, Economy
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Cheap flight deals from Brownsville to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Brownsville (BRO) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated June 17, 2025.

Round-trip from

$269
(American Airlines)

One-way from

$249
(American Airlines)
From Brownsville South Padre Is. Intl to Chicago (CHI)
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One-way flight from Brownsville South Padre Is. Intl to Chicago (CHI)
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Find flight deals from Brownsville to Chicago

Cheapest flights from Brownsville to Chicago
Explore the most affordable flight options available from Brownsville to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 17, 2025.

This American Airlines deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/167:26 pmBRO - ORD
1 stop5h 33mAmerican Airlines
Sat 7/196:20 pmORD - BRO
1 stop5h 55mAmerican Airlines
Deal found 6/15$269
This United Airlines deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/25:15 pmBRO - ORD
1 stop5h 22mUnited Airlines
Sun 10/56:00 amORD - BRO
1 stop5h 20mUnited Airlines
Deal found 6/16$349

Cheapflights Fare Finder

Customize your flight search to find flights from Brownsville to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 17, 2025.
Use the filters below to find and compare flights from Brownsville to Chicago that are best for you.

Fly from

Brownsville

Fly to

Chicago

Route

Depart

Return

Price

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Wed 7/16

7:26 pm-12:59 am

1 stop5h 33m

Chicago O'Hare Intl

Sat 7/19

6:20 pm-12:15 am

1 stop5h 55m

$269

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Thu 10/2

5:15 pm-10:37 pm

1 stop5h 22m

Chicago O'Hare Intl

Sun 10/5

6:00 am-11:20 am

1 stop5h 20m

$349

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Mon 6/23

7:09 pm-12:59 am

1 stop5h 50m

$249

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Thu 7/17

5:10 am-12:26 pm

1 stop7h 16m

$289

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/16

Best time to book a flight from Brownsville to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Brownsville with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Brownsville to Chicago

What is the cheapest month to book a flight from Brownsville to Chicago?

Currently, August is the cheapest month in which you can book a flight from Brownsville to Chicago (average of $245). Flying from Brownsville to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated June 17, 2025.
United Airlines
7.4
Good
8,801 reviews

Entertainment

7.0

Food

6.6

Overall

7.4

Boarding

7.7

Comfort

7.3

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
United Airlines
7.4
Good
8,801 reviews
United Airlines
7.4
Good
8,801 reviews

Entertainment

7.0

Food

6.6

Overall

7.4

Boarding

7.7

Comfort

7.3

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,801 reviews

Entertainment

7.0

Food

6.6

Overall

7.4

Boarding

7.7

Comfort

7.3

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

Related info for your journey

Find useful and relevant information for your journey from Brownsville to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Brownsville to Chicago?

    If you book a flight to Chicago from Brownsville, you will be flying from South Padre Is. Intl, which is the city’s only airport. Brownsville South Padre Is. Intl (BRO) is located 4.5 mi from the center of Brownsville. There are 0 flights from South Padre Is. Intl to Chicago per day from 2 different airlines.

  • What are the cheapest airlines flying from Brownsville to Chicago round-trip?

    Our cheapest airline available from Brownsville to Chicago is American Airlines. Our recent data shows that you can find tickets from as low as $269 on this airline. An additional option worth looking into is United Airlines, starting at $349.

  • Can I find deals for flights from Brownsville to Chicago that include hotel bookings?

    Yes. In addition to deals on Brownsville to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Brownsville to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Brownsville to Chicago.

  • Can I find deals for business class flights from Brownsville to Chicago?

    Yes. Cheapflights offers flight deals from Brownsville to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Brownsville to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Brownsville to Chicago (average of $245). Flying from Brownsville to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Brownsville?

Book flights to Brownsville if you plan to visit one of these locations
Merrillville
Lansing
Benton Harbor
Porter
Hammond
Valparaiso
Chesterton

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Top 2 airlines flying from Brownsville to Chicago

Discover the top 2 airlines that operate flights from Brownsville to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$268Average$403FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$293Average$358FlexibilityNo cancel feeOn-time71%

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