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$165+ 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 12/15. Fares are subject to change and may not be available on all flights or dates of travel.
BRO — CHI
Aug 25 — Sep 11
Mon 8/25
Mon 9/1
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 August 20, 2025.

Round-trip from

$269
(United Airlines)

One-way from

$165
(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 August 20, 2025.

This United Airlines deal was found by Cheapflights users on 8/19. 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.
Wed 10/15:15 pmBRO - ORD
1 stop5h 22mUnited Airlines
Sat 10/410:35 amORD - BRO
1 stop5h 25mUnited Airlines
Deal found 8/19$269
This American Airlines deal was found by Cheapflights users on 8/19. 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.
Fri 11/145:42 pmBRO - ORD
1 stop5h 55mAmerican Airlines
Sun 11/168:10 amORD - BRO
1 stop6h 07mAmerican Airlines
Deal found 8/19$299
This United Airlines deal was found by Cheapflights users on 8/19. 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.
Wed 9/39:45 amBRO - ORD
1 stop7h 25mUnited Airlines
Sun 9/76:00 amORD - BRO
1 stop5h 21mUnited Airlines
Deal found 8/19$319
This American Airlines deal was found by Cheapflights users on 8/17. 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 10/13:04 pmBRO - ORD
1 stop4h 57mAmerican Airlines
Sat 10/41:20 pmORD - BRO
1 stop4h 49mAmerican Airlines
Deal found 8/17$349
This American Airlines deal was found by Cheapflights users on 8/18. 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.
Fri 9/266:39 pmBRO - ORD
1 stop5h 20mAmerican Airlines
Sun 9/2811:00 amORD - BRO
1 stop7h 25mAmerican Airlines
Deal found 8/18$384
This American Airlines deal was found by Cheapflights users on 8/18. 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.
Thu 8/286:57 pmBRO - ORD
1 stop5h 02mAmerican Airlines
Wed 9/311:54 amORD - BRO
1 stop6h 15mAmerican Airlines
Deal found 8/18$429
This United Airlines deal was found by Cheapflights users on 8/19. 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.
Fri 11/145:15 pmBRO - ORD
2 stops14h 50mUnited Airlines
Sun 11/167:10 amORD - BRO
1 stop13h 15mUnited Airlines
Deal found 8/19$459
This United Airlines deal was found by Cheapflights users on 8/20. 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 9/45:15 pmBRO - ORD
2 stops14h 50mUnited Airlines
Mon 9/85:50 pmORD - BRO
1 stop5h 44mUnited Airlines
Deal found 8/20$491
This United Airlines deal was found by Cheapflights users on 8/20. 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.
Sun 12/215:10 amBRO - ORD
1 stop4h 58mUnited Airlines
Sat 12/279:07 pmORD - BRO
2 stops14h 19mUnited Airlines
Deal found 8/20$496

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 August 20, 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 10/1

5:15 pm-10:37 pm

1 stop5h 22m

Chicago O'Hare Intl

Sat 10/4

10:35 am-4:00 pm

1 stop5h 25m

$269

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Fri 11/14

5:42 pm-11:37 pm

1 stop5h 55m

Chicago O'Hare Intl

Sun 11/16

8:10 am-2:17 pm

1 stop6h 07m

$299

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Thu 9/4

5:15 pm-12:15 am

1 stop7h 00m

Chicago O'Hare Intl

Mon 9/8

5:50 pm-11:34 pm

1 stop5h 44m

$319

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Wed 9/3

9:45 am-5:10 pm

1 stop7h 25m

Chicago O'Hare Intl

Sun 9/7

6:00 am-11:21 am

1 stop5h 21m

$319

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Wed 10/1

3:04 pm-8:01 pm

1 stop4h 57m

Chicago O'Hare Intl

Sat 10/4

1:20 pm-6:09 pm

1 stop4h 49m

$349

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Sat 9/13

12:11 pm-7:58 pm

1 stop7h 47m

Chicago O'Hare Intl

Sat 9/27

10:35 am-4:00 pm

1 stop5h 25m

$349

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Fri 9/26

6:39 pm-11:59 pm

1 stop5h 20m

Chicago O'Hare Intl

Sun 9/28

11:00 am-6:25 pm

1 stop7h 25m

$384

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Mon 12/15

12:07 pm-7:19 pm

1 stop7h 12m

$165

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Sat 11/29

9:30 pm-2:27 am

1 stop4h 57m

$205

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Mon 12/15

9:45 am-9:50 am

2 stops24h 05m

$218

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/19

Showing 1-10 of 13 results
1
2

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.

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 August 20, 2025.
Get a feel of what it's like to fly with American Airlines from Brownsville to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
10,000 reviews

Food

6.5

Boarding

7.5

Crew

8.0

Entertainment

6.9

Comfort

7.2

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

BNA - ORD

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Food

6.5

Boarding

7.5

Crew

8.0

Entertainment

6.9

Comfort

7.2

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

BNA - ORD

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.

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.

  • How long is the flight from Brownsville to Chicago?

    There are many flights that can get you from Brownsville to Chicago in 5h 22m. Fly via United Airlines or American Airlines to get the fastest option. Brownsville and Chicago are separated by a distance of 1235 mi. This flight may include one or multiple stops.

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

    Our cheapest airline available from Brownsville to Chicago is United Airlines. Our recent data shows that you can find tickets from as low as $268 on this airline. An additional option worth looking into is American Airlines, starting at $293.

  • 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 Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
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 August 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$268Average$403FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$293Average$358FlexibilityNo cancel feeOn-time71%

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