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$190+ 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 10/10. Fares are subject to change and may not be available on all flights or dates of travel.
BRO — CHI
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
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 September 17, 2025.

Round-trip from

$269
(United Airlines)

One-way from

$190
(American Airlines)

Popular in

October

Cheapest in

July

Average price

$293
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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Highest demand for flights based on searches. 1% potential increase in price ($4 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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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 September 17, 2025.

This United Airlines deal was found by Cheapflights users on 9/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/285:15 pmBRO - ORD
1 stop7h 00mUnited Airlines
Fri 10/315:10 pmORD - BRO
1 stop6h 26mUnited Airlines
Deal found 9/17$269
This American Airlines deal was found by Cheapflights users on 9/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/285:38 amBRO - ORD
1 stop8h 07mAmerican Airlines
Thu 10/306:45 amORD - BRO
1 stop7h 42mAmerican Airlines
Deal found 9/16$312
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Tue 9/305:26 amBRO - ORD
1 stop5h 34mAmerican Airlines
Sat 10/45:16 pmORD - BRO
1 stop5h 31mAmerican Airlines
Deal found 9/15$319
This American Airlines deal was found by Cheapflights users on 9/15. 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 11/55:20 amBRO - ORD
1 stop5h 17mAmerican Airlines
Sun 11/97:25 amORD - BRO
1 stop6h 52mAmerican Airlines
Deal found 9/15$324
This United Airlines deal was found by Cheapflights users on 9/16. 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.
Mon 12/85:25 pmBRO - ORD
1 stop6h 50mUnited Airlines
Thu 12/1112:45 pmORD - BRO
1 stop6h 50mUnited Airlines
Deal found 9/16$329
This United Airlines deal was found by Cheapflights users on 9/16. 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.
Mon 10/277:20 amBRO - ORD
1 stop16h 55mUnited Airlines
Fri 10/315:10 pmORD - BRO
1 stop6h 26mUnited Airlines
Deal found 9/16$372
This United Airlines deal was found by Cheapflights users on 9/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2912:10 pmBRO - ORD
1 stop7h 30mUnited Airlines
Fri 10/36:00 amORD - BRO
1 stop5h 20mUnited Airlines
Deal found 9/15$379
This United Airlines deal was found by Cheapflights users on 9/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/17:15 amBRO - ORD
1 stop5h 05mUnited Airlines
Sun 10/56:00 amORD - BRO
1 stop5h 20mUnited Airlines
Deal found 9/15$399
This United Airlines deal was found by Cheapflights users on 9/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/277:00 amBRO - ORD
1 stop5h 20mUnited Airlines
Sat 10/42:20 pmORD - BRO
1 stop6h 59mUnited Airlines
Deal found 9/15$429
This United Airlines deal was found by Cheapflights users on 9/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/75:25 pmBRO - ORD
1 stop6h 50mUnited Airlines
Sun 12/146:13 pmORD - BRO
1 stop5h 23mUnited Airlines
Deal found 9/17$439

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 September 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 10/29

5:15 pm-12:15 am

1 stop7h 00m

Chicago O'Hare Intl

Tue 11/4

5:10 pm-11:36 pm

1 stop6h 26m

$269

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Tue 10/28

5:38 am-11:37 am

1 stop5h 59m

Chicago O'Hare Intl

Wed 11/5

5:10 pm-11:04 pm

1 stop5h 54m

$269

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Tue 10/28

5:15 pm-12:15 am

1 stop7h 00m

Chicago O'Hare Intl

Fri 10/31

5:10 pm-11:36 pm

1 stop6h 26m

$269

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Thu 10/23

5:15 pm-12:14 am

1 stop6h 59m

Chicago O'Hare Intl

Sun 10/26

6:00 am-11:28 am

1 stop5h 28m

$319

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Wed 11/5

5:20 am-11:48 am

1 stop6h 28m

Chicago O'Hare Intl

Sun 11/9

7:25 am-2:17 pm

1 stop6h 52m

$324

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Mon 12/8

2:48 pm-10:18 pm

1 stop7h 30m

Chicago O'Hare Intl

Thu 12/11

8:50 am-2:17 pm

1 stop5h 27m

$329

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Mon 12/8

5:25 pm-12:15 am

1 stop6h 50m

Chicago O'Hare Intl

Thu 12/11

12:45 pm-7:35 pm

1 stop6h 50m

$329

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Mon 10/27

7:20 am-12:15 am

1 stop16h 55m

Chicago O'Hare Intl

Fri 10/31

5:10 pm-11:36 pm

1 stop6h 26m

$372

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Thu 10/2

6:57 pm-11:52 pm

1 stop4h 55m

Chicago O'Hare Intl

Mon 10/6

4:57 pm-10:30 pm

1 stop5h 33m

$379

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Mon 9/29

12:10 pm-7:40 pm

1 stop7h 30m

Chicago O'Hare Intl

Fri 10/3

6:00 am-11:20 am

1 stop5h 20m

$379

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/17

Showing 1-10 of 14 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 September 17, 2025.
Get a feel of what it's like to fly with United Airlines and 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.
United Airlines
7.4
Good
8,926 reviews

Comfort

7.3

Boarding

7.7

Food

6.6

Crew

8.1

Entertainment

7.1

Overall

7.4

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
8,926 reviews
United Airlines
7.4
Good
8,926 reviews

Comfort

7.3

Boarding

7.7

Food

6.6

Crew

8.1

Entertainment

7.1

Overall

7.4

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
8,926 reviews

Comfort

7.3

Boarding

7.7

Food

6.6

Crew

8.1

Entertainment

7.1

Overall

7.4

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.

  • How long is the flight from Brownsville to Chicago?

    There are many flights that can get you from Brownsville to Chicago in 5h 59m. 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. Users have found that United Airlines is 27% cheaper than the other options available to this destination.

  • 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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See prices for flight routes from nearby airports that may be better suited for you.
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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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$268Average$361FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$293Average$358FlexibilityNo cancel feeOn-time71%

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