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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 2/1. Fares are subject to change and may not be available on all flights or dates of travel.
BRO — CHI
dic. 5 — dic. 121
vie. 12/5
vie. 12/12
1 adult, Economy
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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 noviembre 5, 2025.

This American Airlines deal was found by Cheapflights users on 11/5. 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.
vie. 12/55:42 pmBRO - ORD
1 stop5h 53mAmerican Airlines
vie. 12/127:15 amORD - BRO
1 stop7h 01mAmerican Airlines
Deal found 11/5$320
This American Airlines deal was found by Cheapflights users on 11/4. 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.
mié. 11/195:20 amBRO - ORD
1 stop6h 28mAmerican Airlines
dom. 11/237:29 amORD - BRO
1 stop6h 51mAmerican Airlines
Deal found 11/4$339
This American Airlines deal was found by Cheapflights users on 11/5. 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.
sáb. 11/226:11 pmBRO - ORD
1 stop5h 43mAmerican Airlines
lun. 11/247:31 amORD - BRO
1 stop6h 49mAmerican Airlines
Deal found 11/5$370
This United Airlines deal was found by Cheapflights users on 11/5. 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.
dom. 11/235:15 pmBRO - ORD
1 stop5h 55mUnited Airlines
sáb. 11/296:00 amORD - BRO
1 stop5h 28mUnited Airlines
Deal found 11/5$384
This United Airlines deal was found by Cheapflights users on 11/4. 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.
sáb. 11/1512:15 pmBRO - ORD
1 stop7h 41mUnited Airlines
lun. 11/175:10 pmORD - BRO
1 stop6h 26mUnited Airlines
Deal found 11/4$409
This American Airlines deal was found by Cheapflights users on 11/5. 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.
jue. 11/202:50 pmBRO - ORD
1 stop7h 33mAmerican Airlines
lun. 11/247:31 amORD - BRO
1 stop6h 49mAmerican Airlines
Deal found 11/5$454
This United Airlines deal was found by Cheapflights users on 11/3. 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.
lun. 11/1012:15 pmBRO - ORD
1 stop7h 41mUnited Airlines
mié. 11/1212:45 pmORD - BRO
1 stop7h 40mUnited Airlines
Deal found 11/3$469
This United Airlines deal was found by Cheapflights users on 11/4. 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.
vie. 11/215:15 pmBRO - ORD
1 stop7h 00mUnited Airlines
lun. 11/243:45 pmORD - BRO
2 stops19h 43mUnited Airlines
Deal found 11/4$473
This United Airlines deal was found by Cheapflights users on 11/5. 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.
vie. 12/265:10 amBRO - ORD
1 stop5h 52mUnited Airlines
mar. 12/309:07 pmORD - BRO
2 stops14h 19mUnited Airlines
Deal found 11/5$477
This United Airlines deal was found by Cheapflights users on 11/5. 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.
vie. 12/56:30 amBRO - ORD
2 stops10h 17mUnited Airlines
vie. 12/126:13 pmORD - BRO
1 stop5h 23mUnited Airlines
Deal found 11/5$493
This United Airlines deal was found by Cheapflights users on 11/5. 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.
jue. 11/205:15 pmBRO - ORD
1 stop7h 00mUnited Airlines
lun. 11/245:50 pmORD - BRO
1 stop5h 46mUnited Airlines
Deal found 11/5$509

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 noviembre 5, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$269
(American Airlines)

One-way from

$165
(United Airlines)

Popular in

October

Cheapest in

July

Average price

$455
Provider with most accurate pricing for Brownsville South Padre Is. Intl-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Brownsville South Padre Is. Intl-Chicago (CHI) flights.
Search Deals
From Brownsville South Padre Is. Intl to Chicago (CHI)
Search Deals
One-way flight from Brownsville South Padre Is. Intl to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($23 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

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 noviembre 5, 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

vie. 12/5

5:42 pm-11:35 pm

1 stop5h 53m

Chicago O'Hare Intl

vie. 12/12

7:15 am-2:16 pm

1 stop7h 01m

$320

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

mié. 11/19

5:20 am-11:48 am

1 stop6h 28m

Chicago O'Hare Intl

dom. 11/23

7:29 am-2:20 pm

1 stop6h 51m

$339

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

sáb. 11/22

6:11 pm-11:54 pm

1 stop5h 43m

Chicago O'Hare Intl

lun. 11/24

7:31 am-2:20 pm

1 stop6h 49m

$370

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

vie. 4/24

5:25 pm-12:10 am

1 stop6h 45m

Chicago O'Hare Intl

lun. 4/27

4:05 pm-11:03 pm

1 stop6h 58m

$379

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

dom. 11/23

5:15 pm-11:10 pm

1 stop5h 55m

Chicago O'Hare Intl

sáb. 11/29

6:00 am-11:28 am

1 stop5h 28m

$384

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

sáb. 11/15

12:15 pm-7:56 pm

1 stop7h 41m

Chicago O'Hare Intl

lun. 11/17

5:10 pm-11:36 pm

1 stop6h 26m

$409

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

vie. 12/26

3:03 pm-10:20 pm

1 stop7h 17m

Chicago O'Hare Intl

mar. 12/30

1:15 pm-7:18 pm

1 stop6h 03m

$454

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

vie. 11/21

5:15 pm-12:15 am

1 stop7h 00m

Chicago O'Hare Intl

lun. 11/24

3:45 pm-11:28 am

2 stops19h 43m

$473

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

vie. 12/5

6:30 am-4:47 pm

2 stops10h 17m

Chicago O'Hare Intl

vie. 12/12

6:13 pm-11:36 pm

1 stop5h 23m

$493

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

sáb. 11/22

5:15 pm-11:15 pm

1 stop6h 00m

Chicago O'Hare Intl

lun. 11/24

12:45 pm-11:28 am

2 stops22h 43m

$542

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/3

Showing 1-10 of 17 results
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Compare providers for flights from Brownsville to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Brownsville to Chicago in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Brownsville-Chicago flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Brownsville-Chicago flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Brownsville-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Brownsville-Chicago flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Brownsville-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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, December is the cheapest month in which you can book a flight from Brownsville to Chicago (average of $130). Flying from Brownsville to Chicago in February is currently the most expensive (average of $328). 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 noviembre 5, 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
9,002 reviews

Boarding

7.7

Food

6.6

Comfort

7.3

Entertainment

7.1

Overall

7.4

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
United Airlines
7.4
Good
9,002 reviews
United Airlines
7.4
Good
9,002 reviews

Boarding

7.7

Food

6.6

Comfort

7.3

Entertainment

7.1

Overall

7.4

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
American Airlines
7.2
Good
11,042 reviews
United Airlines
7.4
Good
9,002 reviews

Boarding

7.7

Food

6.6

Comfort

7.3

Entertainment

7.1

Overall

7.4

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

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 53m. Fly via American Airlines or United 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 $268. Users have found that United Airlines is 29% 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, December is the cheapest month in which you can book a flight from Brownsville to Chicago (average of $130). Flying from Brownsville to Chicago in February is currently the most expensive (average of $328). 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
Lansing
Hammond
Porter
Benton Harbor
Merrillville

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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 noviembre 5, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$268Average$408FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$268Average$383FlexibilityNo cancel feeOn-time71%

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