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$155+ 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 12/24. Fares are subject to change and may not be available on all flights or dates of travel.
BRO — CHI
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
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 October 30, 2025.

This American Airlines deal was found by Cheapflights users on 10/30. 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 12/115:54 pmBRO - ORD
1 stop5h 32mAmerican Airlines
Mon 12/158:50 amORD - BRO
1 stop8h 19mAmerican Airlines
Deal found 10/30$299
This United Airlines deal was found by Cheapflights users on 10/29. 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 11/135:15 pmBRO - ORD
1 stop7h 00mUnited Airlines
Mon 11/175:50 pmORD - BRO
1 stop5h 46mUnited Airlines
Deal found 10/29$419
This American Airlines deal was found by Cheapflights users on 10/29. 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 12/263:03 pmBRO - ORD
1 stop7h 17mAmerican Airlines
Tue 12/301:15 pmORD - BRO
1 stop6h 03mAmerican Airlines
Deal found 10/29$439
This United Airlines deal was found by Cheapflights users on 10/29. 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 11/117:15 amBRO - ORD
1 stop4h 53mUnited Airlines
Sat 11/158:50 amORD - BRO
1 stop7h 10mUnited Airlines
Deal found 10/29$454
This United Airlines deal was found by Cheapflights users on 10/30. 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 12/115:25 pmBRO - ORD
1 stop6h 50mUnited Airlines
Mon 12/152:00 pmORD - BRO
2 stops21h 27mUnited Airlines
Deal found 10/30$462
This United Airlines deal was found by Cheapflights users on 10/29. 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 10/315:15 pmBRO - ORD
1 stop7h 00mUnited Airlines
Tue 11/45:10 pmORD - BRO
1 stop6h 26mUnited Airlines
Deal found 10/29$469
This United Airlines deal was found by Cheapflights users on 10/29. 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 12/264:55 pmBRO - ORD
1 stop7h 19mUnited Airlines
Tue 12/306:05 pmORD - BRO
2 stops17h 21mUnited Airlines
Deal found 10/29$477
This American Airlines deal was found by Cheapflights users on 10/29. 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 11/910:25 amORD - BRO
1 stop7h 16mAmerican Airlines
Deal found 10/29$484
This American Airlines deal was found by Cheapflights users on 10/29. 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 11/216:11 pmBRO - ORD
1 stop5h 20mAmerican Airlines
Mon 11/247:31 amORD - BRO
1 stop6h 49mAmerican Airlines
Deal found 10/29$492
This United Airlines deal was found by Cheapflights users on 10/30. 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 11/45:15 pmBRO - ORD
1 stop7h 00mUnited Airlines
Thu 11/65:10 pmORD - BRO
1 stop6h 26mUnited Airlines
Deal found 10/30$499
This United Airlines deal was found by Cheapflights users on 10/30. 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 11/215:15 pmBRO - ORD
1 stop7h 00mUnited Airlines
Mon 11/246:00 amORD - BRO
1 stop5h 28mUnited Airlines
Deal found 10/30$518

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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$299
(American Airlines)

One-way from

$155
(United Airlines)

Popular in

October

Cheapest in

July

Average price

$456
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. 1% potential increase in price ($4 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 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 October 30, 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

Thu 12/11

5:54 pm-11:26 pm

1 stop5h 32m

Chicago O'Hare Intl

Mon 12/15

8:50 am-5:09 pm

1 stop8h 19m

$299

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Fri 4/24

5:25 pm-10:36 pm

1 stop5h 11m

Chicago O'Hare Intl

Mon 4/27

4:05 pm-11:03 pm

1 stop6h 58m

$349

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Thu 11/13

5:15 pm-12:15 am

1 stop7h 00m

Chicago O'Hare Intl

Mon 11/17

5:50 pm-11:36 pm

1 stop5h 46m

$419

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Fri 12/26

3:03 pm-10:20 pm

1 stop7h 17m

Chicago O'Hare Intl

Tue 12/30

1:15 pm-7:18 pm

1 stop6h 03m

$439

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Tue 11/11

7:15 am-12:08 pm

1 stop4h 53m

Chicago O'Hare Intl

Sat 11/15

8:50 am-4:00 pm

1 stop7h 10m

$454

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Thu 12/11

5:25 pm-12:15 am

1 stop6h 50m

Chicago O'Hare Intl

Mon 12/15

2:00 pm-11:27 am

2 stops21h 27m

$462

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Fri 12/26

4:55 pm-12:14 am

1 stop7h 19m

Chicago O'Hare Intl

Tue 12/30

6:05 pm-11:26 am

2 stops17h 21m

$477

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Fri 11/21

6:11 pm-11:31 pm

1 stop5h 20m

Chicago O'Hare Intl

Mon 11/24

7:31 am-2:20 pm

1 stop6h 49m

$492

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Fri 11/21

5:15 pm-12:15 am

1 stop7h 00m

Chicago O'Hare Intl

Mon 11/24

6:00 am-11:28 am

1 stop5h 28m

$518

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

Fri 4/24

6:21 pm-6:10 am

2 stops11h 49m

Chicago O'Hare Intl

Mon 4/27

6:00 am-1:57 pm

1 stop7h 57m

$546

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 15 results
1
2

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 October.
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 October 30, 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
8,998 reviews

Comfort

7.3

Food

6.6

Entertainment

7.1

Boarding

7.7

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
8,998 reviews
United Airlines
7.4
Good
8,998 reviews

Comfort

7.3

Food

6.6

Entertainment

7.1

Boarding

7.7

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
11,035 reviews
United Airlines
7.4
Good
8,998 reviews

Comfort

7.3

Food

6.6

Entertainment

7.1

Boarding

7.7

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 11m. 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 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, 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
Merrillville
Lansing
Hammond
Porter
Benton Harbor

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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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$268Average$403FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$268Average$383FlexibilityNo cancel feeOn-time71%

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