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Cheap flights from Brownsville to Chicago from $165

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Brownsville to Chicago departing on 10/20. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap round-trip flights

American Airlines Logo
3:04 pm - 8:01 pmBRO-ORD
4h 57m1 stop
American Airlines Logo
1:20 pm - 6:09 pmORD-BRO
4h 49m1 stop
$243American Airlines
Find Deal
mar., sep. 9 - sáb., sep. 13
United Airlines Logo
5:15 pm - 12:15 amBRO-ORD
7h 00m1 stop
United Airlines Logo
6:00 am - 11:21 amORD-BRO
5h 21m1 stop
$319United Airlines
Find Deal
mié., ago. 27 - dom., ago. 31
American Airlines Logo
6:57 pm - 11:59 pmBRO-ORD
5h 02m1 stop
American Airlines Logo
1:20 pm - 6:09 pmORD-BRO
4h 49m1 stop
$328American Airlines
Find Deal
jue., ago. 28 - mié., sep. 3
United Airlines Logo
5:15 pm - 12:15 amBRO-ORD
7h 00m1 stop
United Airlines Logo
6:00 am - 11:21 amORD-BRO
5h 21m1 stop
$353United Airlines
Find Deal
mar., sep. 9 - dom., sep. 14
American Airlines Logo
6:39 pm - 11:59 pmBRO-ORD
5h 20m1 stop
American Airlines Logo
8:25 am - 2:24 pmORD-BRO
5h 59m1 stop
$358American Airlines
Find Deal
mié., oct. 1 - dom., oct. 5
United Airlines Logo
5:15 pm - 10:37 pmBRO-ORD
5h 22m1 stop
United Airlines Logo
7:15 am - 9:19 pmORD-BRO
14h 04m2 stops
$360United Airlines
Find Deal
mié., oct. 1 - sáb., oct. 4
American Airlines Logo
3:04 pm - 8:01 pmBRO-ORD
4h 57m1 stop
American Airlines Logo
5:16 pm - 10:47 pmORD-BRO
5h 31m1 stop
$378American Airlines
Find Deal
mar., sep. 9 - vie., sep. 12
American Airlines Logo
6:39 pm - 11:59 pmBRO-ORD
5h 20m1 stop
American Airlines Logo
3:58 pm - 10:34 pmORD-BRO
6h 36m1 stop
$384American Airlines
Find Deal
lun., sep. 8 - jue., sep. 11
United Airlines Logo
5:15 pm - 8:05 amBRO-ORD
14h 50m2 stops
United Airlines Logo
2:20 pm - 7:38 pmORD-BRO
5h 18m1 stop
$386United Airlines
Find Deal
mar., sep. 9 - sáb., sep. 13
United Airlines Logo
5:15 pm - 10:41 pmBRO-ORD
5h 26m1 stop
United Airlines Logo
9:05 pm - 4:03 pmORD-BRO
18h 58m1 stop
$396United Airlines
Find Deal
mar., sep. 9 - vie., sep. 12

American Airlines flights from Brownsville to Chicago

Our best American Airlines deals on Brownsville to Chicago flight tickets
American Airlines
Sep 9
BRO3:04 pmBrownsville South Padre Is. Intl
4h 57m
1 stop
ORD8:01 pmChicago O'Hare Intl
Sep 13
ORD1:20 pmChicago O'Hare Intl
4h 49m
1 stop
BRO6:09 pmBrownsville South Padre Is. Intl
$243
Find similar
American Airlines
Aug 28
BRO6:57 pmBrownsville South Padre Is. Intl
5h 02m
1 stop
ORD11:59 pmChicago O'Hare Intl
Sep 3
ORD1:20 pmChicago O'Hare Intl
4h 49m
1 stop
BRO6:09 pmBrownsville South Padre Is. Intl
$328
Find similar
American Airlines
Aug 23
BRO10:33 amBrownsville South Padre Is. Intl
6h 37m
1 stop
ORD5:10 pmChicago O'Hare Intl
Aug 30
ORD4:21 pmChicago O'Hare Intl
6h 38m
1 stop
BRO10:59 pmBrownsville South Padre Is. Intl
$349
Find similar

United Airlines flights from Brownsville to Chicago

Our best United Airlines deals on Brownsville to Chicago flight tickets
United Airlines
Aug 27
BRO5:15 pmBrownsville South Padre Is. Intl
7h 00m
1 stop
ORD12:15 amChicago O'Hare Intl
Aug 31
ORD6:00 amChicago O'Hare Intl
5h 21m
1 stop
BRO11:21 amBrownsville South Padre Is. Intl
$319
Find similar
United Airlines
Sep 9
BRO5:15 pmBrownsville South Padre Is. Intl
7h 00m
1 stop
ORD12:15 amChicago O'Hare Intl
Sep 14
ORD6:00 amChicago O'Hare Intl
5h 21m
1 stop
BRO11:21 amBrownsville South Padre Is. Intl
$353
Find similar
United Airlines
Oct 1
BRO5:15 pmBrownsville South Padre Is. Intl
5h 22m
1 stop
ORD10:37 pmChicago O'Hare Intl
Oct 4
ORD7:15 amChicago O'Hare Intl
14h 04m
2 stops
BRO9:19 pmBrownsville South Padre Is. Intl
$360
Find similar

momondo 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, momondo users made 832,500 searches. Data last updated agosto 14, 2025.
Use the filters below to find and compare flights from Brownsville to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

mar. 9/9

3:04 pm-8:01 pm

1 stop4h 57m

Chicago O'Hare Intl

sáb. 9/13

1:20 pm-6:09 pm

1 stop4h 49m

$243

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

mié. 8/27

5:15 pm-12:15 am

1 stop7h 00m

Chicago O'Hare Intl

dom. 8/31

6:00 am-11:21 am

1 stop5h 21m

$319

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

jue. 8/28

6:57 pm-11:59 pm

1 stop5h 02m

Chicago O'Hare Intl

mié. 9/3

1:20 pm-6:09 pm

1 stop4h 49m

$328

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

mar. 9/9

5:15 pm-12:15 am

1 stop7h 00m

Chicago O'Hare Intl

dom. 9/14

6:00 am-11:21 am

1 stop5h 21m

$353

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

mié. 10/1

6:39 pm-11:59 pm

1 stop5h 20m

Chicago O'Hare Intl

dom. 10/5

8:25 am-2:24 pm

1 stop5h 59m

$358

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

mié. 10/1

5:15 pm-10:37 pm

1 stop5h 22m

Chicago O'Hare Intl

sáb. 10/4

7:15 am-9:19 pm

2 stops14h 04m

$360

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

mar. 9/9

3:04 pm-8:01 pm

1 stop4h 57m

Chicago O'Hare Intl

vie. 9/12

5:16 pm-10:47 pm

1 stop5h 31m

$378

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

lun. 9/8

6:39 pm-11:59 pm

1 stop5h 20m

Chicago O'Hare Intl

jue. 9/11

3:58 pm-10:34 pm

1 stop6h 36m

$384

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

mar. 9/9

5:15 pm-8:05 am

2 stops14h 50m

Chicago O'Hare Intl

sáb. 9/13

2:20 pm-7:38 pm

1 stop5h 18m

$386

BrownsvilleChicago

BRO - ORD

BROORD

Brownsville South Padre Is. Intl

mar. 9/9

5:15 pm-10:41 pm

1 stop5h 26m

Chicago O'Hare Intl

vie. 9/12

9:05 pm-4:03 pm

1 stop18h 58m

$396

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 19 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Brownsville to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $363. This is often the case because there is less demand to fly during this day of the week. When flying out on a Thursday, the most expensive travel day of the week, you can expect to see flight prices from Brownsville to Chicago for around $380.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Brownsville to Chicago during this time can be as low as $375. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $394.

How have Brownsville to Chicago flight prices changed over time?

When to book flights from Brownsville to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Brownsville to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Brownsville to Chicago (BRO to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Brownsville to Chicago

Best Price Found

$165

Fastest flight time

4h 45m

Direct flights

None

Airports in Chicago

1 airport
The best one-way flight to Chicago from Brownsville in the past 72 hours is $165. The best round-trip flight deal from Brownsville to Chicago found on momondo in the last 72 hours is $243.
The fastest flight from Brownsville to Chicago takes 4h 45m
There are no direct flights from Brownsville to Chicago. Popular non-direct route for this connection is Brownsville South Padre Is. Intl Airport - Chicago O'Hare Intl Airport.
There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)
Search flight deals

  • How far is Brownsville South Padre Is. Intl to Chicago by plane?

    A flight from Brownsville South Padre Is. Intl to Chicago will travel around 1237.5 mi. In terms of flight time, this usually takes a little over 4h 57m.

  • When did momondo last update prices for flights from Brownsville South Padre Is. Intl Airport to Chicago?

    Prices for flights from Brownsville South Padre Is. Intl Airport to Chicago refresh daily.

  • How many operators does momondo search for flights from Brownsville South Padre Is. Intl Airport to Chicago?

  • How old do you have to be to fly from Brownsville South Padre Is. Intl Airport to Chicago?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Brownsville South Padre Is. Intl Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Brownsville to Chicago?

Best airlines flying from Brownsville to Chicago

Compare and see reviews for airlines that fly from Brownsville to Chicago with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $268Free CancellationRating
7.4
8,916 reviews
Search United Airlines flights
American AirlinesPriceFrom $293Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Lansing
Portage
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Brownsville to Chicago?

It is quick and easy to find Brownsville to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

Can I find flights from Brownsville to Chicago with flexible booking policies on momondo?

All flight searches from Brownsville to Chicago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Brownsville to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Brownsville.

I’m not ready to book a flight from Brownsville to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Brownsville and alert you when they change.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport