BRO - ORD

$288 Find Cheap Flights from Brownsville to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Brownsville to Chicago departing on 8/4. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago O'Hare Intl Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Brownsville to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Brownsville to Chicago, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$329
Typical prices: $318-$383
American Airlines
Fri 8/7Tue 8/11
BRO - ORD • 1 stop
Cheapest one-way
$288
United Airlines
Tue 8/4
BRO - ORD • 1 stop
Top airlines
Cheapest • from $329 (round-trip)
Best reviews • 7.1 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Brownsville and Chicago. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $508 (round-trip)
Shortest trip • 5h 22m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 100% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Brownsville to Chicago (BRO-ORD)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Brownsville to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Brownsville to Chicago

Fri, Aug 7 - Tue, Aug 11
American Airlines Logo
6:37 pm - 12:18 am
BRO
-
ORD
5h 41m
1 stop
American Airlines Logo
6:00 am - 2:07 pm
ORD
-
BRO
8h 07m
1 stop
$329American Airlines
Thu, Jul 23 - Tue, Jul 28
United Airlines Logo
4:44 pm - 12:45 am
BRO
-
ORD
8h 01m
1 stop
United Airlines Logo
6:29 am - 11:26 am
ORD
-
BRO
4h 57m
1 stop
$361United Airlines
Fri, Jul 24 - Tue, Jul 28
American Airlines Logo
6:42 pm - 12:50 am
BRO
-
ORD
6h 08m
1 stop
American Airlines Logo
12:05 pm - 6:00 pm
ORD
-
BRO
5h 55m
1 stop
$385American Airlines
Thu, Jul 23 - Tue, Jul 28
United Airlines Logo
4:44 pm - 12:45 am
BRO
-
ORD
8h 01m
1 stop
United Airlines Logo
6:29 am - 11:26 am
ORD
-
BRO
4h 57m
1 stop
$392United Airlines
Thu, Sep 3 - Tue, Sep 8
United Airlines Logo
4:38 pm - 11:26 pm
BRO
-
ORD
6h 48m
1 stop
United Airlines Logo
8:50 am - 3:51 pm
ORD
-
BRO
7h 01m
1 stop
$395United Airlines
Wed, Jul 29 - Sun, Aug 2
American Airlines Logo
6:42 pm - 12:50 am
BRO
-
ORD
6h 08m
1 stop
American Airlines Logo
5:00 am - 10:12 am
ORD
-
BRO
5h 12m
1 stop
$396American Airlines
Fri, Jul 10 - Mon, Jul 13
American Airlines Logo
2:47 pm - 10:15 pm
BRO
-
ORD
7h 28m
1 stop
American Airlines Logo
6:19 pm - 12:13 am
ORD
-
BRO
5h 54m
1 stop
$399American Airlines
Tue, Jul 21 - Wed, Jul 29
United Airlines Logo
4:44 pm - 11:15 pm
BRO
-
ORD
6h 31m
1 stop
United Airlines Logo
10:25 am - 6:37 pm
ORD
-
BRO
8h 12m
1 stop
$419United Airlines
Sat, Jul 11 - Mon, Jul 13
American Airlines Logo
2:41 pm - 8:31 pm
BRO
-
ORD
5h 50m
1 stop
American Airlines Logo
6:19 pm - 12:13 am
ORD
-
BRO
5h 54m
1 stop
$420American Airlines
Thu, Sep 3 - Tue, Sep 8
American Airlines Logo
6:37 pm - 12:18 am
BRO
-
ORD
5h 41m
1 stop
American Airlines Logo
5:00 am - 10:13 am
ORD
-
BRO
5h 13m
1 stop
$451American Airlines
Booking Insights

KAYAK's insights & trends for Brownsville to Chicago flights

Get data-powered insights and trends into flights from Brownsville to Chicago to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Brownsville to Chicago O'Hare Intl Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Brownsville to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Brownsville to Chicago O'Hare Intl Airport is January, where tickets cost $0 (return) on average. On the other hand, the most expensive months are May and June, where the average cost of round-trip tickets is $774 and $748 respectively.

Good to know

Low seasonJuly
Cheapest flight$288
Best time to beat the crowds with an average 35% drop in price.
Most popular time to fly with an average 57% increase in price.
Flight from Brownsville to Chicago

When to book flights from Brownsville to Chicago

Are your dates flexible? Find out the best times to travel from Brownsville to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Brownsville to Chicago flights

  • What is the cheapest flight from Brownsville to Chicago O'Hare Intl Airport?

    In the last 5 days, the lowest price for a flight from Brownsville to Chicago O'Hare Intl Airport was $288 for a one-way ticket and $329 for a round-trip.

  • Do I need a passport to fly between Brownsville and Chicago?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which aircraft models fly most regularly from Brownsville to Chicago?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Brownsville to Chicago?

    oneworld is the only airline alliance operating flights between Brownsville and Chicago.

  • How does KAYAK find such low prices on flights from Brownsville to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Brownsville to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Brownsville to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Brownsville is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Brownsville to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Brownsville with another airline. Booking your flights between Brownsville and ORD can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Brownsville to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Brownsville up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Brownsville to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Brownsville to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Brownsville to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.1
American AirlinesOverall score based on 11768 reviews
7.5Boarding
7.9Crew
6.8Entertainment
7.2Comfort
6.4Food
Airline reviews

Delayed flight more than I hour. When boarding we spent some additional time on the plane before takeoff ....

6.0 GoodAlejandra, Jun 2026
DFW - ORD
Read more American Airlines reviews

Delayed flight more than I hour. When boarding we spent some additional time on the plane before takeoff ....

They lost my baggage and I am still struggling to the information and update

It was good, the staff was great, and the food, was as usual, tea and biscuit. Bathroom was clean, and the plane was clean as well.

As a first class customer, there was no power the entire flight which limited my ability to work. I find this unacceptable. The first 11 rows on the left side of the plan were out. I was only offered the option to charge my phone which was not the issue because my laptop was out of power. I asked if there was anything that can be done for me, and the answer was, "no". I was not offered any type of compensation for this AA problem which caused me unnecessary stress due to inability to address business issues on an already challenging travel day. Flight attendants tried to reset the power once but that was the extent of their support. Very disappointing for the lack of expected services on a flight. Please contact me with customer focused response to this complaint.

Update to handle the delay was very bad, crews no smiles or welcome or thanks. Don’t care attitude

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

3hour delay In the last 3 months i had 3 flights and 2 of these had a more than 2:40 hrs delayed

We received a flight delay notification over 24 hours before the flight, but it seems American didn't do anything in that timeframe to get the flight back on schedule. Gate agents were still determining when our plane would arrive. Didn't have catering ready to go when our plane did arrive. Flight attendant timeout before we left. There was a flight attendant on board who could work the flight (trained on that aricraft type and was within hours), however American chose to wait for a backup to arrive, which delay the flight further.

When you pay for Premium Economy on an 787 and you’re promised amenities for the extra money, you expect them to work. They didn’t. USB connector wouldn’t charge continuously. 120v outlet wouldn’t hold anything you plugged into it. The adapter would just fall out. The noise canceling headphones stopped noise cancelling in the first 15 minutes for EVERYONE. No one on the plane knew how to fix it so I couldn’t listen to any movies. I just put in my AirPods and went to sleep. Very unhappy with the crappy Panasonic entertainment system. I won’t buy premium again.

Our flight was delayed by 18 hours. Poor accommodations made and no apology.

Everything you need to know for your flight from Brownsville to Chicago

Information on your arrival and departure airports