BRO - ORD

$165 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 3/4. 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

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$305
United Airlines
Fri 5/1Sun 5/10
BRO - ORD • 1 stop
Cheapest one-way
$165
United Airlines
Wed 3/4
BRO - ORD • 1 stop
Top airlines
United Airlines
Cheapest • from $305 (round-trip)
United Airlines
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+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, May 1 - Sun, May 10
United Airlines Logo
5:17 pm - 1:27 am
BRO
-
ORD
8h 10m
1 stop
United Airlines Logo
5:30 am - 11:27 am
ORD
-
BRO
5h 57m
1 stop
$305United Airlines
Tue, Feb 24 - Sat, Feb 28
American Airlines Logo
2:58 pm - 8:40 pm
BRO
-
ORD
5h 42m
1 stop
American Airlines Logo
2:58 pm - 11:14 pm
ORD
-
BRO
8h 16m
1 stop
$339American Airlines
Mon, May 11 - Fri, May 15
United Airlines Logo
5:17 pm - 1:27 am
BRO
-
ORD
8h 10m
1 stop
United Airlines Logo
10:30 am - 6:28 pm
ORD
-
BRO
7h 58m
1 stop
$360United Airlines
Sun, Mar 1 - Fri, Mar 6
American Airlines Logo
8:04 pm - 12:55 am
BRO
-
ORD
4h 51m
1 stop
American Airlines Logo
4:49 pm - 10:54 pm
ORD
-
BRO
6h 05m
1 stop
$364American Airlines
Tue, Mar 10 - Tue, Mar 17
American Airlines Logo
6:44 pm - 11:36 pm
BRO
-
ORD
4h 52m
1 stop
American Airlines Logo
6:10 am - 2:27 pm
ORD
-
BRO
8h 17m
1 stop
$369American Airlines
Fri, May 22 - Sun, May 24
Multiple Airlines Logo
8:35 am - 7:59 am
BRO
-
ORD
23h 24m
1 stop
Multiple Airlines Logo
3:49 pm - 7:55 am
ORD
-
BRO
16h 06m
1 stop
$389Multiple Airlines
Mon, Feb 23 - Fri, Feb 27
United Airlines Logo
5:14 pm - 12:26 am
BRO
-
ORD
7h 12m
1 stop
United Airlines Logo
2:00 pm - 9:31 pm
ORD
-
BRO
7h 31m
1 stop
$399United Airlines
Tue, Feb 24 - Sat, Feb 28
United Airlines Logo
7:18 am - 12:37 pm
BRO
-
ORD
5h 19m
1 stop
United Airlines Logo
12:45 pm - 6:02 pm
ORD
-
BRO
5h 17m
1 stop
$419United Airlines
Tue, Mar 10 - Tue, Mar 17
American Airlines Logo
10:47 am - 9:24 pm
BRO
-
ORD
10h 37m
2 stops
American Airlines Logo
6:10 am - 2:27 pm
ORD
-
BRO
8h 17m
1 stop
$422American Airlines
Tue, Feb 24 - Sat, Feb 28
United Airlines Logo
7:18 am - 12:37 pm
BRO
-
ORD
5h 19m
1 stop
United Airlines Logo
12:45 pm - 6:02 pm
ORD
-
BRO
5h 17m
1 stop
$424United 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.

Which airlines provide the cheapest flights from Brownsville to Chicago?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Brownsville to Chicago were found on United Airlines ($305) and American Airlines ($339).

Good to know

Low seasonAugust
Cheapest flight$165
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly with an average 22% 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 3 days, the lowest price for a flight from Brownsville to Chicago O'Hare Intl Airport was $165 for a one-way ticket and $305 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?

    Star Alliance, and oneworld are the airline alliances operating flights between Brownsville and Chicago, with Star Alliance being the most commonly used for this route.

  • Which is the best airline for flights from Brownsville to Chicago, United Airlines or American Airlines?

    The two airlines most popular with KAYAK users for flights from Brownsville to Chicago are United Airlines and American Airlines. With an average price for the route of $403 and an overall rating of 7.4, United Airlines is the most popular choice. American Airlines is also a great choice for the route, with an average price of $383 and an overall rating of 7.2.

  • 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 airlines 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.
7.4
United AirlinesOverall score based on 9279 reviews
7.7Boarding
6.6Food
8.1Crew
7.3Comfort
7.1Entertainment
Airline reviews

United Airlines is my preferred airlines and I am thankful for Gary who also help support me on the phone to switch my flight literally last min.

10.0 ExcellentYesica, Feb 2026
CHS - ORD
Read more United Airlines reviews

United Airlines is my preferred airlines and I am thankful for Gary who also help support me on the phone to switch my flight literally last min.

Seated dude next to me even though lots of empty rows. But main thing was we sat on the tarmac after landing for 30 minutes because of, in the words of the dude who sat next to me, “operational incompetence”. We got changing directions about where to pick up gate checked bags. Pilot and flight attendant were awesome though.

It was a pretty standard flight... until the almost hour and a half spent on the taxi way. I get that the weather has been poor but the delay had nothing to do with the weather and more to do with a plane with several issues tying up the gate. I get that that happens from time to time but this has been EVERY flight I've been on for the past 5 years and I fly 3 to 5 times a year. This isn't just United... it's American, it's Delta. It's an issue with the entire industry. I work for UPS and packages on a cargo plane get better service than people do these days. Anymore I HATE flying.

Perfect flight. Smooth flight. Arrived 20 minutes early at destination. Excellent service.

The flights were on time which was great give. It was holiday travel season and there’d been some weather issues. The only complaint and this is every time with United is the terrible seat design. The head rest is not built for comfort and having my neck bent forward for a cross country trip reminded me while I try not to take United flights as a rule.

Everything was absolutely wonderful from check in to baggage claim. Staff was very professional and sweet. Will definitely recommend United to family and friends.

They did the one thing that really matters - got to Chicago early.

The flight was on time. I generally don’t drink or eat on short flights and the seats were good and the flight attendants were friendly. That’s all I expect

It was nice to have gotten up upgraded to first class with a meal on a three hour flight

Very bad! They kept delaying my flight and wouldn’t do anything about it

We flew in first class. The crew did not offer drinks before the flight took off, but they treated us well during the flight. The food was excellent. There was actually too much food served, but it was nice to have all the options.

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

Pilot navigated severe weather/snow storm with skill. Described his intentions clearly

Little warm on the plane and delayed for an hour

So excited very proud first of all I wanna thank kayak all updates very professional and fast alart And amazing cabin crew so nice to me they deserve big salute

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

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

Information on your arrival and departure airports