$373 Cheap Flights from Chicago (ORD) to Tyler (TYR)

View $373 flight on Tue, Nov 4, 2025Opens in a new window

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Tyler, TX (TYR-Pounds Regional)

Cheap Flights from Chicago to Tyler (ORD-TYR)

Prices were available within the past 7 days and start at $373 for one-way flights and $320 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Wed, Feb 11 - Sun, Feb 15
ORD
Chicago
TYR
Tyler
$320 Roundtrip, found 4 days ago
$320
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Feb 11 from Chicago to Tyler, returning Sun, Feb 15, priced at $320 found 4 days ago
American Airlines
Wed, Feb 11 - Sun, Feb 15
ORD
Chicago
TYR
Tyler
$360 Roundtrip, found 4 days ago
$360
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Feb 11 from Chicago to Tyler, returning Sun, Feb 15, priced at $360 found 4 days ago
American Airlines
Wed, Feb 11 - Sun, Feb 15
ORD
Chicago
TYR
Tyler
$365 Roundtrip, found 4 days ago
$365
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Feb 11 from Chicago to Tyler, returning Sun, Feb 15, priced at $365 found 4 days ago
American Airlines
Wed, Feb 11 - Sun, Feb 15
ORD
Chicago
TYR
Tyler
$400 Roundtrip, found 4 days ago
$400
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Feb 11 from Chicago to Tyler, returning Sun, Feb 15, priced at $400 found 4 days ago
American Airlines
Wed, Feb 11 - Sun, Feb 15
ORD
Chicago
TYR
Tyler
$401 Roundtrip, found 4 days ago
$401
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Feb 11 from Chicago to Tyler, returning Sun, Feb 15, priced at $401 found 4 days ago
American Airlines
Fri, Feb 6 - Sun, Feb 8
ORD
Chicago
TYR
Tyler
$405 Roundtrip, found 3 days ago
$405
Roundtrip
found 3 days ago
Select American Airlines flight, departing Fri, Feb 6 from Chicago to Tyler, returning Sun, Feb 8, priced at $405 found 3 days ago
American Airlines
Fri, Feb 6 - Sun, Feb 8
ORD
Chicago
TYR
Tyler
$426 Roundtrip, found 3 days ago
$426
Roundtrip
found 3 days ago
Select American Airlines flight, departing Fri, Feb 6 from Chicago to Tyler, returning Sun, Feb 8, priced at $426 found 3 days ago
American Airlines
Fri, Feb 6 - Sun, Feb 8
ORD
Chicago
TYR
Tyler
$433 Roundtrip, found 3 days ago
$433
Roundtrip
found 3 days ago
Select American Airlines flight, departing Fri, Feb 6 from Chicago to Tyler, returning Sun, Feb 8, priced at $433 found 3 days ago
American Airlines
Fri, Feb 6 - Sun, Feb 8
ORD
Chicago
TYR
Tyler
$455 Roundtrip, found 3 days ago
$455
Roundtrip
found 3 days ago
Select American Airlines flight, departing Fri, Feb 6 from Chicago to Tyler, returning Sun, Feb 8, priced at $455 found 3 days ago
American Airlines
Tue, Nov 25 - Fri, Nov 28
ORD
Chicago
TYR
Tyler
$458 Roundtrip, just found
$458
Roundtrip
just found
Select American Airlines flight, departing Tue, Nov 25 from Chicago to Tyler, returning Fri, Nov 28, priced at $458 just found

Alternative airports near Tyler

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Pounds Regional TYR. Cheapest and Closest option available. Average driving time to city center is 13 minutes. Flights from $512
TYR
Pounds Regional
CheapestClosest
Average driving time to city center13 min
Flights from $512

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Pounds Regional Airport (TYR) cost?
Secure a cheap one-way flight from $373 or cheap return flight from $320 from O'Hare Intl. Airport (ORD) to Pounds Regional Airport (TYR) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from O'Hare Intl. Airport (ORD) to Pounds Regional Airport (TYR)?
February is the least expensive month to fly from ORD to TYR. Avoiding peak travel times is often the key to finding better deals on flights.
What is the cheapest airline that flies from O'Hare Intl. Airport (ORD) to Pounds Regional Airport (TYR)?
To find the cheapest airline flying from ORD to TYR, use Expedia's filter tool. Tailor your search based on what's important to you, such as preferred carriers and seat class. You can then sort your results by "Price (lowest to highest)" to discover the cheapest flight right away.
How many flights per day from O'Hare Intl. Airport (ORD) to Pounds Regional Airport (TYR)?
You'll need to hop on a flight with a layover when traveling from O'Hare Intl. Airport (ORD) to Pounds Regional Airport (TYR). Direct flights don't operate daily on this route. However, just filter your search to include one or two stops to find the best option for your trip.
What day of the week has the most flights from ORD to TYR?
You'll typically find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can change from season to season and during peak travel times or public holidays.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from O'Hare Intl. Airport (ORD) to Pounds Regional Airport (TYR)?
Opt for a flight from O'Hare Intl. Airport (ORD) to Pounds Regional Airport (TYR) that takes off before 3 PM to reduce the risk of cancellations and delays. Departures after this hour are on average 22% more likely to be canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to Pounds Regional Airport (TYR) last-minute?
Booking your ticket from ORD to TYR right before your getaway is usually more expensive. But if there's some wiggle room with your departure times and dates, you could grab a cheap last-minute fare.
Is it cheaper to book an ORD to TYR flight and hotel package?
Compared with arranging flights and hotels separately, booking an ORD to TYR flight and hotel package with Expedia could result in significant savings. Better still, having everything in one easy place will take the stress out of travel planning. Just secure your flights and choose from our extensive range of stays, then customize your trip with extras like activities and car rentals.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Pounds Regional Airport (TYR)?
In most cases, you're able to reschedule or cancel your ORD to TYR flight. However, there may be additional fees, especially if you booked over 24 hours ago. Check your itinerary for the airline's policies and fees on flight changes, or if you need more information, visit our Customer Service portal.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Pounds Regional
Airlines serving
American Airlines
Roundtrip price
$320
Distance
782 mi

Book with confidence

Chicago to Tyler Flights

The cheapest times to fly from Chicago to Tyler

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Tyler are during the month of February. You can find some of the cheapest flights from Chicago to Tyler with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Tyler

Sunday is one of the best days to book for cheap flights from Chicago to Tyler: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Tyler

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Tyler in 2025. You can also book with separate airlines for your outbound and return journeys, from $373 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Tyler flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Tyler airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Chicago to Tyler Flights

Explore a world of travel with Expedia

*Available to One Key members.