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Tyler

$346+ Cheap flights from Chicago (CHI) to Tyler (TYR)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — TYR
Apr 19 — Apr 261
Sun 4/19
Sun 4/26
1 adult, Economy
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Cheap flight deals from Chicago to Tyler

Cheapest flights from Chicago to Tyler
Explore the most affordable flight options available from Chicago to Tyler. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 20, 2026.

This American Airlines deal was found by Cheapflights users on 3/20. 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.
Sat 4/46:51 pm
ORD
-
TYR
1 stop4h 56m
American Airlines
Wed 4/85:55 pm
TYR
-
ORD
1 stop4h 50m
American Airlines
Deal found 3/20$346
This American Airlines deal was found by Cheapflights users on 3/20. 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 4/175:00 am
ORD
-
TYR
1 stop5h 11m
American Airlines
Fri 4/245:55 pm
TYR
-
ORD
1 stop4h 50m
American Airlines
Deal found 3/20$380
This American Airlines deal was found by Cheapflights users on 3/18. 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 4/210:49 am
ORD
-
TYR
1 stop7h 16m
American Airlines
Mon 4/66:35 pm
TYR
-
ORD
1 stop5h 01m
American Airlines
Deal found 3/18$492
This American Airlines deal was found by Cheapflights users on 3/20. 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.
Sun 4/510:49 am
ORD
-
TYR
1 stop7h 16m
American Airlines
Sun 4/125:55 pm
TYR
-
ORD
1 stop5h 53m
American Airlines
Deal found 3/20$693

Find flight deals from Chicago to Tyler

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Tyler (TYR). 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 March 20, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$492
(American Airlines)
Provider with most accurate pricing for Chicago (CHI)-Tyler Pounds Field flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Tyler Pounds Field flights.
Search Deals
From Chicago (CHI) to Tyler Pounds Field
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Tyler 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 March 20, 2026.
Use the filters below to find and compare flights from Chicago to Tyler that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

ChicagoTyler

ORD - TYR

ORDTYR

Chicago O'Hare Intl

Fri 4/17

5:00 am-10:11 am

1 stop5h 11m

Tyler Pounds Field

Fri 4/24

5:55 pm-10:45 pm

1 stop4h 50m

$380

ChicagoTyler

ORD - TYR

ORDTYR

Chicago O'Hare Intl

Sat 4/4

4:50 pm-11:47 pm

2 stops6h 57m

Tyler Pounds Field

Wed 4/8

5:55 pm-10:45 pm

1 stop4h 50m

$864

ChicagoTyler

ORD - TYR

ORDTYR

Chicago O'Hare Intl

Thu 4/2

4:33 pm-11:47 pm

2 stops7h 14m

Tyler Pounds Field

Mon 4/6

6:35 pm-11:36 pm

1 stop5h 01m

$916

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/20

Sorted by cheapest first

Compare providers for flights from Chicago to Tyler

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 Chicago to Tyler in March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*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 Chicago-Tyler flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Tyler flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Tyler flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Tyler flights, Cheapflights users trust FlightHub the most. FlightHub 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 Chicago-Tyler 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 Chicago to Tyler

Have a flexible travel schedule? Discover the best time to fly to Tyler from Chicago 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 Chicago to Tyler

What is the cheapest month to book a flight from Chicago to Tyler?

Currently, January is the cheapest month in which you can book a flight from Chicago to Tyler (average of $72). Flying from Chicago to Tyler in July is currently the most expensive (average of $177). 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.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Tyler. 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 into for flights to Tyler from Chicago?

    If you book a flight to Tyler from Chicago, you will be flying to Pounds Field, which is the city’s only airport. Tyler Pounds Field (TYR) is located 5.9 mi from the center of Tyler. There are 0 flights from Chicago to Pounds Field per day from 0 different airlines.

  • How long is the flight from Chicago to Tyler?

    American Airlines can get you from Chicago to Tyler in just under 5h 11m. Your travel time can differ by up to . Airlines will cover a distance of 781 mi.

  • Can I find deals for flights from Chicago to Tyler that include hotel bookings?

    Yes. In addition to deals on Chicago to Tyler flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Tyler?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Tyler.

  • Can I find deals for business class flights from Chicago to Tyler?

    Yes. Cheapflights offers flight deals from Chicago to Tyler 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 Chicago to Tyler?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Tyler (average of $72). Flying from Chicago to Tyler in July is currently the most expensive (average of $177). 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

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