$588+ Cheap flights from Tyler (TYR) to Chicago (CHI)
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 11/14. Fares are subject to change and may not be available on all flights or dates of travel.
TYR — CHI
Dec 3 — Dec 101
Round-trip
1 adult, Economy
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Find cheap flights from Tyler to Chicago with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Tyler to Chicago
Cheapest
Best
Last-minute
Cheapest flights from Tyler to ChicagoExplore the most affordable flight options available from Tyler to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 3, 2026.
Explore the most affordable flight options available from Tyler to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 3, 2026.
This American Airlines deal was found by Cheapflights users on 10/30. 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 11/145:39 pm -
1 stop5h 36m
Wed 11/187:04 pm -
1 stop4h 34m
Deal found 10/30![American Airlines logo]()
$588
This American Airlines deal was found by Cheapflights users on 11/3. 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 11/65:39 pm -
1 stop4h 51m
Wed 11/114:53 pm -
1 stop6h 45m
Deal found 11/3![American Airlines logo]()
$641
This American Airlines deal was found by Cheapflights users on 11/2. 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.
Tue 11/175:39 pm -
1 stop4h 51m
Sat 11/214:56 pm -
2 stops7h 03m
Deal found 11/2![American Airlines logo]()
$874
This American Airlines deal was found by Cheapflights users on 11/1. 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 11/55:03 am -
1 stop9h 09m
Fri 11/69:06 pm -
1 stop12h 13m
Deal found 11/1![American Airlines logo]()
$972
This American Airlines deal was found by Cheapflights users on 11/1. 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.
Mon 11/165:03 am -
2 stops7h 49m
Fri 11/205:59 pm -
1 stop15h 20m
Deal found 11/1![American Airlines logo]()
$1,198
Best flights from Tyler to ChicagoDiscover carefully curated flight deals from Tyler to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 3, 2026.
Discover carefully curated flight deals from Tyler to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 3, 2026.
This American Airlines deal was found by Cheapflights users on 10/30. 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 11/145:39 pm -
1 stop5h 36m
Wed 11/187:04 pm -
1 stop4h 34m
Deal found 10/30![American Airlines logo]()
$588
This American Airlines deal was found by Cheapflights users on 11/2. 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.
Tue 11/175:03 am -
1 stop5h 59m
Sat 11/215:59 pm -
1 stop6h 00m
Deal found 11/2![American Airlines logo]()
$588
This American Airlines deal was found by Cheapflights users on 11/1. 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.
Mon 11/169:48 am -
1 stop12h 42m
Fri 11/207:04 pm -
1 stop14h 15m
Deal found 11/1![American Airlines logo]()
$972
Last-minute flights from Tyler to ChicagoDiscover last-minute flight deals from Tyler to Chicago. Data last updated November 3, 2026 and is based on user searches.
Discover last-minute flight deals from Tyler to Chicago. Data last updated November 3, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 11/1. 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 11/55:03 am -
1 stop9h 09m
Fri 11/69:06 pm -
1 stop12h 13m
Deal found 11/1![American Airlines logo]()
$972
This American Airlines deal was found by Cheapflights users on 11/3. 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 11/65:39 pm -
1 stop4h 51m
Wed 11/114:53 pm -
1 stop6h 45m
Deal found 11/3![American Airlines logo]()
$641
This American Airlines deal was found by Cheapflights users on 10/30. 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 11/145:39 pm -
1 stop5h 36m
Wed 11/187:04 pm -
1 stop4h 34m
Deal found 10/30![American Airlines logo]()
$588
This American Airlines deal was found by Cheapflights users on 11/1. 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.
Mon 11/165:03 am -
2 stops7h 49m
Fri 11/205:59 pm -
1 stop15h 20m
Deal found 11/1![American Airlines logo]()
$1,198
This American Airlines deal was found by Cheapflights users on 11/2. 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.
Tue 11/175:39 pm -
1 stop4h 51m
Sat 11/214:56 pm -
2 stops7h 03m
Deal found 11/2![American Airlines logo]()
$874
Find flight deals from Tyler to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Tyler (TYR) to Chicago (CHI). 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 November 3, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $588 (American Airlines) |
Cheapflights Fare Finder
Customize your flight search to find flights from Tyler 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, Cheapflights users made 7,457,451 searches. Data last updated November 3, 2026.
Use the filters below to find and compare flights from Tyler to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
TylerChicago
TYR Tyler Pounds Field - ORD Chicago O'Hare Intl
TYRORD
Tyler Pounds Field
Sat 11/14
5:39 pm-11:15 pm
1 stop5h 36m
Chicago O'Hare Intl
Wed 11/18
7:04 pm-11:38 pm
1 stop4h 34m
$588
TylerChicago
TYR Tyler Pounds Field - ORD Chicago O'Hare Intl
TYRORD
Tyler Pounds Field
Tue 11/17
5:03 am-11:02 am
1 stop5h 59m
Chicago O'Hare Intl
Sat 11/21
5:59 pm-11:59 pm
1 stop6h 00m
$588
TylerChicago
TYR Tyler Pounds Field - ORD Chicago O'Hare Intl
TYRORD
Tyler Pounds Field
Mon 11/16
9:48 am-10:30 pm
1 stop12h 42m
Chicago O'Hare Intl
Fri 11/20
7:04 pm-9:19 am
1 stop14h 15m
$972
Sorted by cheapest first
Compare providers for flights from Tyler to Chicago
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 Tyler to Chicago in November.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Tyler-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Tyler-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Tyler-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Tyler-Chicago 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 Tyler-Chicago 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 Tyler to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Tyler with our price prediction graph.
TYR-CHI
TYR-ORD
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 Tyler to Chicago
TYR-CHI
TYR-ORD
No data available for this route at this time. Please check back soon.
Related info for your journey
Find useful and relevant information for your journey from Tyler to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago?
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