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Cheap flights from Tyler (TYR) to Chicago (CHI)

TYR — CHI
Aug 18 — Aug 251
Mon 8/18
Mon 8/25
1 adult, Economy
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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.
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

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

Currently, August is the cheapest month in which you can book a flight from Tyler to Chicago (average of $245). Flying from Tyler to Chicago in March is currently the most expensive (average of $321). 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 Tyler to Chicago. 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 from for flights from Tyler to Chicago?

    If you book a flight to Chicago from Tyler, you will be flying from 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 Pounds Field to Chicago per day from 1 airline.

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Tyler to Chicago (average of $245). Flying from Tyler to Chicago in March is currently the most expensive (average of $321). 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

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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Top airline flying from Tyler to Chicago

Discover the top airline that operate flights from Tyler to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$406Average$544FlexibilityNo cancel feeOn-time71%

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