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$229+ Cheap flights from Killeen (GRK) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/6. Fares are subject to change and may not be available on all flights or dates of travel.
GRK — CHI
Feb 20 — Feb 271
Fri 2/20
Fri 2/27
1 adult, Economy
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Cheap flight deals from Killeen to Chicago

Cheapest flights from Killeen to Chicago
Explore the most affordable flight options available from Killeen to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2026.

This American Airlines deal was found by Cheapflights users on 1/20. 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.
Thu 2/57:00 am
GRK
-
ORD
1 stop6h 55m
American Airlines
Mon 2/95:05 am
ORD
-
GRK
1 stop6h 56m
American Airlines
Deal found 1/20$447
This American Airlines deal was found by Cheapflights users on 1/20. 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.
Tue 6/167:24 pm
GRK
-
ORD
1 stop5h 02m
American Airlines
Mon 6/225:00 am
ORD
-
GRK
1 stop4h 32m
American Airlines
Deal found 1/20$472
This American Airlines deal was found by Cheapflights users on 1/20. 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 6/217:24 pm
GRK
-
ORD
1 stop5h 02m
American Airlines
Mon 6/225:00 am
ORD
-
GRK
1 stop4h 32m
American Airlines
Deal found 1/20$505
This American Airlines deal was found by Cheapflights users on 1/20. 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.
Tue 6/167:24 pm
GRK
-
ORD
1 stop5h 02m
American Airlines
Tue 6/235:00 am
ORD
-
GRK
1 stop4h 32m
American Airlines
Deal found 1/20$530
This American Airlines deal was found by Cheapflights users on 1/20. 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 6/197:24 pm
GRK
-
ORD
1 stop5h 02m
American Airlines
Mon 6/225:00 am
ORD
-
GRK
1 stop4h 32m
American Airlines
Deal found 1/20$537
This American Airlines deal was found by Cheapflights users on 1/19. 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 1/305:21 am
GRK
-
ORD
1 stop6h 34m
American Airlines
Sun 2/15:10 pm
ORD
-
GRK
1 stop5h 33m
American Airlines
Deal found 1/19$549
This American Airlines deal was found by Cheapflights users on 1/20. 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.
Tue 6/167:24 pm
GRK
-
ORD
1 stop5h 02m
American Airlines
Thu 6/259:40 am
ORD
-
GRK
1 stop4h 56m
American Airlines
Deal found 1/20$585
This American Airlines deal was found by Cheapflights users on 1/20. 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 6/197:24 pm
GRK
-
ORD
1 stop5h 02m
American Airlines
Wed 6/245:00 am
ORD
-
GRK
1 stop4h 32m
American Airlines
Deal found 1/20$595
This American Airlines deal was found by Cheapflights users on 1/20. 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.
Mon 6/157:24 pm
GRK
-
ORD
1 stop5h 02m
American Airlines
Mon 6/228:20 am
ORD
-
GRK
1 stop6h 16m
American Airlines
Deal found 1/20$598
This American Airlines deal was found by Cheapflights users on 1/20. 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.
Tue 6/167:24 pm
GRK
-
ORD
1 stop5h 02m
American Airlines
Sat 6/209:40 am
ORD
-
GRK
1 stop4h 56m
American Airlines
Deal found 1/20$615
This American Airlines deal was found by Cheapflights users on 1/20. 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 6/217:24 pm
GRK
-
ORD
1 stop5h 02m
American Airlines
Tue 6/235:00 am
ORD
-
GRK
1 stop4h 32m
American Airlines
Deal found 1/20$627

Find flight deals from Killeen to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Killeen (GRK) 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 January 21, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$447
(American Airlines)

One-way from

$229
(American Airlines)
Provider with most accurate pricing for Killeen Fort Hood Regional-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Killeen Fort Hood Regional-Chicago (CHI) flights.
Search Deals
From Killeen Fort Hood Regional to Chicago (CHI)
Search Deals
One-way flight from Killeen Fort Hood Regional to Chicago (CHI)
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Killeen 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 2,558,603 searches. Data last updated January 21, 2026.
Use the filters below to find and compare flights from Killeen to Chicago that are best for you.

Fly from

Killeen

Fly to

Chicago

Route

Depart

Return

Price

KilleenChicago

GRK - ORD

GRKORD

Killeen Fort Hood Regional

Thu 2/5

7:00 am-1:55 pm

1 stop6h 55m

Chicago O'Hare Intl

Mon 2/9

5:05 am-12:01 pm

1 stop6h 56m

$447

KilleenChicago

GRK - ORD

GRKORD

Killeen Fort Hood Regional

Wed 6/17

7:24 pm-12:26 am

1 stop5h 02m

Chicago O'Hare Intl

Mon 6/22

3:50 pm-10:45 pm

1 stop6h 55m

$472

KilleenChicago

GRK - ORD

GRKORD

Killeen Fort Hood Regional

Thu 6/18

7:24 pm-12:26 am

1 stop5h 02m

Chicago O'Hare Intl

Mon 6/22

5:00 am-12:20 pm

1 stop7h 20m

$472

KilleenChicago

GRK - ORD

GRKORD

Killeen Fort Hood Regional

Wed 6/17

7:24 pm-12:26 am

1 stop5h 02m

Chicago O'Hare Intl

Tue 6/23

5:00 am-9:32 am

1 stop4h 32m

$530

KilleenChicago

GRK - ORD

GRKORD

Killeen Fort Hood Regional

Thu 6/18

7:24 pm-12:26 am

1 stop5h 02m

Chicago O'Hare Intl

Tue 6/23

5:00 am-9:32 am

1 stop4h 32m

$530

KilleenChicago

GRK - ORD

GRKORD

Killeen Fort Hood Regional

Thu 6/18

7:24 pm-12:26 am

1 stop5h 02m

Chicago O'Hare Intl

Wed 6/24

5:00 am-9:32 am

1 stop4h 32m

$530

KilleenChicago

GRK - ORD

GRKORD

Killeen Fort Hood Regional

Tue 6/16

7:24 pm-12:26 am

1 stop5h 02m

Chicago O'Hare Intl

Tue 6/23

1:00 pm-11:35 pm

2 stops10h 35m

$579

KilleenChicago

GRK - ORD

GRKORD

Killeen Fort Hood Regional

Tue 6/16

7:24 pm-12:26 am

1 stop5h 02m

Chicago O'Hare Intl

Sun 6/21

3:50 pm-10:45 pm

1 stop6h 55m

$585

KilleenChicago

GRK - ORD

GRKORD

Killeen Fort Hood Regional

Thu 6/18

7:24 pm-12:26 am

1 stop5h 02m

Chicago O'Hare Intl

Thu 6/25

9:40 am-2:36 pm

1 stop4h 56m

$585

KilleenChicago

GRK - ORD

GRKORD

Killeen Fort Hood Regional

Sat 6/20

3:06 pm-8:11 pm

1 stop5h 05m

Chicago O'Hare Intl

Tue 6/23

5:00 am-9:32 am

1 stop4h 32m

$595

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Showing 1-10 of 12 results
1
2

Compare providers for flights from Killeen 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 Killeen to Chicago in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

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

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

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

Currently, January is the cheapest month in which you can book a flight from Killeen to Chicago (average of $54). Flying from Killeen to Chicago in July is currently the most expensive (average of $140). 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 Killeen 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 Killeen to Chicago?

    Most people fly from Killeen Fort Hood Regional (GRK) if they book a flight from Killeen to Chicago. On average, Fort Hood Regional has 0 outbound flights to Chicago per day from 1 airline. Killeen Fort Hood Regional is conveniently located just 6.9 mi from Killeen’s city center.

  • How long is the flight from Killeen to Chicago?

    Departing from Killeen to Chicago will take you 6h 55m. There are 932 mi between Killeen and Chicago.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Killeen to Chicago (average of $54). Flying from Killeen to Chicago in July is currently the most expensive (average of $140). 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
Lansing
Merrillville
Hammond
Porter
Benton Harbor

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Killeen to Chicago

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Top airline flying from Killeen to Chicago

Discover the top airline that operate flights from Killeen 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 January 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$317Average$485FlexibilityNo cancel feeOn-time71%

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