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$369+ Cheap flights from Killeen (GRK) 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 5/1. Fares are subject to change and may not be available on all flights or dates of travel.
GRK — CHI
Apr 29 — May 61
Wed 4/29
Wed 5/6
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 March 30, 2026.

This American Airlines deal was found by Cheapflights users on 3/27. 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 5/13:54 pm
GRK
-
ORD
1 stop6h 51m
American Airlines
Mon 5/45:00 am
ORD
-
GRK
1 stop4h 35m
American Airlines
Deal found 3/27$369
This American Airlines deal was found by Cheapflights users on 3/27. 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 4/1410:05 am
GRK
-
ORD
1 stop7h 39m
American Airlines
Thu 4/1612:30 pm
ORD
-
GRK
1 stop6h 09m
American Airlines
Deal found 3/27$467
This American Airlines deal was found by Cheapflights users on 3/29. 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 5/217:21 pm
GRK
-
ORD
1 stop5h 21m
American Airlines
Tue 5/265:00 am
ORD
-
GRK
1 stop4h 34m
American Airlines
Deal found 3/29$551
This American Airlines deal was found by Cheapflights users on 3/29. 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 5/227:21 pm
GRK
-
ORD
1 stop5h 21m
American Airlines
Tue 5/265:00 am
ORD
-
GRK
1 stop4h 34m
American Airlines
Deal found 3/29$563
This American Airlines deal was found by Cheapflights users on 3/27. 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 7/207:21 pm
GRK
-
ORD
1 stop5h 10m
American Airlines
Mon 7/275:00 am
ORD
-
GRK
1 stop4h 36m
American Airlines
Deal found 3/27$590
This American Airlines deal was found by Cheapflights users on 3/29. 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 5/227:21 pm
GRK
-
ORD
1 stop5h 21m
American Airlines
Mon 5/255:00 am
ORD
-
GRK
1 stop4h 34m
American Airlines
Deal found 3/29$602
This American Airlines deal was found by Cheapflights users on 3/27. 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 4/36:33 pm
GRK
-
ORD
1 stop5h 03m
American Airlines
Mon 4/64:49 pm
ORD
-
GRK
1 stop5h 14m
American Airlines
Deal found 3/27$629
This American Airlines deal was found by Cheapflights users on 3/28. 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 4/211:56 am
GRK
-
ORD
1 stop5h 49m
American Airlines
Mon 4/66:10 am
ORD
-
GRK
1 stop5h 16m
American Airlines
Deal found 3/28$671
This American Airlines deal was found by Cheapflights users on 3/27. 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 4/97:09 pm
GRK
-
ORD
1 stop4h 39m
American Airlines
Mon 4/133:18 pm
ORD
-
GRK
2 stops6h 34m
American Airlines
Deal found 3/27$922

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 March 30, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$369
(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

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 March 30, 2026.
Use the filters below to find and compare flights from Killeen to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

KilleenChicago

GRK - ORD

GRKORD

Killeen Fort Hood Regional

Tue 4/14

10:05 am-5:44 pm

1 stop7h 39m

Chicago O'Hare Intl

Thu 4/16

12:30 pm-6:39 pm

1 stop6h 09m

$467
Quickest round-trip

KilleenChicago

GRK - ORD

GRKORD

Killeen Fort Hood Regional

Sat 5/23

7:59 pm-12:42 am

1 stop4h 43m

Chicago O'Hare Intl

Tue 5/26

5:00 am-9:34 am

1 stop4h 34m

$551

KilleenChicago

GRK - ORD

GRKORD

Killeen Fort Hood Regional

Thu 5/21

7:21 pm-12:42 am

1 stop5h 21m

Chicago O'Hare Intl

Tue 5/26

5:00 am-9:34 am

1 stop4h 34m

$551

KilleenChicago

GRK - ORD

GRKORD

Killeen Fort Hood Regional

Fri 5/22

7:21 pm-12:42 am

1 stop5h 21m

Chicago O'Hare Intl

Tue 5/26

5:00 am-9:34 am

1 stop4h 34m

$563

KilleenChicago

GRK - ORD

GRKORD

Killeen Fort Hood Regional

Fri 5/22

7:21 pm-12:42 am

1 stop5h 21m

Chicago O'Hare Intl

Mon 5/25

5:00 am-9:34 am

1 stop4h 34m

$602

KilleenChicago

GRK - ORD

GRKORD

Killeen Fort Hood Regional

Thu 4/9

3:54 pm-10:45 pm

1 stop6h 51m

Chicago O'Hare Intl

Mon 4/13

4:40 pm-9:52 pm

1 stop5h 12m

$629

KilleenChicago

GRK - ORD

GRKORD

Killeen Fort Hood Regional

Fri 5/1

7:09 pm-11:48 pm

1 stop4h 39m

Chicago O'Hare Intl

Mon 5/4

3:41 pm-9:52 pm

2 stops6h 11m

$912

KilleenChicago

GRK - ORD

GRKORD

Killeen Fort Hood Regional

Fri 4/10

7:09 pm-11:48 pm

1 stop4h 39m

Chicago O'Hare Intl

Sun 4/12

3:18 pm-9:52 pm

2 stops6h 34m

$922

KilleenChicago

GRK - ORD

GRKORD

Killeen Fort Hood Regional

Mon 7/20

3:07 pm-8:30 pm

1 stop5h 23m

Chicago O'Hare Intl

Mon 7/27

8:16 am-2:36 pm

2 stops6h 20m

$946

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

Sorted by cheapest first

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 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 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 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 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 May is currently the most expensive (average of $158). 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 0 airlines. 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 7h 39m. 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 May is currently the most expensive (average of $158). 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

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