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$206+ Cheap flights from Flagstaff (FLG) 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 10/29. Fares are subject to change and may not be available on all flights or dates of travel.
FLG — CHI
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap flight deals from Flagstaff to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Flagstaff (FLG) 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 September 15, 2025.

Round-trip from

$406
(American Airlines)

One-way from

$206
(American Airlines)
From Flagstaff Pulliam to Chicago (CHI)
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One-way flight from Flagstaff Pulliam to Chicago (CHI)
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Find flight deals from Flagstaff to Chicago

Cheapest flights from Flagstaff to Chicago
Explore the most affordable flight options available from Flagstaff to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

This American Airlines deal was found by Cheapflights users on 9/14. 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 10/308:00 amFLG - ORD
1 stop5h 59mAmerican Airlines
Sat 11/18:05 amORD - FLG
1 stop6h 45mAmerican Airlines
Deal found 9/14$406
This American Airlines deal was found by Cheapflights users on 9/14. 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 10/281:20 pmFLG - ORD
1 stop5h 41mAmerican Airlines
Tue 11/41:28 pmORD - FLG
1 stop6h 07mAmerican Airlines
Deal found 9/14$436
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Wed 10/2910:17 amFLG - ORD
2 stops8h 57mAmerican Airlines
Tue 11/45:18 amORD - FLG
1 stop8h 02mAmerican Airlines
Deal found 9/14$446
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Wed 10/15:24 pmFLG - ORD
1 stop5h 03mAmerican Airlines
Fri 10/32:23 pmORD - FLG
1 stop7h 55mAmerican Airlines
Deal found 9/15$466
This American Airlines deal was found by Cheapflights users on 9/14. 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 10/281:20 pmFLG - ORD
1 stop5h 41mAmerican Airlines
Wed 10/297:00 amORD - FLG
1 stop7h 50mAmerican Airlines
Deal found 9/14$486
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Wed 10/2910:17 amFLG - ORD
2 stops8h 57mAmerican Airlines
Fri 10/3112:03 pmORD - FLG
1 stop7h 34mAmerican Airlines
Deal found 9/14$496
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Wed 10/298:00 amFLG - ORD
2 stops11h 14mAmerican Airlines
Sat 11/18:30 amORD - FLG
2 stops11h 20mAmerican Airlines
Deal found 9/14$501
This American Airlines deal was found by Cheapflights users on 9/14. 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 10/281:20 pmFLG - ORD
2 stops16h 03mAmerican Airlines
Sun 11/28:30 amORD - FLG
1 stop8h 04mAmerican Airlines
Deal found 9/14$509
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Wed 10/2910:17 amFLG - ORD
2 stops7h 23mAmerican Airlines
Mon 11/38:15 pmORD - FLG
2 stops17h 05mAmerican Airlines
Deal found 9/14$514
This American Airlines deal was found by Cheapflights users on 9/14. 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 11/224:04 pmFLG - ORD
1 stop7h 08mAmerican Airlines
Fri 11/287:00 amORD - FLG
1 stop6h 30mAmerican Airlines
Deal found 9/14$536

Cheapflights Fare Finder

 
Customize your flight search to find flights from Flagstaff 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 September 15, 2025.
Use the filters below to find and compare flights from Flagstaff to Chicago that are best for you.

Fly from

Flagstaff

Fly to

Chicago

Route

Depart

Return

Price

FlagstaffChicago

FLG - ORD

FLGORD

Flagstaff Pulliam

Wed 10/29

1:20 pm-9:03 pm

1 stop5h 43m

Chicago O'Hare Intl

Tue 11/4

7:00 am-1:00 pm

1 stop7h 00m

$436

FlagstaffChicago

FLG - ORD

FLGORD

Flagstaff Pulliam

Fri 10/31

10:17 am-7:13 pm

1 stop6h 56m

Chicago O'Hare Intl

Sun 11/2

5:00 am-9:25 am

1 stop5h 25m

$436

FlagstaffChicago

FLG - ORD

FLGORD

Flagstaff Pulliam

Thu 10/30

10:17 am-7:13 pm

1 stop6h 56m

Chicago O'Hare Intl

Mon 11/3

1:28 pm-6:35 pm

1 stop6h 07m

$436

FlagstaffChicago

FLG - ORD

FLGORD

Flagstaff Pulliam

Tue 10/28

1:20 pm-9:01 pm

1 stop5h 41m

Chicago O'Hare Intl

Tue 11/4

1:28 pm-6:35 pm

1 stop6h 07m

$436

FlagstaffChicago

FLG - ORD

FLGORD

Flagstaff Pulliam

Fri 10/31

10:17 am-7:13 pm

1 stop6h 56m

Chicago O'Hare Intl

Tue 11/4

12:10 pm-6:35 pm

1 stop7h 25m

$436

FlagstaffChicago

FLG - ORD

FLGORD

Flagstaff Pulliam

Fri 11/21

1:00 pm-10:23 pm

1 stop8h 23m

Chicago O'Hare Intl

Tue 12/2

5:00 am-9:25 am

1 stop5h 25m

$436

FlagstaffChicago

FLG - ORD

FLGORD

Flagstaff Pulliam

Wed 10/29

1:20 pm-9:03 pm

1 stop5h 43m

Chicago O'Hare Intl

Mon 11/3

5:00 am-9:25 am

1 stop5h 25m

$436

FlagstaffChicago

FLG - ORD

FLGORD

Flagstaff Pulliam

Thu 10/30

8:00 am-3:59 pm

1 stop5h 59m

Chicago O'Hare Intl

Sun 11/2

6:50 pm-11:43 pm

1 stop5h 53m

$436

FlagstaffChicago

FLG - ORD

FLGORD

Flagstaff Pulliam

Wed 10/29

10:17 am-7:13 pm

1 stop6h 56m

$206

FlagstaffChicago

FLG - ORD

FLGORD

Flagstaff Pulliam

Wed 10/1

10:38 am-6:08 pm

1 stop5h 30m

$236

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 14 results
1
2

Best time to book a flight from Flagstaff to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Flagstaff 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 Flagstaff to Chicago
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated September 15, 2025.
See what other customers who have flown with American Airlines from Flagstaff to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
10,000 reviews

Entertainment

6.9

Boarding

7.5

Crew

8.0

Food

6.4

Overall

7.2

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

BNA - ORD

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Entertainment

6.9

Boarding

7.5

Crew

8.0

Food

6.4

Overall

7.2

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

BNA - ORD

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.

Related info for your journey

Find useful and relevant information for your journey from Flagstaff 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 Flagstaff to Chicago?

    Most people fly from Flagstaff Pulliam (FLG) if they book a flight from Flagstaff to Chicago. On average, Flagstaff Pulliam has 0 outbound flights to Chicago per day from 1 airline. Flagstaff Pulliam is conveniently located just 4.3 mi from Flagstaff’s city center.

  • How long is the flight from Flagstaff to Chicago?

    A quick flight from Flagstaff to Chicago can take about 5h 43m. American Airlines provides one of the quickest options available for as low as $436. The distance between Flagstaff and Chicago is about 1362 mi.

  • What is the cheapest airline to fly from Flagstaff to Chicago round-trip?

    Our cheapest airline available from Flagstaff to Chicago is American Airlines. Our recent data shows that you can find tickets from as low as $385 on this airline.

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Flagstaff to Chicago (average of $245). Flying from Flagstaff 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
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Top airline flying from Flagstaff to Chicago

Discover the top airline that operate flights from Flagstaff 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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$385Average$645FlexibilityNo cancel feeOn-time71%

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