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$267+ 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 5/28. Fares are subject to change and may not be available on all flights or dates of travel.
FLG — CHI
Apr 23 — Apr 301
Thu 4/23
Thu 4/30
1 adult, Economy
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Cheap 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 March 24, 2026.

This American Airlines deal was found by Cheapflights users on 3/24. 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 5/271:48 pm
FLG
-
ORD
1 stop6h 38m
American Airlines
Wed 6/35:00 am
ORD
-
FLG
1 stop8h 13m
American Airlines
Deal found 3/24$498
This American Airlines deal was found by Cheapflights users on 3/23. 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 5/2112:35 pm
FLG
-
ORD
1 stop7h 35m
American Airlines
Wed 5/277:11 am
ORD
-
FLG
1 stop6h 02m
American Airlines
Deal found 3/23$518
This American Airlines deal was found by Cheapflights users on 3/20. 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 5/2812:35 pm
FLG
-
ORD
1 stop7h 35m
American Airlines
Sun 5/317:11 am
ORD
-
FLG
1 stop6h 02m
American Airlines
Deal found 3/20$558
This American Airlines deal was found by Cheapflights users on 3/20. 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 4/197:52 pm
FLG
-
ORD
1 stop7h 29m
American Airlines
Sun 4/265:00 am
ORD
-
FLG
1 stop8h 11m
American Airlines
Deal found 3/20$577
This American Airlines deal was found by Cheapflights users on 3/24. 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 3/266:00 am
FLG
-
ORD
1 stop7h 04m
American Airlines
Wed 4/111:57 am
ORD
-
FLG
1 stop6h 22m
American Airlines
Deal found 3/24$596
This American Airlines deal was found by Cheapflights users on 3/23. 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 4/165:01 pm
FLG
-
ORD
1 stop5h 31m
American Airlines
Sun 4/197:05 pm
ORD
-
FLG
1 stop5h 52m
American Airlines
Deal found 3/23$616
This American Airlines deal was found by Cheapflights users on 3/19. 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.
Wed 4/85:01 pm
FLG
-
ORD
1 stop5h 31m
American Airlines
Mon 4/137:05 pm
ORD
-
FLG
1 stop5h 52m
American Airlines
Deal found 3/19$669

Find 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 March 24, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$498
(American Airlines)

One-way from

$267
(American Airlines)

Popular in

October

Cheapest in

June

Average price

$893
Provider with most accurate pricing for Flagstaff Pulliam-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Flagstaff Pulliam-Chicago (CHI) flights.
Search Deals
From Flagstaff Pulliam to Chicago (CHI)
Search Deals
One-way flight from Flagstaff Pulliam to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 18% potential increase in price ($136 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($36 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

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 March 24, 2026.
Use the filters below to find and compare flights from Flagstaff to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

FlagstaffChicago

FLG - ORD

FLGORD

Flagstaff Pulliam

Wed 5/27

1:48 pm-10:26 pm

1 stop6h 38m

Chicago O'Hare Intl

Wed 6/3

5:00 am-11:13 am

1 stop8h 13m

$498
Quickest round-trip

FlagstaffChicago

FLG - ORD

FLGORD

Flagstaff Pulliam

Thu 5/21

12:35 pm-10:10 pm

1 stop7h 35m

Chicago O'Hare Intl

Wed 5/27

7:11 am-11:13 am

1 stop6h 02m

$518

FlagstaffChicago

FLG - ORD

FLGORD

Flagstaff Pulliam

Thu 5/28

12:35 pm-10:10 pm

1 stop7h 35m

Chicago O'Hare Intl

Sun 5/31

7:11 am-11:13 am

1 stop6h 02m

$558

FlagstaffChicago

FLG - ORD

FLGORD

Flagstaff Pulliam

Fri 8/7

8:15 am-6:17 pm

1 stop8h 02m

Chicago O'Hare Intl

Sun 8/9

5:00 am-11:59 am

1 stop8h 59m

$558

FlagstaffChicago

FLG - ORD

FLGORD

Flagstaff Pulliam

Wed 4/8

7:52 pm-5:21 am

1 stop7h 29m

Chicago O'Hare Intl

Sun 4/12

5:25 pm-10:57 pm

1 stop7h 32m

$596

FlagstaffChicago

FLG - ORD

FLGORD

Flagstaff Pulliam

Mon 5/18

7:52 pm-10:40 am

1 stop12h 48m

Chicago O'Hare Intl

Wed 5/20

1:20 pm-10:57 pm

1 stop11h 37m

$752

FlagstaffChicago

FLG - ORD

FLGORD

Flagstaff Pulliam

Mon 6/15

12:35 pm-9:12 pm

1 stop6h 37m

Chicago O'Hare Intl

Wed 6/17

5:00 am-11:55 am

1 stop8h 55m

$766

FlagstaffChicago

FLG - ORD

FLGORD

Flagstaff Pulliam

Tue 7/7

11:44 am-9:24 pm

1 stop7h 40m

Chicago O'Hare Intl

Thu 7/9

5:00 am-11:14 am

2 stops8h 14m

$776
Cheapest one-way
Quickest one-way

FlagstaffChicago

FLG - ORD

FLGORD

Flagstaff Pulliam

Thu 5/28

1:48 pm-9:24 pm

1 stop5h 36m

$267

FlagstaffChicago

FLG - ORD

FLGORD

Flagstaff Pulliam

Sun 6/21

12:35 pm-10:10 pm

1 stop7h 35m

$391

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/21

Showing 1-10 of 13 resultsSorted by cheapest first
1
2

Compare providers for flights from Flagstaff 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 Flagstaff 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 Flagstaff-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Flagstaff-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Flagstaff-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Flagstaff-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 Flagstaff-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 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 March 24, 2026.
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
7.1
Good
11,491 reviews

Crew

7.9

Food

6.4

Boarding

7.5

Comfort

7.2

Overall

7.1

Entertainment

6.9

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
7.1
Good
11,491 reviews
American Airlines
7.1
Good
11,491 reviews

Crew

7.9

Food

6.4

Boarding

7.5

Comfort

7.2

Overall

7.1

Entertainment

6.9

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 6h 38m. American Airlines provides one of the quickest options available for as low as $498. 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 $375 on this airline. American Airlines is 35% cheaper than the average price of flights available within the next 90 days to this destination.

  • 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.

See more FAQs

Traveling to a place near Chicago?

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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 March 24, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$375Average$515FlexibilityNo cancel feeOn-time71%

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