HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chicago

$247+ 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 6/16. Fares are subject to change and may not be available on all flights or dates of travel.
FLG — CHI
Jun 5 — Jun 121
Fri 6/5
Fri 6/12
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Flagstaff to Chicago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 May 6, 2026.

This American Airlines deal was found by Cheapflights users on 5/4. 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 6/101:48 pm
FLG
-
ORD
1 stop7h 12m
American Airlines
Sat 6/135:00 am
ORD
-
FLG
1 stop8h 55m
American Airlines
Deal found 5/4$498
This American Airlines deal was found by Cheapflights users on 5/3. 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 6/610:25 am
FLG
-
ORD
2 stops8h 35m
American Airlines
Sat 6/137:02 am
ORD
-
FLG
1 stop6h 53m
American Airlines
Deal found 5/3$508
This American Airlines deal was found by Cheapflights users on 5/3. 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 7/2111:44 am
FLG
-
ORD
2 stops8h 31m
American Airlines
Tue 7/287:00 am
ORD
-
FLG
2 stops8h 20m
American Airlines
Deal found 5/3$513
This American Airlines deal was found by Cheapflights users on 5/6. 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 9/1712:36 pm
FLG
-
ORD
1 stop6h 38m
American Airlines
Tue 9/226:00 am
ORD
-
FLG
1 stop7h 59m
American Airlines
Deal found 5/6$528
This American Airlines deal was found by Cheapflights users on 5/3. 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 6/2211:43 am
FLG
-
ORD
1 stop7h 36m
American Airlines
Tue 6/3011:43 am
ORD
-
FLG
2 stops10h 13m
American Airlines
Deal found 5/3$538
This American Airlines deal was found by Cheapflights users on 5/3. 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 9/211:42 am
FLG
-
ORD
1 stop8h 18m
American Airlines
Wed 9/95:00 am
ORD
-
FLG
2 stops8h 00m
American Airlines
Deal found 5/3$547
This American Airlines deal was found by Cheapflights users on 5/3. 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 7/312:35 pm
FLG
-
ORD
1 stop6h 47m
American Airlines
Sun 7/57:00 am
ORD
-
FLG
1 stop6h 54m
American Airlines
Deal found 5/3$558
This American Airlines deal was found by Cheapflights users on 5/4. 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 5/266:50 am
FLG
-
ORD
1 stop7h 14m
American Airlines
Tue 6/25:00 am
ORD
-
FLG
1 stop8h 55m
American Airlines
Deal found 5/4$564

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 May 6, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$498
(American Airlines)

One-way from

$247
(American Airlines)

Popular in

October

Cheapest in

June

Average price

$400
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. 17% potential increase in price ($123 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($35 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 May 6, 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
Quickest round-trip

FlagstaffChicago

FLG - ORD

FLGORD

Flagstaff Pulliam

Tue 6/30

12:35 pm-10:35 pm

1 stop8h 00m

Chicago O'Hare Intl

Sat 7/11

7:00 am-11:54 am

1 stop6h 54m

$498

FlagstaffChicago

FLG - ORD

FLGORD

Flagstaff Pulliam

Thu 9/17

12:15 pm-10:18 pm

1 stop8h 03m

Chicago O'Hare Intl

Tue 9/22

7:00 am-11:59 am

1 stop6h 59m

$528

FlagstaffChicago

FLG - ORD

FLGORD

Flagstaff Pulliam

Wed 7/1

1:48 pm-12:39 am

2 stops8h 51m

Chicago O'Hare Intl

Fri 7/10

7:00 am-11:54 am

1 stop6h 54m

$538

FlagstaffChicago

FLG - ORD

FLGORD

Flagstaff Pulliam

Fri 10/2

12:15 pm-10:18 pm

1 stop8h 03m

Chicago O'Hare Intl

Mon 10/5

6:00 am-11:59 am

1 stop7h 59m

$558

FlagstaffChicago

FLG - ORD

FLGORD

Flagstaff Pulliam

Fri 7/10

12:35 pm-11:39 pm

1 stop9h 04m

Chicago O'Hare Intl

Mon 7/13

7:25 am-1:20 pm

1 stop7h 55m

$558

FlagstaffChicago

FLG - ORD

FLGORD

Flagstaff Pulliam

Fri 9/18

12:15 pm-10:18 pm

1 stop8h 03m

Chicago O'Hare Intl

Mon 9/21

7:00 am-11:59 am

1 stop6h 59m

$558

FlagstaffChicago

FLG - ORD

FLGORD

Flagstaff Pulliam

Sat 5/16

7:52 pm-5:21 am

1 stop7h 29m

Chicago O'Hare Intl

Wed 5/20

5:25 pm-10:57 pm

1 stop7h 32m

$576
Cheapest one-way

FlagstaffChicago

FLG - ORD

FLGORD

Flagstaff Pulliam

Tue 6/16

12:35 pm-10:30 pm

1 stop7h 55m

$247

FlagstaffChicago

FLG - ORD

FLGORD

Flagstaff Pulliam

Fri 8/7

11:42 am-11:10 pm

2 stops9h 28m

$287
Quickest one-way

FlagstaffChicago

FLG - ORD

FLGORD

Flagstaff Pulliam

Wed 7/1

12:35 pm-9:00 pm

1 stop6h 25m

$381

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/1

Showing 1-10 of 15 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 May.
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

How much does it cost to fly round-trip from Flagstaff to Chicago?

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 May 6, 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
11,668 reviews

Comfort

7.2

Crew

7.9

Boarding

7.5

Entertainment

6.9

Overall

7.1

Food

6.4

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
11,668 reviews
American Airlines
7.1
Good
11,668 reviews

Comfort

7.2

Crew

7.9

Boarding

7.5

Entertainment

6.9

Overall

7.1

Food

6.4

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 8h. 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 37% 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?

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 May 6, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$375Average$515FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
Site
©2026 Cheapflights