$396+ Cheap flights from Flagstaff (FLG) 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 11/3. Fares are subject to change and may not be available on all flights or dates of travel.
FLG — CHI
Nov 14 — Nov 211
Round-trip
1 adult, Economy
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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
Best
Last-minute
One-way
Cheapest flights from Flagstaff to ChicagoExplore 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 October 15, 2026.
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 October 15, 2026.
This American Airlines deal was found by Cheapflights users on 10/12. 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 11/1111:16 am -
1 stop5h 39m
Wed 11/185:00 am -
1 stop8h 52m
Deal found 10/12![American Airlines logo]()
$528
This American Airlines deal was found by Cheapflights users on 10/12. 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 12/1012:44 pm -
1 stop8h 14m
Tue 12/1511:00 am -
1 stop8h 39m
Deal found 10/12![American Airlines logo]()
$558
This American Airlines deal was found by Cheapflights users on 10/11. 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 11/221:27 pm -
1 stop6h 57m
Sat 11/286:05 am -
1 stop9h 17m
Deal found 10/11![American Airlines logo]()
$608
This American Airlines deal was found by Cheapflights users on 10/10. 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 11/61:22 pm -
1 stop6h 50m
Sun 11/85:00 am -
1 stop8h 52m
Deal found 10/10![American Airlines logo]()
$666
This American Airlines deal was found by Cheapflights users on 10/13. 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 12/2311:30 am -
1 stop5h 25m
Mon 12/2810:05 pm -
1 stop15h 41m
Deal found 10/13![American Airlines logo]()
$672
This American Airlines deal was found by Cheapflights users on 10/12. 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 12/1911:30 am -
2 stops8h 30m
Sun 12/275:00 am -
1 stop6h 59m
Deal found 10/12![American Airlines logo]()
$722
Best flights from Flagstaff to ChicagoDiscover carefully curated flight deals from Flagstaff to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 15, 2026.
Discover carefully curated flight deals from Flagstaff to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 15, 2026.
This American Airlines deal was found by Cheapflights users on 10/13. 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 1/147:29 am -
1 stop7h 41m
Tue 1/193:00 pm -
1 stop6h 38m
Deal found 10/13![American Airlines logo]()
$558
This American Airlines deal was found by Cheapflights users on 10/12. 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 11/221:27 pm -
1 stop6h 57m
Sat 11/286:05 am -
1 stop9h 17m
Deal found 10/12![American Airlines logo]()
$608
This American Airlines deal was found by Cheapflights users on 10/12. 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 11/1112:41 pm -
2 stops8h 49m
Wed 11/186:00 am -
1 stop7h 52m
Deal found 10/12![American Airlines logo]()
$658
This American Airlines deal was found by Cheapflights users on 10/13. 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 2/1111:30 am -
1 stop5h 27m
Tue 2/161:30 pm -
2 stops8h 11m
Deal found 10/13![American Airlines logo]()
$672
This American Airlines deal was found by Cheapflights users on 10/12. 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 1/711:13 am -
1 stop5h 46m
Tue 1/1212:03 pm -
2 stops9h 35m
Deal found 10/12![American Airlines logo]()
$672
This American Airlines deal was found by Cheapflights users on 10/12. 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 12/1911:30 am -
2 stops8h 30m
Sun 12/275:00 am -
1 stop6h 59m
Deal found 10/12![American Airlines logo]()
$722
This American Airlines deal was found by Cheapflights users on 10/13. 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 12/2311:30 am -
2 stops8h 30m
Mon 12/285:00 am -
1 stop6h 59m
Deal found 10/13![American Airlines logo]()
$731
Last-minute flights from Flagstaff to ChicagoDiscover last-minute flight deals from Flagstaff to Chicago. Data last updated October 15, 2026 and is based on user searches.
Discover last-minute flight deals from Flagstaff to Chicago. Data last updated October 15, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 10/10. 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 11/61:22 pm -
1 stop6h 50m
Sun 11/85:00 am -
1 stop8h 52m
Deal found 10/10![American Airlines logo]()
$666
This American Airlines deal was found by Cheapflights users on 10/12. 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 11/1111:16 am -
1 stop5h 39m
Wed 11/185:00 am -
1 stop8h 52m
Deal found 10/12![American Airlines logo]()
$528
This American Airlines deal was found by Cheapflights users on 10/11. 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 11/221:27 pm -
1 stop6h 57m
Sat 11/286:05 am -
1 stop9h 17m
Deal found 10/11![American Airlines logo]()
$608
One-way flights from Flagstaff to ChicagoSearch for one-way flight options from Flagstaff to Chicago. Find affordable one-way fares based on user searches. Data last updated October 15, 2026.
Search for one-way flight options from Flagstaff to Chicago. Find affordable one-way fares based on user searches. Data last updated October 15, 2026.
This American Airlines deal was found by Cheapflights users on 10/13. 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 11/31:22 pm -
1 stop6h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![American Airlines logo]()
$396
This American Airlines deal was found by Cheapflights users on 10/11. 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 11/57:37 am -
1 stop7h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![American Airlines logo]()
$416
This American Airlines deal was found by Cheapflights users on 10/13. 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 10/2610:34 am -
1 stop8h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![American Airlines logo]()
$1,216
This Kiwi.com deal was found by Cheapflights users on 10/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/2610:34 am -
3 stops30h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Multiple Airlines logo]()
$2,227
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 October 15, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $528 (American Airlines) |
One-way from | $396 (American Airlines) |
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 7,457,451 searches. Data last updated October 15, 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
Cheapest round-trip
FlagstaffChicago
FLG Flagstaff Pulliam - ORD Chicago O'Hare Intl
FLGORD
Flagstaff Pulliam
Tue 11/3
1:22 pm-9:12 pm
1 stop6h 50m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$396
FlagstaffChicago
FLG Flagstaff Pulliam - ORD Chicago O'Hare Intl
FLGORD
Flagstaff Pulliam
Wed 11/4
12:41 pm-9:00 pm
1 stop7h 19m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$396
Quickest round-trip
FlagstaffChicago
FLG Flagstaff Pulliam - ORD Chicago O'Hare Intl
FLGORD
Flagstaff Pulliam
Wed 11/11
7:37 am-2:43 pm
1 stop6h 06m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$396
FlagstaffChicago
FLG Flagstaff Pulliam - ORD Chicago O'Hare Intl
FLGORD
Flagstaff Pulliam
Fri 11/6
11:16 am-9:00 pm
1 stop8h 44m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$416
FlagstaffChicago
FLG Flagstaff Pulliam - ORD Chicago O'Hare Intl
FLGORD
Flagstaff Pulliam
Thu 11/5
11:16 am-11:15 pm
2 stops10h 59m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$426
FlagstaffChicago
FLG Flagstaff Pulliam - ORD Chicago O'Hare Intl
FLGORD
Flagstaff Pulliam
Thu 1/14
7:29 am-4:10 pm
1 stop7h 41m
Chicago O'Hare Intl
Tue 1/19
3:00 pm-8:38 pm
1 stop6h 38m
$558
FlagstaffChicago
FLG Flagstaff Pulliam - ORD Chicago O'Hare Intl
FLGORD
Flagstaff Pulliam
Sun 11/22
1:27 pm-9:24 pm
1 stop6h 57m
Chicago O'Hare Intl
Sat 11/28
6:05 am-2:22 pm
1 stop9h 17m
$608
FlagstaffChicago
FLG Flagstaff Pulliam - ORD Chicago O'Hare Intl
FLGORD
Flagstaff Pulliam
Wed 11/11
12:41 pm-10:30 pm
2 stops8h 49m
Chicago O'Hare Intl
Wed 11/18
6:00 am-12:52 pm
1 stop7h 52m
$658
FlagstaffChicago
FLG Flagstaff Pulliam - ORD Chicago O'Hare Intl
FLGORD
Flagstaff Pulliam
Thu 2/11
11:30 am-5:57 pm
1 stop5h 27m
Chicago O'Hare Intl
Tue 2/16
1:30 pm-8:41 pm
2 stops8h 11m
$672
FlagstaffChicago
FLG Flagstaff Pulliam - ORD Chicago O'Hare Intl
FLGORD
Flagstaff Pulliam
Thu 1/7
11:13 am-5:59 pm
1 stop5h 46m
Chicago O'Hare Intl
Tue 1/12
12:03 pm-8:38 pm
2 stops9h 35m
$672
Showing 1-10 of 14 resultsSorted by cheapest first
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 October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- 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.
FLG-CHI
FLG-ORD
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
FLG-CHI
FLG-ORD
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 October 15, 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.
Overall
7.0
Boarding
7.4
Crew
7.9
Food
6.4
Entertainment
6.8
Comfort
7.2
Reviews
1 / 20
2.0
MediocreAnonymous,Aug 2025
BNA - ORD
Overall
7.0
Boarding
7.4
Crew
7.9
Food
6.4
Entertainment
6.8
Comfort
7.2
Reviews
1 / 20
2.0
MediocreAnonymous,Aug 2025
BNA - ORD
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.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
Merrillville
Lansing
Valparaiso
Hammond
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Porter
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Other flights to Chicago
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 15, 2026.
Complete your trip
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Flagstaff and Chicago flights
Browse other Flagstaff and Chicago flight options. Last updated on October 15, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 7,457,451 searches. Data last updated October 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$406 | Average$576 | FlexibilityNo cancel fee | On-time71% |