$256+ Cheap flights from Wenatchee (EAT) 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 9/16. Fares are subject to change and may not be available on all flights or dates of travel.
EAT — CHI
Sep 20 — Sep 271
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Wenatchee 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 Wenatchee to Chicago
Cheapest
Best
Last-minute
One-way
Cheapest flights from Wenatchee to ChicagoExplore the most affordable flight options available from Wenatchee to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 21, 2026.
Explore the most affordable flight options available from Wenatchee to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 21, 2026.
This SmartFares deal was found by Cheapflights users on 8/16. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/303:11 pm -
1 stop6h 48m
Wed 10/79:00 am -
1 stop7h 25m
Deal found 8/16![Alaska Airlines logo]()
$442
This Alaska Airlines deal was found by Cheapflights users on 8/16. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2112:37 pm -
2 stops27h 43m
Sat 10/249:00 am -
1 stop7h 25m
Deal found 8/16![Alaska Airlines logo]()
$503
Best flights from Wenatchee to ChicagoDiscover carefully curated flight deals from Wenatchee to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 21, 2026.
Discover carefully curated flight deals from Wenatchee to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 21, 2026.
This Alaska Airlines deal was found by Cheapflights users on 8/19. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2112:37 pm -
2 stops27h 43m
Sat 10/249:00 am -
1 stop7h 25m
Deal found 8/19![Alaska Airlines logo]()
$503
This Alaska Airlines deal was found by Cheapflights users on 8/16. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/303:11 pm -
2 stops20h 11m
Wed 10/79:00 am -
1 stop7h 25m
Deal found 8/16![Alaska Airlines logo]()
$518
This Alaska Airlines deal was found by Cheapflights users on 8/17. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/23:11 pm -
1 stop13h 09m
Fri 10/96:00 am -
1 stop10h 25m
Deal found 8/17![Alaska Airlines logo]()
$566
Last-minute flights from Wenatchee to ChicagoDiscover last-minute flight deals from Wenatchee to Chicago. Data last updated August 21, 2026 and is based on user searches.
Discover last-minute flight deals from Wenatchee to Chicago. Data last updated August 21, 2026 and is based on user searches.
This Booking.com deal was found by Cheapflights users on 8/17. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/163:11 pm -
1 stop6h 48m
Tue 9/221:03 pm -
1 stop12h 56m
Deal found 8/17![Alaska Airlines logo]()
$562
This SmartFares deal was found by Cheapflights users on 8/16. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/303:11 pm -
1 stop6h 48m
Wed 10/79:00 am -
1 stop7h 25m
Deal found 8/16![Alaska Airlines logo]()
$442
One-way flights from Wenatchee to ChicagoSearch for one-way flight options from Wenatchee to Chicago. Find affordable one-way fares based on user searches. Data last updated August 21, 2026.
Search for one-way flight options from Wenatchee to Chicago. Find affordable one-way fares based on user searches. Data last updated August 21, 2026.
This Priceline deal was found by Cheapflights users on 8/17. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/163:11 pm -
1 stop6h 48m
Deal found 8/17![Alaska Airlines logo]()
$256
This Trip.com deal was found by Cheapflights users on 8/17. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/23:11 pm -
1 stop6h 48m
Deal found 8/17![Alaska Airlines logo]()
$308
This Priceline deal was found by Cheapflights users on 8/17. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/183:11 pm -
1 stop6h 48m
Deal found 8/17![Alaska Airlines logo]()
$310
This Priceline deal was found by Cheapflights users on 8/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/305:15 am -
1 stop7h 32m
Deal found 8/16![Alaska Airlines logo]()
$326
This Alaska Airlines deal was found by Cheapflights users on 8/16. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/303:11 pm -
2 stops20h 11m
Deal found 8/16![Alaska Airlines logo]()
$333
This Booking.com deal was found by Cheapflights users on 8/18. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/13:13 pm -
2 stops20h 09m
Deal found 8/18![Alaska Airlines logo]()
$437
This Kiwi.com deal was found by Cheapflights users on 8/17. 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.
Fri 9/183:11 pm -
3 stops47h 29m
Deal found 8/17![Multiple Airlines logo]()
$586
This Kiwi.com deal was found by Cheapflights users on 8/18. 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.
Tue 9/13:13 pm -
3 stops36h 46m
Deal found 8/18![Multiple Airlines logo]()
$625
Find flight deals from Wenatchee to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Wenatchee (EAT) 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 August 21, 2026.
Most accurate provider | Expedia 1 star |
|---|---|
Most trusted provider | Expedia 3 stars |
Round-trip from | $442 (SmartFares) |
One-way from | $256 (Priceline) |
Cheapflights Fare Finder
Customize your flight search to find flights from Wenatchee 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 August 21, 2026.
Use the filters below to find and compare flights from Wenatchee to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
WenatcheeChicago
EAT Wenatchee Pangborn Field - ORD Chicago O'Hare Intl
EATORD
Wenatchee Pangborn Field
Wed 10/21
12:37 pm-6:20 pm
2 stops27h 43m
Chicago O'Hare Intl
Sat 10/24
9:00 am-2:25 pm
1 stop7h 25m
$503
WenatcheeChicago
EAT Wenatchee Pangborn Field - ORD Chicago O'Hare Intl
EATORD
Wenatchee Pangborn Field
Wed 9/30
3:11 pm-1:22 pm
2 stops20h 11m
Chicago O'Hare Intl
Wed 10/7
9:00 am-2:25 pm
1 stop7h 25m
$518
Quickest round-trip
WenatcheeChicago
EAT Wenatchee Pangborn Field - ORD Chicago O'Hare Intl
EATORD
Wenatchee Pangborn Field
Fri 10/2
3:11 pm-6:20 am
1 stop13h 09m
Chicago O'Hare Intl
Fri 10/9
6:00 am-2:25 pm
1 stop10h 25m
$566
Cheapest one-way
WenatcheeChicago
EAT Wenatchee Pangborn Field - ORD Chicago O'Hare Intl
EATORD
Wenatchee Pangborn Field
Wed 9/30
3:11 pm-11:59 pm
1 stop6h 48m
$256
WenatcheeChicago
EAT Wenatchee Pangborn Field - ORD Chicago O'Hare Intl
EATORD
Wenatchee Pangborn Field
Wed 9/16
3:11 pm-11:59 pm
1 stop6h 48m
$256
WenatcheeChicago
EAT Wenatchee Pangborn Field - ORD Chicago O'Hare Intl
EATORD
Wenatchee Pangborn Field
Fri 10/2
3:11 pm-6:53 pm
2 stops25h 42m
$317
Quickest one-way
WenatcheeChicago
EAT Wenatchee Pangborn Field - ORD Chicago O'Hare Intl
EATORD
Wenatchee Pangborn Field
Tue 9/1
3:13 pm-11:59 pm
1 stop6h 46m
$326
WenatcheeChicago
EAT Wenatchee Pangborn Field - ORD Chicago O'Hare Intl
EATORD
Wenatchee Pangborn Field
Sun 8/30
5:15 am-8:28 pm
2 stops13h 13m
$406
WenatcheeChicago
EAT Wenatchee Pangborn Field - ORD Chicago O'Hare Intl
EATORD
Wenatchee Pangborn Field
Fri 9/18
3:11 pm-4:40 pm
3 stops47h 29m
$586
WenatcheeChicago
EAT Wenatchee Pangborn Field - ORD Chicago O'Hare Intl
EATORD
Wenatchee Pangborn Field
Tue 9/1
3:13 pm-5:59 am
3 stops36h 46m
$625
Showing 1-10 of 12 resultsSorted by cheapest first
- Most accurate provider: When it comes to deals on Wenatchee-Chicago flights, users find the pricing of Expedia to be most consistent on Cheapflights vs. Expedia Users can find the same prices on Wenatchee-Chicago flight deals on Cheapflights vs. Expedia <90% of the time. Price accuracy is based on data collected from Wenatchee-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Wenatchee-Chicago flights, Cheapflights users trust Expedia the most. Expedia 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 Wenatchee-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 Wenatchee to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Wenatchee with our price prediction graph.
EAT-CHI
EAT-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 Wenatchee to Chicago
EAT-CHI
EAT-ORD
No data available for this route at this time. Please check back soon.
Related info for your journey
Find useful and relevant information for your journey from Wenatchee 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
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
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.
Alternative routes
Chicago flight routes
Complete your trip
Flights by cabin class
Other flight options
Other flights from Wenatchee
Popular flights