$293+ Cheap flights from Chicago (CHI) to Hilo (ITO)
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 8/25. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — ITO
Sep 4 — Sep 111
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Hilo 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 Chicago to Hilo
Cheapest
Best
Last-minute
One-way
Cheapest flights from Chicago to HiloExplore the most affordable flight options available from Chicago to Hilo. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 5, 2026.
Explore the most affordable flight options available from Chicago to Hilo. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 5, 2026.
This Alaska Airlines deal was found by Cheapflights users on 8/3. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/107:25 am -
2 stops14h 54m
Wed 11/116:00 am -
2 stops13h 49m
Deal found 8/3![Multiple Airlines logo]()
$579
This Southwest deal was found by Cheapflights users on 7/31. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/146:40 am -
1 stop10h 55m
Fri 9/188:45 pm -
1 stop10h 20m
Deal found 7/31![Southwest logo]()
$584
This Alaska Airlines deal was found by Cheapflights users on 7/31. 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.
Mon 9/148:17 pm -
2 stops23h 08m
Fri 9/1811:27 am -
2 stops19h 40m
Deal found 7/31![Multiple Airlines logo]()
$585
This Booking.com deal was found by Cheapflights users on 8/2. 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.
Sat 10/242:21 pm -
2 stops36h 33m
Fri 10/308:45 pm -
2 stops16h 35m
Deal found 8/2![Multiple Airlines logo]()
$610
This Alaska Airlines deal was found by Cheapflights users on 7/31. 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.
Mon 9/148:17 pm -
2 stops23h 08m
Mon 9/217:44 pm -
2 stops18h 37m
Deal found 7/31![Multiple Airlines logo]()
$611
This Alaska Airlines deal was found by Cheapflights users on 7/31. 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.
Tue 10/203:49 pm -
2 stops20h 15m
Mon 11/26:00 am -
2 stops13h 49m
Deal found 7/31![Multiple Airlines logo]()
$621
This Southwest deal was found by Cheapflights users on 7/31. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/146:40 am -
1 stop10h 55m
Mon 9/218:45 pm -
1 stop11h 45m
Deal found 7/31![Southwest logo]()
$629
This Southwest deal was found by Cheapflights users on 8/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/246:40 am -
1 stop10h 55m
Mon 8/318:45 pm -
1 stop10h 10m
Deal found 8/2![Southwest logo]()
$639
This Alaska Airlines deal was found by Cheapflights users on 8/1. 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.
Tue 9/158:00 am -
2 stops18h 54m
Tue 9/229:26 am -
2 stops15h 54m
Deal found 8/1![Multiple Airlines logo]()
$639
This Alaska Airlines deal was found by Cheapflights users on 8/1. 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.
Sat 9/127:00 pm -
2 stops25h 13m
Sun 9/205:58 pm -
2 stops20h 23m
Deal found 8/1![Multiple Airlines logo]()
$641
This Priceline deal was found by Cheapflights users on 8/3. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/142:21 pm -
2 stops36h 33m
Wed 10/288:45 pm -
2 stops16h 35m
Deal found 8/3![Multiple Airlines logo]()
$644
This Expedia deal was found by Cheapflights users on 8/2. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/19:00 am -
2 stops14h 17m
Wed 10/284:51 pm -
2 stops17h 02m
Deal found 8/2![Multiple Airlines logo]()
$650
Best flights from Chicago to HiloDiscover carefully curated flight deals from Chicago to Hilo that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 5, 2026.
Discover carefully curated flight deals from Chicago to Hilo that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 5, 2026.
This Southwest deal was found by Cheapflights users on 7/31. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/146:40 am -
1 stop10h 55m
Fri 9/188:45 pm -
1 stop10h 20m
Deal found 7/31![Southwest logo]()
$584
This Alaska Airlines deal was found by Cheapflights users on 8/2. 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.
Tue 9/151:03 pm -
2 stops23h 00m
Tue 9/2211:27 am -
2 stops19h 40m
Deal found 8/2![Multiple Airlines logo]()
$585
This Alaska Airlines deal was found by Cheapflights users on 8/2. 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.
Mon 9/148:17 pm -
2 stops23h 08m
Wed 9/237:44 pm -
2 stops18h 37m
Deal found 8/2![Multiple Airlines logo]()
$585
This Southwest deal was found by Cheapflights users on 7/31. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/146:40 am -
1 stop10h 55m
Mon 9/218:45 pm -
2 stops12h 35m
Deal found 7/31![Southwest logo]()
$635
This Alaska Airlines deal was found by Cheapflights users on 8/1. 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.
Mon 9/148:17 pm -
2 stops23h 08m
Fri 9/185:58 pm -
2 stops20h 23m
Deal found 8/1![Multiple Airlines logo]()
$585
This Alaska Airlines deal was found by Cheapflights users on 8/2. 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 9/163:52 pm -
2 stops20h 11m
Wed 9/236:49 pm -
2 stops19h 32m
Deal found 8/2![Multiple Airlines logo]()
$585
This Priceline deal was found by Cheapflights users on 8/4. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/16:01 am -
2 stops19h 12m
Wed 10/284:51 pm -
2 stops17h 02m
Deal found 8/4![Multiple Airlines logo]()
$585
This Alaska Airlines deal was found by Cheapflights users on 8/1. 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.
Tue 10/207:20 am -
2 stops16h 33m
Mon 11/24:59 pm -
2 stops22h 01m
Deal found 8/1![Multiple Airlines logo]()
$611
This Alaska Airlines deal was found by Cheapflights users on 7/31. 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.
Mon 9/148:17 pm -
2 stops23h 08m
Mon 9/217:44 pm -
2 stops18h 37m
Deal found 7/31![Multiple Airlines logo]()
$611
Last-minute flights from Chicago to HiloDiscover last-minute flight deals from Chicago to Hilo. Data last updated August 5, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Hilo. Data last updated August 5, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 8/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/246:40 am -
1 stop10h 55m
Mon 8/318:45 pm -
1 stop10h 10m
Deal found 8/2![Southwest logo]()
$639
This Alaska Airlines deal was found by Cheapflights users on 7/31. 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.
Tue 8/256:01 am -
2 stops18h 11m
Wed 8/269:26 am -
2 stops22h 56m
Deal found 7/31![Multiple Airlines logo]()
$651
This Alaska Airlines deal was found by Cheapflights users on 7/31. 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.
Sun 8/308:17 pm -
2 stops23h 08m
Sun 9/66:00 am -
2 stops12h 59m
Deal found 7/31![Multiple Airlines logo]()
$656
This Expedia deal was found by Cheapflights users on 8/2. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/19:00 am -
2 stops14h 17m
Wed 10/284:51 pm -
2 stops17h 02m
Deal found 8/2![Multiple Airlines logo]()
$650
This Alaska Airlines deal was found by Cheapflights users on 8/1. 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.
Sat 9/127:00 pm -
2 stops25h 13m
Sun 9/205:58 pm -
2 stops20h 23m
Deal found 8/1![Multiple Airlines logo]()
$641
This Southwest deal was found by Cheapflights users on 7/31. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/146:40 am -
1 stop10h 55m
Fri 9/188:45 pm -
1 stop10h 20m
Deal found 7/31![Southwest logo]()
$584
This Alaska Airlines deal was found by Cheapflights users on 7/31. 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.
Mon 9/148:17 pm -
2 stops23h 08m
Fri 9/1811:27 am -
2 stops19h 40m
Deal found 7/31![Multiple Airlines logo]()
$585
This Alaska Airlines deal was found by Cheapflights users on 7/31. 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.
Mon 9/148:17 pm -
2 stops23h 08m
Mon 9/217:44 pm -
2 stops18h 37m
Deal found 7/31![Multiple Airlines logo]()
$611
This Southwest deal was found by Cheapflights users on 7/31. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/146:40 am -
1 stop10h 55m
Mon 9/218:45 pm -
1 stop11h 45m
Deal found 7/31![Southwest logo]()
$629
This Alaska Airlines deal was found by Cheapflights users on 8/1. 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.
Tue 9/158:00 am -
2 stops18h 54m
Tue 9/229:26 am -
2 stops15h 54m
Deal found 8/1![Multiple Airlines logo]()
$639
This Alaska Airlines deal was found by Cheapflights users on 8/4. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/197:00 pm -
2 stops25h 13m
Sat 9/2611:27 am -
2 stops19h 40m
Deal found 8/4![Multiple Airlines logo]()
$665
One-way flights from Chicago to HiloSearch for one-way flight options from Chicago to Hilo. Find affordable one-way fares based on user searches. Data last updated August 5, 2026.
Search for one-way flight options from Chicago to Hilo. Find affordable one-way fares based on user searches. Data last updated August 5, 2026.
This Priceline deal was found by Cheapflights users on 8/2. 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.
Tue 8/256:01 am -
2 stops18h 11m
Deal found 8/2![Multiple Airlines logo]()
$293
This Southwest deal was found by Cheapflights users on 8/4. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/268:20 pm -
2 stops21h 15m
Deal found 8/4![Southwest logo]()
$303
This Southwest deal was found by Cheapflights users on 8/4. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/256:50 am -
2 stops19h 55m
Deal found 8/4![Southwest logo]()
$328
This Alaska Airlines deal was found by Cheapflights users on 8/1. 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.
Mon 8/316:01 am -
2 stops19h 12m
Deal found 8/1![Multiple Airlines logo]()
$329
This Alaska Airlines deal was found by Cheapflights users on 7/31. 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.
Mon 9/147:20 am -
2 stops17h 53m
Deal found 7/31![Multiple Airlines logo]()
$348
This Booking.com deal was found by Cheapflights users on 8/2. 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.
Fri 8/286:01 am -
2 stops17h 16m
Deal found 8/2![Multiple Airlines logo]()
$373
This Priceline deal was found by Cheapflights users on 8/2. 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.
Tue 10/132:21 pm -
2 stops36h 33m
Deal found 8/2![Multiple Airlines logo]()
$415
This Alaska Airlines deal was found by Cheapflights users on 8/5. 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.
Sat 9/197:20 am -
2 stops17h 53m
Deal found 8/5![Multiple Airlines logo]()
$419
This United Airlines deal was found by Cheapflights users on 8/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/259:30 am -
1 stop11h 42m
Deal found 8/2![United Airlines logo]()
$472
This United Airlines deal was found by Cheapflights users on 8/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/289:30 am -
1 stop11h 42m
Deal found 8/2![United Airlines logo]()
$708
This Alaska Airlines deal was found by Cheapflights users on 8/4. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/247:00 am -
2 stops15h 53m
Deal found 8/4![Multiple Airlines logo]()
$725
Find flight deals from Chicago to Hilo
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Hilo (ITO). 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 5, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $534 (Southwest) |
One-way from | $293 (Priceline) |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Hilo 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 August 5, 2026.
Use the filters below to find and compare flights from Chicago to Hilo that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
ChicagoHilo
MDW - ITO
MDWITO
Chicago Midway
Mon 9/14
6:40 am-12:35 pm
1 stop10h 55m
Hilo Intl
Fri 9/18
8:45 pm-12:05 pm
1 stop10h 20m
$584
ChicagoHilo
ORD - ITO
ORDITO
Chicago O'Hare Intl
Tue 9/15
1:03 pm-7:03 am
2 stops23h 00m
Hilo Intl
Tue 9/22
11:27 am-12:07 pm
2 stops19h 40m
$585
ChicagoHilo
ORD - ITO
ORDITO
Chicago O'Hare Intl
Mon 9/14
8:17 pm-2:25 pm
2 stops23h 08m
Hilo Intl
Wed 9/23
7:44 pm-7:21 pm
2 stops18h 37m
$585
ChicagoHilo
ORD - ITO
ORDITO
Chicago O'Hare Intl
Mon 9/14
8:17 pm-2:25 pm
2 stops23h 08m
Hilo Intl
Fri 9/18
5:58 pm-7:21 pm
2 stops20h 23m
$585
ChicagoHilo
ORD - ITO
ORDITO
Chicago O'Hare Intl
Wed 9/16
3:52 pm-7:03 am
2 stops20h 11m
Hilo Intl
Wed 9/23
6:49 pm-7:21 pm
2 stops19h 32m
$585
ChicagoHilo
ORD - ITO
ORDITO
Chicago O'Hare Intl
Tue 9/1
6:01 am-8:13 pm
2 stops19h 12m
Hilo Intl
Wed 10/28
4:51 pm-2:53 pm
2 stops17h 02m
$585
ChicagoHilo
ORD - ITO
ORDITO
Chicago O'Hare Intl
Tue 10/20
7:20 am-6:53 pm
2 stops16h 33m
Hilo Intl
Mon 11/2
4:59 pm-7:00 pm
2 stops22h 01m
$611
ChicagoHilo
ORD - ITO
ORDITO
Chicago O'Hare Intl
Mon 9/14
8:17 pm-2:25 pm
2 stops23h 08m
Hilo Intl
Mon 9/21
7:44 pm-7:21 pm
2 stops18h 37m
$611
ChicagoHilo
MDW - ITO
MDWITO
Chicago Midway
Mon 9/14
6:40 am-12:35 pm
1 stop10h 55m
Hilo Intl
Mon 9/21
8:45 pm-2:20 pm
2 stops12h 35m
$635
Cheapest one-way
ChicagoHilo
MDW - ITO
MDWITO
Chicago Midway
Wed 8/26
8:20 pm-12:35 pm
2 stops21h 15m
$303
Showing 1-10 of 22 resultsSorted by cheapest first
Compare providers for flights from Chicago to Hilo
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 Chicago to Hilo in August.
| 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 Chicago-Hilo flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Hilo flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Hilo flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Hilo 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 Chicago-Hilo 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 Chicago to Hilo
Have a flexible travel schedule? Discover the best time to fly to Hilo from Chicago with our price prediction graph.
CHI-ITO
MDW-ITO
ORD-ITO
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 Chicago to Hilo
CHI-ITO
MDW-ITO
ORD-ITO
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 Chicago to Hilo. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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.
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Complete your trip
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Alternative routes for Chicago to Hilo
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Hilo by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chicago to Hilo by cabin class
Find flights from Chicago to Hilo, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Hilo
Explore flights to Hilo departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on August 5, 2026.
Chicago and Hilo flights
Browse other Chicago and Hilo flight options. Last updated on August 5, 2026.
Other flights from Chicago
Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on August 5, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Chicago to Hilo
Discover the top airline that operate flights from Chicago to Hilo. 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 August 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$437 | Average$622 | FlexibilityNo cancel fee | On-time75% |