$142+ Cheap flights from Ironwood (IWD) 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 9/17. Fares are subject to change and may not be available on all flights or dates of travel.
IWD — CHI
Sep 22 — Sep 291
Round-trip
1 adult, Economy
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Find cheap flights from Ironwood 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 Ironwood to Chicago
Cheapest
Best
Last-minute
One-way
Cheapest flights from Ironwood to ChicagoExplore the most affordable flight options available from Ironwood to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 23, 2026.
Explore the most affordable flight options available from Ironwood to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 23, 2026.
This Booking.com 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/182:40 pm -
Nonstop1h 15m
Mon 9/2812:55 pm -
Nonstop1h 15m
Deal found 8/19![Denver Air Connection logo]()
$268
This Denver Air Connection deal was found by Cheapflights users on 8/21. 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 Denver Air Connection is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/142:40 pm -
Nonstop1h 15m
Mon 9/2112:55 pm -
Nonstop1h 15m
Deal found 8/21![Denver Air Connection logo]()
$284
This Priceline deal was found by Cheapflights users on 8/22. 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 9/62:40 pm -
Nonstop1h 15m
Thu 9/1012:55 pm -
Nonstop1h 15m
Deal found 8/22![Denver Air Connection logo]()
$304
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1012:15 pm -
2 stops12h 08m
Sun 9/1312:55 pm -
Nonstop1h 15m
Deal found 8/20![Multiple Airlines logo]()
$369
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.
Fri 9/1812:15 pm -
1 stop23h 33m
Sun 9/2012:55 pm -
Nonstop1h 15m
Deal found 8/18![Multiple Airlines logo]()
$377
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1812:15 pm -
2 stops36h 08m
Mon 9/2812:55 pm -
Nonstop1h 15m
Deal found 8/19![Multiple Airlines logo]()
$397
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 9/152:40 pm -
Nonstop1h 15m
Tue 9/226:30 am -
2 stops29h 15m
Deal found 8/18![Multiple Airlines logo]()
$401
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.
Fri 9/1812:15 pm -
3 stops34h 49m
Tue 9/2212:55 pm -
Nonstop1h 15m
Deal found 8/18![Multiple Airlines logo]()
$419
Best flights from Ironwood to ChicagoDiscover carefully curated flight deals from Ironwood to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 23, 2026.
Discover carefully curated flight deals from Ironwood to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 23, 2026.
This Booking.com 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/182:40 pm -
Nonstop1h 15m
Mon 9/2812:55 pm -
Nonstop1h 15m
Deal found 8/19![Denver Air Connection logo]()
$268
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.
Sun 9/2012:15 pm -
1 stop6h 58m
Tue 9/2212:55 pm -
Nonstop1h 15m
Deal found 8/18![Multiple Airlines logo]()
$377
This Denver Air Connection deal was found by Cheapflights users on 8/21. 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 Denver Air Connection is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/142:40 pm -
Nonstop1h 15m
Mon 9/2112:55 pm -
Nonstop1h 15m
Deal found 8/21![Denver Air Connection logo]()
$284
This Denver Air Connection 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 Denver Air Connection is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/222:40 pm -
Nonstop1h 15m
Mon 10/2612:55 pm -
Nonstop1h 15m
Deal found 8/18![Denver Air Connection logo]()
$284
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/152:40 pm -
Nonstop1h 15m
Tue 9/2212:55 pm -
Nonstop1h 15m
Deal found 8/18![Denver Air Connection logo]()
$284
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.
Fri 9/1812:15 pm -
1 stop23h 33m
Sun 9/2012:55 pm -
Nonstop1h 15m
Deal found 8/18![Multiple Airlines logo]()
$377
This Priceline deal was found by Cheapflights users on 8/22. 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 9/62:40 pm -
Nonstop1h 15m
Thu 9/1012:55 pm -
Nonstop1h 15m
Deal found 8/22![Denver Air Connection logo]()
$304
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1812:15 pm -
1 stop23h 33m
Mon 9/2812:55 pm -
Nonstop1h 15m
Deal found 8/19![Multiple Airlines logo]()
$377
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.
Fri 9/1812:15 pm -
2 stops36h 08m
Tue 9/2212:55 pm -
Nonstop1h 15m
Deal found 8/18![Multiple Airlines logo]()
$399
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1012:15 pm -
3 stops31h 20m
Sun 9/1312:55 pm -
Nonstop1h 15m
Deal found 8/19![Multiple Airlines logo]()
$457
This Kiwi.com deal was found by Cheapflights users on 8/22. 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.
Sun 9/62:40 pm -
Nonstop1h 15m
Thu 9/106:00 am -
2 stops29h 45m
Deal found 8/22![Multiple Airlines logo]()
$490
Last-minute flights from Ironwood to ChicagoDiscover last-minute flight deals from Ironwood to Chicago. Data last updated August 23, 2026 and is based on user searches.
Discover last-minute flight deals from Ironwood to Chicago. Data last updated August 23, 2026 and is based on user searches.
This Priceline deal was found by Cheapflights users on 8/22. 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 9/62:40 pm -
Nonstop1h 15m
Thu 9/1012:55 pm -
Nonstop1h 15m
Deal found 8/22![Denver Air Connection logo]()
$304
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1012:15 pm -
2 stops12h 08m
Sun 9/1312:55 pm -
Nonstop1h 15m
Deal found 8/20![Multiple Airlines logo]()
$369
This Denver Air Connection deal was found by Cheapflights users on 8/21. 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 Denver Air Connection is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/142:40 pm -
Nonstop1h 15m
Mon 9/2112:55 pm -
Nonstop1h 15m
Deal found 8/21![Denver Air Connection logo]()
$284
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 9/152:40 pm -
Nonstop1h 15m
Tue 9/226:30 am -
2 stops29h 15m
Deal found 8/18![Multiple Airlines logo]()
$401
This Booking.com 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/182:40 pm -
Nonstop1h 15m
Mon 9/2812:55 pm -
Nonstop1h 15m
Deal found 8/19![Denver Air Connection logo]()
$268
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.
Fri 9/1812:15 pm -
1 stop23h 33m
Sun 9/2012:55 pm -
Nonstop1h 15m
Deal found 8/18![Multiple Airlines logo]()
$377
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1812:15 pm -
2 stops36h 08m
Mon 9/2812:55 pm -
Nonstop1h 15m
Deal found 8/19![Multiple Airlines logo]()
$397
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.
Fri 9/1812:15 pm -
3 stops34h 49m
Tue 9/2212:55 pm -
Nonstop1h 15m
Deal found 8/18![Multiple Airlines logo]()
$419
One-way flights from Ironwood to ChicagoSearch for one-way flight options from Ironwood to Chicago. Find affordable one-way fares based on user searches. Data last updated August 23, 2026.
Search for one-way flight options from Ironwood to Chicago. Find affordable one-way fares based on user searches. Data last updated August 23, 2026.
This Priceline deal was found by Cheapflights users on 8/20. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/102:40 pm -
Nonstop1h 15m
Deal found 8/20![Denver Air Connection logo]()
$142
This Mytrip deal was found by Cheapflights users on 8/22. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/912:15 pm -
1 stop5h 23m
Deal found 8/22![Multiple Airlines logo]()
$209
This Kiwi.com deal was found by Cheapflights users on 8/21. 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.
Thu 9/1712:15 pm -
1 stop24h 08m
Deal found 8/21![Multiple Airlines logo]()
$221
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1012:15 pm -
2 stops12h 08m
Deal found 8/20![Multiple Airlines logo]()
$278
This Kiwi.com deal was found by Cheapflights users on 8/21. 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.
Sun 9/2012:15 pm -
2 stops36h 30m
Deal found 8/21![Multiple Airlines logo]()
$301
Find flight deals from Ironwood to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Ironwood (IWD) 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 23, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $268 (Booking.com) |
One-way from | $142 (Priceline) |
Good one-way deal | $138 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Ironwood 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 23, 2026.
Use the filters below to find and compare flights from Ironwood to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
IronwoodChicago
IWD Ironwood Gogebic County - ORD Chicago O'Hare Intl
IWDORD
Ironwood Gogebic County
Fri 9/18
2:40 pm-3:55 pm
Nonstop1h 15m
Chicago O'Hare Intl
Mon 9/28
12:55 pm-2:10 pm
Nonstop1h 15m
$268
IronwoodChicago
IWD Ironwood Gogebic County - ORD Chicago O'Hare Intl
IWDORD
Ironwood Gogebic County
Mon 9/14
2:40 pm-3:55 pm
Nonstop1h 15m
Chicago O'Hare Intl
Mon 9/21
12:55 pm-2:10 pm
Nonstop1h 15m
$284
IronwoodChicago
IWD Ironwood Gogebic County - ORD Chicago O'Hare Intl
IWDORD
Ironwood Gogebic County
Thu 10/22
2:40 pm-3:55 pm
Nonstop1h 15m
Chicago O'Hare Intl
Mon 10/26
12:55 pm-2:10 pm
Nonstop1h 15m
$284
IronwoodChicago
IWD Ironwood Gogebic County - ORD Chicago O'Hare Intl
IWDORD
Ironwood Gogebic County
Tue 9/15
2:40 pm-3:55 pm
Nonstop1h 15m
Chicago O'Hare Intl
Tue 9/22
12:55 pm-2:10 pm
Nonstop1h 15m
$284
IronwoodChicago
IWD Ironwood Gogebic County - ORD Chicago O'Hare Intl
IWDORD
Ironwood Gogebic County
Sun 9/6
2:40 pm-3:55 pm
Nonstop1h 15m
Chicago O'Hare Intl
Thu 9/10
12:55 pm-2:10 pm
Nonstop1h 15m
$304
IronwoodChicago
IWD Ironwood Gogebic County - ORD Chicago O'Hare Intl
IWDORD
Ironwood Gogebic County
Sun 9/20
12:15 pm-7:13 pm
1 stop6h 58m
Chicago O'Hare Intl
Tue 9/22
12:55 pm-2:10 pm
Nonstop1h 15m
$377
IronwoodChicago
IWD Ironwood Gogebic County - ORD Chicago O'Hare Intl
IWDORD
Ironwood Gogebic County
Fri 9/18
12:15 pm-11:48 am
1 stop23h 33m
Chicago O'Hare Intl
Sun 9/20
12:55 pm-2:10 pm
Nonstop1h 15m
$377
IronwoodChicago
IWD Ironwood Gogebic County - ORD Chicago O'Hare Intl
IWDORD
Ironwood Gogebic County
Fri 9/18
12:15 pm-11:48 am
1 stop23h 33m
Chicago O'Hare Intl
Mon 9/28
12:55 pm-2:10 pm
Nonstop1h 15m
$377
IronwoodChicago
IWD Ironwood Gogebic County - ORD Chicago O'Hare Intl
IWDORD
Ironwood Gogebic County
Fri 9/18
12:15 pm-12:23 am
2 stops36h 08m
Chicago O'Hare Intl
Tue 9/22
12:55 pm-2:10 pm
Nonstop1h 15m
$399
IronwoodChicago
IWD Ironwood Gogebic County - ORD Chicago O'Hare Intl
IWDORD
Ironwood Gogebic County
Thu 9/10
12:15 pm-7:35 pm
3 stops31h 20m
Chicago O'Hare Intl
Sun 9/13
12:55 pm-2:10 pm
Nonstop1h 15m
$457
Showing 1-10 of 17 resultsSorted by cheapest first
Compare providers for flights from Ironwood 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 Ironwood to Chicago in August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Ironwood-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Ironwood-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Ironwood-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Ironwood-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 Ironwood-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 Ironwood to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Ironwood with our price prediction graph.
IWD-CHI
IWD-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 Ironwood to Chicago
IWD-CHI
IWD-ORD
What is the cheapest time of day to fly from IWD to CHI?
Find hourly flight availability from Ironwood to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 23, 2026.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Ironwood to Chicago as you normally would.
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 August 23, 2026.
Read through reviews of airlines operating flights from Ironwood to Chicago, such as Denver Air Connection. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Denver Air Connection
Boarding
8.3
Entertainment
7.6
Food
8.3
Overall
8.2
Crew
9.2
Comfort
8.7
Denver Air Connection
Denver Air Connection
Boarding
8.3
Entertainment
7.6
Food
8.3
Overall
8.2
Crew
9.2
Comfort
8.7
Related info for your journey
Find useful and relevant information for your journey from Ironwood 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
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