$142+ Cheap flights from Ironwood (IWD) 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 12/27. Fares are subject to change and may not be available on all flights or dates of travel.
IWD — CHI
Nov 9 — Nov 161
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
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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 October 10, 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 October 10, 2026.
This Priceline deal was found by Cheapflights users on 10/7. 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 11/62:35 pm -
Nonstop1h 35m
Mon 11/912:40 pm -
Nonstop1h 25m
Deal found 10/7![Denver Air Connection logo]()
$284
This Denver Air Connection deal was found by Cheapflights users on 10/6. 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 Denver Air Connection is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/212:40 pm -
Nonstop1h 15m
Sun 10/2512:55 pm -
Nonstop1h 15m
Deal found 10/6![Denver Air Connection logo]()
$304
This FlightHub deal was found by Cheapflights users on 10/9. 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 FlightHub 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 10/9![Denver Air Connection logo]()
$314
This Kiwi.com deal was found by Cheapflights users on 10/8. 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 10/232:40 pm -
Nonstop1h 15m
Tue 10/276:30 am -
2 stops29h 15m
Deal found 10/8![Multiple Airlines logo]()
$396
This Kiwi.com deal was found by Cheapflights users on 10/7. 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 11/62:35 pm -
Nonstop1h 35m
Mon 11/98:30 pm -
2 stops15h 15m
Deal found 10/7![Multiple Airlines logo]()
$408
This Kiwi.com deal was found by Cheapflights users on 10/9. 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 11/812:15 pm -
2 stops36h 06m
Sun 11/1512:40 pm -
Nonstop1h 25m
Deal found 10/9![Multiple Airlines logo]()
$413
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 October 10, 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 October 10, 2026.
This deal was found by Cheapflights users on 10/9. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/62:35 pm -
Nonstop1h 35m
Thu 11/1212:40 pm -
Nonstop1h 25m
Deal found 10/9![Denver Air Connection logo]()
$284
This Kiwi.com deal was found by Cheapflights users on 10/8. 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 10/232:40 pm -
Nonstop1h 15m
Tue 10/276:30 am -
2 stops29h 15m
Deal found 10/8![Multiple Airlines logo]()
$396
This Priceline deal was found by Cheapflights users on 10/6. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/42:35 pm -
Nonstop1h 35m
Sun 12/612:40 pm -
Nonstop1h 25m
Deal found 10/6![Denver Air Connection logo]()
$284
This Priceline deal was found by Cheapflights users on 10/9. 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 11/82:35 pm -
Nonstop1h 35m
Sun 11/1512:40 pm -
Nonstop1h 25m
Deal found 10/9![Denver Air Connection logo]()
$284
This Denver Air Connection deal was found by Cheapflights users on 10/6. 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 Denver Air Connection is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/32:35 pm -
Nonstop1h 35m
Mon 12/712:40 pm -
Nonstop1h 25m
Deal found 10/6![Denver Air Connection logo]()
$284
This Priceline deal was found by Cheapflights users on 10/7. 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 12/42:35 pm -
Nonstop1h 35m
Mon 12/712:40 pm -
Nonstop1h 25m
Deal found 10/7![Denver Air Connection logo]()
$284
This Kiwi.com deal was found by Cheapflights users on 10/7. 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 11/62:35 pm -
Nonstop1h 35m
Mon 11/98:30 pm -
2 stops15h 15m
Deal found 10/7![Multiple Airlines logo]()
$408
This Denver Air Connection deal was found by Cheapflights users on 10/6. 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 Denver Air Connection is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/212:40 pm -
Nonstop1h 15m
Sun 10/2512:55 pm -
Nonstop1h 15m
Deal found 10/6![Denver Air Connection logo]()
$304
This Kiwi.com deal was found by Cheapflights users on 10/9. 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 11/812:15 pm -
2 stops36h 06m
Sun 11/1512:40 pm -
Nonstop1h 25m
Deal found 10/9![Multiple Airlines logo]()
$413
This FlightHub deal was found by Cheapflights users on 10/6. 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 FlightHub 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 10/6![Denver Air Connection logo]()
$304
Last-minute flights from Ironwood to ChicagoDiscover last-minute flight deals from Ironwood to Chicago. Data last updated October 10, 2026 and is based on user searches.
Discover last-minute flight deals from Ironwood to Chicago. Data last updated October 10, 2026 and is based on user searches.
This Denver Air Connection deal was found by Cheapflights users on 10/6. 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 Denver Air Connection is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/212:40 pm -
Nonstop1h 15m
Sun 10/2512:55 pm -
Nonstop1h 15m
Deal found 10/6![Denver Air Connection logo]()
$304
This FlightHub deal was found by Cheapflights users on 10/9. 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 FlightHub 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 10/9![Denver Air Connection logo]()
$314
This Kiwi.com deal was found by Cheapflights users on 10/8. 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 10/232:40 pm -
Nonstop1h 15m
Tue 10/276:30 am -
2 stops29h 15m
Deal found 10/8![Multiple Airlines logo]()
$396
This Priceline deal was found by Cheapflights users on 10/7. 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 11/62:35 pm -
Nonstop1h 35m
Mon 11/912:40 pm -
Nonstop1h 25m
Deal found 10/7![Denver Air Connection logo]()
$284
This Kiwi.com deal was found by Cheapflights users on 10/7. 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 11/62:35 pm -
Nonstop1h 35m
Mon 11/98:30 pm -
2 stops15h 15m
Deal found 10/7![Multiple Airlines logo]()
$408
This Kiwi.com deal was found by Cheapflights users on 10/9. 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 11/812:15 pm -
2 stops36h 06m
Sun 11/1512:40 pm -
Nonstop1h 25m
Deal found 10/9![Multiple Airlines logo]()
$413
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 October 10, 2026.
Search for one-way flight options from Ironwood to Chicago. Find affordable one-way fares based on user searches. Data last updated October 10, 2026.
This Denver Air Connection deal was found by Cheapflights users on 10/9. 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.
Sun 12/272:35 pm -
Nonstop1h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Denver Air Connection logo]()
$142
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 October 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $284 (Priceline) |
One-way from | $142 (Denver Air Connection) |
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 October 10, 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
Mon 12/28
2:35 pm-4:10 pm
Nonstop1h 35m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$142
IronwoodChicago
IWD Ironwood Gogebic County - ORD Chicago O'Hare Intl
IWDORD
Ironwood Gogebic County
Wed 12/30
2:35 pm-4:10 pm
Nonstop1h 35m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$142
IronwoodChicago
IWD Ironwood Gogebic County - ORD Chicago O'Hare Intl
IWDORD
Ironwood Gogebic County
Thu 12/31
2:35 pm-4:10 pm
Nonstop1h 35m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$142
IronwoodChicago
IWD Ironwood Gogebic County - ORD Chicago O'Hare Intl
IWDORD
Ironwood Gogebic County
Sun 12/27
2:35 pm-4:10 pm
Nonstop1h 35m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$142
IronwoodChicago
IWD Ironwood Gogebic County - ORD Chicago O'Hare Intl
IWDORD
Ironwood Gogebic County
Fri 11/6
2:35 pm-4:10 pm
Nonstop1h 35m
Chicago O'Hare Intl
Thu 11/12
12:40 pm-2:05 pm
Nonstop1h 25m
$284
IronwoodChicago
IWD Ironwood Gogebic County - ORD Chicago O'Hare Intl
IWDORD
Ironwood Gogebic County
Fri 12/4
2:35 pm-4:10 pm
Nonstop1h 35m
Chicago O'Hare Intl
Sun 12/6
12:40 pm-2:05 pm
Nonstop1h 25m
$284
IronwoodChicago
IWD Ironwood Gogebic County - ORD Chicago O'Hare Intl
IWDORD
Ironwood Gogebic County
Sun 11/8
2:35 pm-4:10 pm
Nonstop1h 35m
Chicago O'Hare Intl
Sun 11/15
12:40 pm-2:05 pm
Nonstop1h 25m
$284
IronwoodChicago
IWD Ironwood Gogebic County - ORD Chicago O'Hare Intl
IWDORD
Ironwood Gogebic County
Thu 12/3
2:35 pm-4:10 pm
Nonstop1h 35m
Chicago O'Hare Intl
Mon 12/7
12:40 pm-2:05 pm
Nonstop1h 25m
$284
IronwoodChicago
IWD Ironwood Gogebic County - ORD Chicago O'Hare Intl
IWDORD
Ironwood Gogebic County
Fri 12/4
2:35 pm-4:10 pm
Nonstop1h 35m
Chicago O'Hare Intl
Mon 12/7
12:40 pm-2:05 pm
Nonstop1h 25m
$284
IronwoodChicago
IWD Ironwood Gogebic County - ORD Chicago O'Hare Intl
IWDORD
Ironwood Gogebic County
Wed 10/21
2:40 pm-3:55 pm
Nonstop1h 15m
Chicago O'Hare Intl
Sun 10/25
12:55 pm-2:10 pm
Nonstop1h 15m
$304
Showing 1-10 of 14 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 October.
| 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 October 10, 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.
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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