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$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 6/2. Fares are subject to change and may not be available on all flights or dates of travel.
IWD — CHI
Jun 5 — Jun 121
Fri 6/5
Fri 6/12
1 adult, Economy
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Cheap flight deals from Ironwood to Chicago

Cheapest flights from Ironwood to Chicago
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 May 6, 2026.

This Mytrip deal was found by Cheapflights users on 5/4. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/32:40 pm
IWD
-
ORD
Nonstop1h 15m
Denver Air Connection
Thu 8/612:55 pm
ORD
-
IWD
Nonstop1h 15m
Denver Air Connection
Deal found 5/4$279
This Denver Air Connection deal was found by Cheapflights users on 5/4. 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 Denver Air Connection is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/12:40 pm
IWD
-
ORD
Nonstop1h 15m
Denver Air Connection
Wed 9/212:55 pm
ORD
-
IWD
Nonstop1h 15m
Denver Air Connection
Deal found 5/4$284
This Priceline deal was found by Cheapflights users on 5/5. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/192:40 pm
IWD
-
ORD
Nonstop1h 15m
Denver Air Connection
Thu 5/2812:55 pm
ORD
-
IWD
Nonstop1h 15m
Denver Air Connection
Deal found 5/5$294
This Priceline deal was found by Cheapflights users on 5/2. 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.
Sun 5/172:40 pm
IWD
-
ORD
Nonstop1h 15m
Denver Air Connection
Thu 5/2112:55 pm
ORD
-
IWD
Nonstop1h 15m
Denver Air Connection
Deal found 5/2$304
This Kiwi.com deal was found by Cheapflights users on 5/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/62:40 pm
IWD
-
ORD
Nonstop1h 15m
Denver Air Connection
Fri 5/812:55 pm
ORD
-
IWD
Nonstop1h 15m
Denver Air Connection
Deal found 5/2$363
This Kiwi.com deal was found by Cheapflights users on 5/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/282:40 pm
IWD
-
ORD
Nonstop1h 15m
Multiple Airlines
Mon 6/18:06 pm
ORD
-
IWD
1 stop15h 39m
Multiple Airlines
Deal found 5/2$377
This Kiwi.com deal was found by Cheapflights users on 5/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/192:40 pm
IWD
-
ORD
Nonstop1h 15m
Multiple Airlines
Thu 5/288:06 pm
ORD
-
IWD
1 stop15h 39m
Multiple Airlines
Deal found 5/5$388
This Kiwi.com deal was found by Cheapflights users on 5/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/172:40 pm
IWD
-
ORD
Nonstop1h 15m
Multiple Airlines
Thu 5/216:16 pm
ORD
-
IWD
1 stop17h 29m
Multiple Airlines
Deal found 5/2$421
This Kiwi.com deal was found by Cheapflights users on 5/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/22:40 pm
IWD
-
ORD
Nonstop1h 15m
Multiple Airlines
Tue 6/91:29 pm
ORD
-
IWD
3 stops46h 16m
Multiple Airlines
Deal found 5/5$448

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 May 6, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$279
(Mytrip)

One-way from

$142
(Denver Air Connection)

Good round-trip deal

$284 or less
Provider with most accurate pricing for Ironwood Gogebic County-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Ironwood Gogebic County-Chicago (CHI) flights.
Search Deals
From Ironwood Gogebic County to Chicago (CHI)
Search Deals
One-way flight from Ironwood Gogebic County to Chicago (CHI)
Search Deals
Price to beat on a round-trip flight from Ironwood Gogebic County to Chicago (CHI).
Search Deals

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 2,558,603 searches. Data last updated May 6, 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

Price

Cheapest round-trip
Quickest round-trip

IronwoodChicago

IWD - ORD

IWDORD

Ironwood Gogebic County

Mon 6/29

2:40 pm-3:55 pm

Nonstop1h 15m

Chicago O'Hare Intl

Fri 7/3

12:55 pm-2:10 pm

Nonstop1h 15m

$284

IronwoodChicago

IWD - ORD

IWDORD

Ironwood Gogebic County

Tue 6/23

2:40 pm-3:55 pm

Nonstop1h 15m

Chicago O'Hare Intl

Fri 6/26

12:55 pm-2:10 pm

Nonstop1h 15m

$284

IronwoodChicago

IWD - ORD

IWDORD

Ironwood Gogebic County

Wed 7/15

2:40 pm-3:55 pm

Nonstop1h 15m

Chicago O'Hare Intl

Fri 7/17

12:55 pm-2:10 pm

Nonstop1h 15m

$284

IronwoodChicago

IWD - ORD

IWDORD

Ironwood Gogebic County

Tue 9/1

2:40 pm-3:55 pm

Nonstop1h 15m

Chicago O'Hare Intl

Wed 9/2

12:55 pm-2:10 pm

Nonstop1h 15m

$284

IronwoodChicago

IWD - ORD

IWDORD

Ironwood Gogebic County

Tue 7/14

2:40 pm-3:55 pm

Nonstop1h 15m

Chicago O'Hare Intl

Wed 7/15

12:55 pm-2:10 pm

Nonstop1h 15m

$284

IronwoodChicago

IWD - ORD

IWDORD

Ironwood Gogebic County

Thu 5/28

2:40 pm-3:55 pm

Nonstop1h 15m

Chicago O'Hare Intl

Mon 6/1

12:55 pm-2:10 pm

Nonstop1h 15m

$284

IronwoodChicago

IWD - ORD

IWDORD

Ironwood Gogebic County

Wed 7/15

2:40 pm-3:55 pm

Nonstop1h 15m

Chicago O'Hare Intl

Thu 7/16

12:55 pm-2:10 pm

Nonstop1h 15m

$284
Cheapest one-way
Quickest one-way

IronwoodChicago

IWD - ORD

IWDORD

Ironwood Gogebic County

Sun 6/7

2:40 pm-3:55 pm

Nonstop1h 15m

$142

IronwoodChicago

IWD - ORD

IWDORD

Ironwood Gogebic County

Sun 7/5

2:40 pm-3:55 pm

Nonstop1h 15m

$152

IronwoodChicago

IWD - ORD

IWDORD

Ironwood Gogebic County

Sun 6/7

12:15 pm-5:39 pm

1 stop5h 24m

$232

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/1

Showing 1-10 of 11 resultsSorted by cheapest first
1
2

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 May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • 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.
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

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 May 6, 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 May 6, 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
8.1
Very good

Overall

8.1

Crew

9.1

Comfort

8.6

Food

8.2

Boarding

8.2

Entertainment

7.6
Denver Air Connection
8.1
Very good
Denver Air Connection
8.1
Very good

Overall

8.1

Crew

9.1

Comfort

8.6

Food

8.2

Boarding

8.2

Entertainment

7.6

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.

  • What airport do you fly from for flights from Ironwood to Chicago?

    Ironwood Gogebic County (IWD) is the airport you will fly out of if you book a flight from Ironwood to Chicago. You should not have trouble finding flights to Chicago from Gogebic County; the airport handles an average of 0 outbound flights to Chicago per day. You should also have plenty of airline options to choose from since 1 airline has flights from the Ironwood airport to Chicago. It is only a 5.2 mi journey to Gogebic County (IWD) from Ironwood’s city center.

  • How long is the flight from Ironwood to Chicago?

    Departing from Ironwood to Chicago will take you 1h 15m. Airlines will cover a distance of 333 mi. Most flights are nonstop.

  • What is the cheapest airline to fly from Ironwood to Chicago round-trip?

    Our cheapest airline available from Ironwood to Chicago is Denver Air Connection. Our recent data shows that you can find tickets from as low as $191 on this airline.

  • What are the cheapest flights from Ironwood to Chicago?

    Looking at all options, your cheapest flight can be booked for $271. While the most popular route (Ironwood Gogebic County - Chicago O'Hare Intl) can be booked for $279 on average, our data indicates $284 when flying from Ironwood to Chicago.

  • Can I find deals for flights from Ironwood to Chicago that include hotel bookings?

    Yes. In addition to deals on Ironwood to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Ironwood to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Ironwood to Chicago.

  • Can I find deals for business class flights from Ironwood to Chicago?

    Yes. Cheapflights offers flight deals from Ironwood to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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Top airline flying from Ironwood to Chicago

Discover the top airline that operate flights from Ironwood 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 2,558,603 searches. Data last updated May 6, 2026.
AirlineCheapestAverageFlexibilityOn-time
Denver Air ConnectionCheapest$191Average$279FlexibilityNo cancel feeOn-timeN/A

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