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$140+ Cheap flights from Kalamazoo (AZO) 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 10/3. Fares are subject to change and may not be available on all flights or dates of travel.
AZO — CHI
Aug 7 — Aug 141
Thu 8/7
Thu 8/14
1 adult, Economy
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Cheap flight deals from Kalamazoo to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Kalamazoo (AZO) 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 2, 2025.

Round-trip from

$323
(American Airlines)

One-way from

$140
(Delta)

Good round-trip deal

$357 or less

Good one-way deal

$194 or less
From Kalamazoo Intl to Chicago (CHI)
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One-way flight from Kalamazoo Intl to Chicago (CHI)
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Price to beat on a round-trip flight from Kalamazoo Intl to Chicago (CHI).
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Price to beat on a one-way flight from Kalamazoo Intl to Chicago (CHI).
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Find flight deals from Kalamazoo to Chicago

Cheapest flights from Kalamazoo to Chicago
Explore the most affordable flight options available from Kalamazoo to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 2, 2025.

This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/205:44 pmAZO - ORD
Nonstop1h 12mAmerican Airlines
Sat 9/278:10 amORD - AZO
Nonstop1h 00mAmerican Airlines
Deal found 8/1$323
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/202:00 pmAZO - MDW
1 stop5h 35mDelta
Sat 9/279:35 amMDW - AZO
1 stop2h 41mDelta
Deal found 7/31$342
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/205:30 amAZO - ORD
1 stop4h 40mDelta
Sat 9/277:10 amORD - AZO
1 stop5h 06mDelta
Deal found 7/31$342

Cheapflights Fare Finder

 
Customize your flight search to find flights from Kalamazoo 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 August 2, 2025.
Use the filters below to find and compare flights from Kalamazoo to Chicago that are best for you.

Fly from

Kalamazoo

Fly to

Chicago

Route

Depart

Return

Price

KalamazooChicago

AZO - ORD

AZOORD

Kalamazoo Intl

Sat 9/20

5:44 pm-5:56 pm

Nonstop1h 12m

Chicago O'Hare Intl

Sat 9/27

8:10 am-10:10 am

Nonstop1h 00m

$323

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Sat 9/20

2:00 pm-6:35 pm

1 stop5h 35m

Chicago Midway

Sat 9/27

9:35 am-1:16 pm

1 stop2h 41m

$342

KalamazooChicago

AZO - ORD

AZOORD

Kalamazoo Intl

Sat 9/20

5:30 am-9:10 am

1 stop4h 40m

Chicago O'Hare Intl

Sat 9/27

7:10 am-1:16 pm

1 stop5h 06m

$342

KalamazooChicago

AZO - ORD

AZOORD

Kalamazoo Intl

Fri 10/3

6:01 pm-9:10 am

1 stop16h 09m

$140

KalamazooChicago

AZO - ORD

AZOORD

Kalamazoo Intl

Sat 9/27

5:44 pm-5:56 pm

Nonstop1h 12m

$345

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Tue 9/30

5:30 am-8:40 am

1 stop4h 10m

$354

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

Best time to book a flight from Kalamazoo to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Kalamazoo 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 Kalamazoo to Chicago

What is the cheapest month to book a flight from Kalamazoo to Chicago?

Currently, August is the cheapest month in which you can book a flight from Kalamazoo to Chicago (average of $245). Flying from Kalamazoo to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from AZO to CHI?

Find hourly flight availability from Kalamazoo 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 2, 2025.

When flying from Kalamazoo to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 12% versus a flight in the evening.

What is the cheapest day to fly from Kalamazoo to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Kalamazoo to Chicago. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Kalamazoo to Chicago flight should consider departing on Friday afternoons when fares are most often at their lowest. Saturday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Kalamazoo to Chicago

Explore weekly flight availability from Kalamazoo to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated August 2, 2025.

The most flights from AZO to CHI are scheduled on a Monday (6 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (1 on average).

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 2, 2025.
Get a feel of what it's like to fly with Delta and American Airlines from Kalamazoo to Chicago by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,983 reviews

Entertainment

7.9

Crew

8.5

Boarding

8.2

Overall

8.0

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,983 reviews
Delta
8.0
Very good
7,983 reviews

Entertainment

7.9

Crew

8.5

Boarding

8.2

Overall

8.0

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,983 reviews

Entertainment

7.9

Crew

8.5

Boarding

8.2

Overall

8.0

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

Find useful and relevant information for your journey from Kalamazoo 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 Kalamazoo to Chicago?

    Kalamazoo Intl (AZO), located 4.3 mi from the city center, is the airport you fly out of when you book flights from Kalamazoo to Chicago. 1 airline have flights from Kalamazoo Intl to Chicago on a regular basis. Booking flights from Kalamazoo Intl to Chicago should not be difficult; the airport handles an average of 4 outbound flights to Chicago per day.

  • What are the cheapest airlines flying from Kalamazoo to Chicago round-trip?

    According to our current data, American Airlines ($323), and Delta ($342) offers the cheapest pricing from Kalamazoo to Chicago.

  • What are the most reliable airlines from Kalamazoo to Chicago?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Kalamazoo to Chicago on time: Qatar Airways (94%), Japan Airlines (82%), Envoy Air (76%).

  • What are the cheapest flights from Kalamazoo to Chicago?

    Looking at all options, your cheapest flight can be booked for $133. While the most popular route (Kalamazoo Intl - Chicago O'Hare Intl) can be booked for $323 on average our data indicates $1,517 when flying from Kalamazoo to Chicago.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Kalamazoo 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.

  • What is the cheapest month to book a flight from Kalamazoo to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Kalamazoo to Chicago (average of $245). Flying from Kalamazoo to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Valparaiso
Chesterton

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Alternative routes for Kalamazoo to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Kalamazoo to Chicago

Discover the top airline that operate flights from Kalamazoo 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 August 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$283Average$386FlexibilityNo cancel feeOn-time71%

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