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Cheap flights from Kalamazoo to Chicago from $108

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Kalamazoo to Chicago departing on 9/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Cheap round-trip flights

Delta Logo
5:30 am - 8:40 amAZO-MDW
4h 10m1 stop
Delta Logo
6:15 pm - 11:08 pmMDW-AZO
3h 53m1 stop
$216Delta
Find Deal
Sat, Sep 20 - Sat, Sep 27
Delta Logo
5:30 am - 8:04 amAZO-ORD
3h 34m1 stop
Delta Logo
7:15 am - 11:09 amORD-AZO
2h 54m1 stop
$216Delta
Find Deal
Tue, Sep 9 - Wed, Sep 10
Delta Logo
11:49 am - 4:13 pmAZO-ORD
5h 24m1 stop
Delta Logo
7:15 am - 11:09 amORD-AZO
2h 54m1 stop
$295Delta
Find Deal
Wed, Aug 27 - Sun, Aug 31
Delta Logo
5:30 am - 8:45 amAZO-MDW
4h 15m1 stop
Delta Logo
5:59 pm - 11:45 pmMDW-AZO
4h 46m1 stop
$322Delta
Find Deal
Wed, Nov 12 - Fri, Nov 14
American Airlines Logo
7:00 am - 7:14 amAZO-ORD
1h 14mnonstop
American Airlines Logo
3:15 pm - 5:14 pmORD-AZO
0h 59mnonstop
$323American Airlines
Find Deal
Sat, Sep 20 - Sat, Sep 27
American Airlines Logo
5:44 pm - 5:56 pmAZO-ORD
1h 12mnonstop
American Airlines Logo
8:10 am - 10:10 amORD-AZO
1h 00mnonstop
$348American Airlines
Find Deal
Wed, Oct 1 - Sun, Oct 5
Delta Logo
5:30 am - 8:40 amAZO-MDW
4h 10m1 stop
Delta Logo
9:35 am - 1:16 pmMDW-AZO
2h 41m1 stop
$357Delta
Find Deal
Thu, Oct 2 - Sat, Oct 4
Delta Logo
6:01 pm - 8:20 pmAZO-ORD
3h 19m1 stop
Delta Logo
7:10 am - 1:16 pmORD-AZO
5h 06m1 stop
$357Delta
Find Deal
Thu, Oct 2 - Sat, Oct 4
Delta Logo
5:30 am - 8:40 amAZO-MDW
4h 10m1 stop
Delta Logo
6:15 pm - 11:46 pmMDW-AZO
4h 31m1 stop
$367Delta
Find Deal
Wed, Oct 1 - Sun, Oct 5
Delta Logo
6:01 pm - 8:20 pmAZO-ORD
3h 19m1 stop
Delta Logo
7:10 am - 11:10 amORD-AZO
3h 00m1 stop
$367Delta
Find Deal
Wed, Oct 1 - Sun, Oct 5

American Airlines flights from Kalamazoo to Chicago

Our best American Airlines deals on Kalamazoo to Chicago flight tickets
American Airlines
Sep 20
AZO7:00 amKalamazoo Intl
1h 14m
ORD7:14 amChicago O'Hare Intl
Sep 27
ORD3:15 pmChicago O'Hare Intl
0h 59m
AZO5:14 pmKalamazoo Intl
$323
Find similar
American Airlines
Oct 1
AZO5:44 pmKalamazoo Intl
1h 12m
ORD5:56 pmChicago O'Hare Intl
Oct 5
ORD8:10 amChicago O'Hare Intl
1h 00m
AZO10:10 amKalamazoo Intl
$348
Find similar
American Airlines
Sep 9
AZO10:40 amKalamazoo Intl
1h 13m
ORD10:53 amChicago O'Hare Intl
Sep 16
ORD8:40 pmChicago O'Hare Intl
1h 11m
AZO10:51 pmKalamazoo Intl
$371
Find similar

Delta flights from Kalamazoo to Chicago

Our best Delta deals on Kalamazoo to Chicago flight tickets
Delta
Sep 9
AZO5:30 amKalamazoo Intl
3h 34m
1 stop
ORD8:04 amChicago O'Hare Intl
Sep 10
ORD7:15 amChicago O'Hare Intl
2h 54m
1 stop
AZO11:09 amKalamazoo Intl
$216
Find similar
Delta
Aug 27
AZO11:49 amKalamazoo Intl
5h 24m
1 stop
ORD4:13 pmChicago O'Hare Intl
Aug 31
ORD7:15 amChicago O'Hare Intl
2h 54m
1 stop
AZO11:09 amKalamazoo Intl
$295
Find similar
Delta
Nov 12
AZO5:30 amKalamazoo Intl
4h 15m
1 stop
MDW8:45 amChicago Midway
Nov 14
MDW5:59 pmChicago Midway
4h 46m
1 stop
AZO11:45 pmKalamazoo Intl
$322
Find similar

momondo 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, momondo users made 832,500 searches. Data last updated August 14, 2025.
Use the filters below to find and compare flights from Kalamazoo to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Sat 9/20

5:30 am-8:40 am

1 stop4h 10m

Chicago Midway

Sat 9/27

6:15 pm-11:08 pm

1 stop3h 53m

$216

KalamazooChicago

AZO - ORD

AZOORD

Kalamazoo Intl

Tue 9/9

5:30 am-8:04 am

1 stop3h 34m

Chicago O'Hare Intl

Wed 9/10

7:15 am-11:09 am

1 stop2h 54m

$216

KalamazooChicago

AZO - ORD

AZOORD

Kalamazoo Intl

Wed 8/27

11:49 am-4:13 pm

1 stop5h 24m

Chicago O'Hare Intl

Sun 8/31

7:15 am-11:09 am

1 stop2h 54m

$295

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Wed 11/12

5:30 am-8:45 am

1 stop4h 15m

Chicago Midway

Fri 11/14

5:59 pm-11:45 pm

1 stop4h 46m

$322

KalamazooChicago

AZO - ORD

AZOORD

Kalamazoo Intl

Sat 9/20

7:00 am-7:14 am

Nonstop1h 14m

Chicago O'Hare Intl

Sat 9/27

3:15 pm-5:14 pm

Nonstop0h 59m

$323

KalamazooChicago

AZO - ORD

AZOORD

Kalamazoo Intl

Wed 10/1

5:44 pm-5:56 pm

Nonstop1h 12m

Chicago O'Hare Intl

Sun 10/5

8:10 am-10:10 am

Nonstop1h 00m

$348

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Thu 10/2

5:30 am-8:40 am

1 stop4h 10m

Chicago Midway

Sat 10/4

9:35 am-1:16 pm

1 stop2h 41m

$357

KalamazooChicago

AZO - ORD

AZOORD

Kalamazoo Intl

Thu 10/2

6:01 pm-8:20 pm

1 stop3h 19m

Chicago O'Hare Intl

Sat 10/4

7:10 am-1:16 pm

1 stop5h 06m

$357

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Wed 10/1

5:30 am-8:40 am

1 stop4h 10m

Chicago Midway

Sun 10/5

6:15 pm-11:46 pm

1 stop4h 31m

$367

KalamazooChicago

AZO - ORD

AZOORD

Kalamazoo Intl

Wed 10/1

6:01 pm-8:20 pm

1 stop3h 19m

Chicago O'Hare Intl

Sun 10/5

7:10 am-11:10 am

1 stop3h 00m

$367

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Kalamazoo to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $471. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Kalamazoo to Chicago for around $548.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is at noon. Flights from Kalamazoo to Chicago during this time can be as low as $464. In contrast, the most expensive time of day to depart to Chicago is in the evening when prices are around $551.

What is the cheapest Kalamazoo Intl to Chicago flight route?

Fly from Kalamazoo Intl to Chicago O'Hare Intl for the best Kalamazoo Intl - Chicago flight prices

What cabin class options are available on Kalamazoo Intl to Chicago flights?

There are 3 cabin classes available to choose from on Kalamazoo Intl to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Kalamazoo to Chicago flights?

No. A direct flight is the cheapest option for a flight between Kalamazoo to Chicago.

When to book flights from Kalamazoo to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Kalamazoo to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Kalamazoo to Chicago (AZO to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Kalamazoo to Chicago

Best Price Found

$108

Fastest flight time

1h 06m

Direct flights

Mon, Wed, Thu, Fri and Sun

Airports in Chicago

2 airports
The best one-way flight to Chicago from Kalamazoo in the past 72 hours is $108. The best round-trip flight deal from Kalamazoo to Chicago found on momondo in the last 72 hours is $216.
The fastest flight from Kalamazoo to Chicago takes 1h 06m
Direct flights go from Kalamazoo to Chicago on Monday, Wednesday, Thursday, Friday and Sunday. The only airline offering direct flights is American Airlines.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)
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  • How far is Kalamazoo Intl to Chicago by plane?

    Kalamazoo Intl and Chicago are 108.4 mi apart from one another. 1h 12m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Kalamazoo Intl Airport to Chicago?

    Prices for flights from Kalamazoo Intl Airport to Chicago were last updated today.

  • How many operators does momondo search for flights from Kalamazoo Intl Airport to Chicago?

  • How old do you have to be to fly from Kalamazoo Intl Airport to Chicago?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Kalamazoo Intl Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Kalamazoo to Chicago?

Best airlines flying from Kalamazoo to Chicago

Compare and see reviews for airlines that fly from Kalamazoo to Chicago with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $318Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

  • American Airlines Flights From Kalamazoo to Chicago

    American Airlines flight deals from Kalamazoo to Chicago start from $318 round-trip. Over the 18 American Airlines flights for this route in a normal week, average airfare is usually $386 round-trip - but some users have found much cheaper deals with momondo.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Lansing
Portage
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Kalamazoo to Chicago?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Kalamazoo.

Can I find flights from Kalamazoo to Chicago with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Kalamazoo to Chicago flights to just show those with flexible booking policies.

How can momondo help me find flights from Kalamazoo to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Kalamazoo.

I’m not ready to book a flight from Kalamazoo to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from Kalamazoo are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport