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Cheap flights from Kalamazoo to Chicago from $362

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Kalamazoo to Chicago departing on 12/20. 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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Find the cheapest flights from Kalamazoo to Chicago (AZO-MDW)

Cheap round-trip flights

Delta Logo
2:10 pm - 5:20 pmAZO-MDW
4h 10m1 stop
Delta Logo
9:29 am - 1:26 pmMDW-AZO
2h 57m1 stop
$362Delta
Find Deal
Sat, Dec 20 - Wed, Dec 24
Delta Logo
2:00 pm - 6:35 pmAZO-MDW
5h 35m1 stop
Delta Logo
6:15 pm - 11:46 pmMDW-AZO
4h 31m1 stop
$367Delta
Find Deal
Sat, Oct 4 - Sun, Oct 5
Delta Logo
5:25 am - 8:52 amAZO-MDW
4h 27m1 stop
Delta Logo
6:48 pm - 11:58 pmMDW-AZO
4h 10m1 stop
$412Delta
Find Deal
Fri, Nov 21 - Sun, Nov 23
Delta Logo
2:00 pm - 6:35 pmAZO-MDW
5h 35m1 stop
Delta Logo
6:15 pm - 11:08 pmMDW-AZO
3h 53m1 stop
$438Delta
Find Deal
Sat, Sep 20 - Sat, Sep 27
Delta Logo
2:00 pm - 6:35 pmAZO-MDW
5h 35m1 stop
Delta Logo
6:15 pm - 11:08 pmMDW-AZO
3h 53m1 stop
$458Delta
Find Deal
Sat, Sep 20 - Sat, Sep 27
Delta Logo
5:30 am - 8:40 amAZO-MDW
4h 10m1 stop
Delta Logo
6:15 pm - 11:46 pmMDW-AZO
4h 31m1 stop
$465Delta
Find Deal
Wed, Sep 17 - Sun, Sep 21
Delta Logo
5:30 am - 8:40 amAZO-MDW
4h 10m1 stop
Delta Logo
9:35 am - 1:16 pmMDW-AZO
2h 41m1 stop
$485Delta
Find Deal
Sun, Sep 14 - Sat, Sep 20
Delta Logo
5:30 am - 8:40 amAZO-MDW
4h 10m1 stop
Delta Logo
1:08 pm - 5:16 pmMDW-AZO
3h 08m1 stop
$490Delta
Find Deal
Mon, Sep 29 - Mon, Oct 6
Delta Logo
5:30 am - 8:40 amAZO-MDW
4h 10m1 stop
Delta Logo
1:08 pm - 5:21 pmMDW-AZO
3h 13m1 stop
$590Delta
Find Deal
Fri, Sep 12 - Sun, Sep 14
Delta Logo
5:30 am - 8:40 amAZO-MDW
4h 10m1 stop
Delta Logo
1:08 pm - 5:21 pmMDW-AZO
3h 13m1 stop
$798Delta
Find Deal
Mon, Sep 15 - Fri, Sep 19

Delta flights from Kalamazoo to Chicago Midway Airport

Our best Delta deals on Kalamazoo to Chicago Midway Airport flight tickets
Delta
Dec 20
AZO2:10 pmKalamazoo Intl
4h 10m
1 stop
MDW5:20 pmChicago Midway
Dec 24
MDW9:29 amChicago Midway
2h 57m
1 stop
AZO1:26 pmKalamazoo Intl
$362
Find similar
Delta
Oct 4
AZO2:00 pmKalamazoo Intl
5h 35m
1 stop
MDW6:35 pmChicago Midway
Oct 5
MDW6:15 pmChicago Midway
4h 31m
1 stop
AZO11:46 pmKalamazoo Intl
$367
Find similar
Delta
Nov 21
AZO5:25 amKalamazoo Intl
4h 27m
1 stop
MDW8:52 amChicago Midway
Nov 23
MDW6:48 pmChicago Midway
4h 10m
1 stop
AZO11:58 pmKalamazoo Intl
$412
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Kalamazoo to Chicago Midway Airport 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 September 3, 2025.
Use the filters below to find and compare flights from Kalamazoo to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Sat 12/20

2:10 pm-5:20 pm

1 stop4h 10m

Chicago Midway

Wed 12/24

9:29 am-1:26 pm

1 stop2h 57m

$362

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Sat 10/4

2:00 pm-6:35 pm

1 stop5h 35m

Chicago Midway

Sun 10/5

6:15 pm-11:46 pm

1 stop4h 31m

$367

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Fri 11/21

5:25 am-8:52 am

1 stop4h 27m

Chicago Midway

Sun 11/23

6:48 pm-11:58 pm

1 stop4h 10m

$412

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Sat 9/20

2:00 pm-6:35 pm

1 stop5h 35m

Chicago Midway

Sat 9/27

6:15 pm-11:08 pm

1 stop3h 53m

$438

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Sat 9/20

2:00 pm-6:35 pm

1 stop5h 35m

Chicago Midway

Sat 9/27

6:15 pm-11:08 pm

1 stop3h 53m

$458

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Wed 9/17

5:30 am-8:40 am

1 stop4h 10m

Chicago Midway

Sun 9/21

6:15 pm-11:46 pm

1 stop4h 31m

$465

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Sun 9/14

5:30 am-8:40 am

1 stop4h 10m

Chicago Midway

Sat 9/20

9:35 am-1:16 pm

1 stop2h 41m

$485

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Mon 9/29

5:30 am-8:40 am

1 stop4h 10m

Chicago Midway

Mon 10/6

1:08 pm-5:16 pm

1 stop3h 08m

$490

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Fri 9/12

5:30 am-8:40 am

1 stop4h 10m

Chicago Midway

Sun 9/14

1:08 pm-5:21 pm

1 stop3h 13m

$590

KalamazooChicago

AZO - MDW

AZOMDW

Kalamazoo Intl

Mon 9/15

5:30 am-8:40 am

1 stop4h 10m

Chicago Midway

Fri 9/19

1:08 pm-5:21 pm

1 stop3h 13m

$798

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 12 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 Midway Airport

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 airline that flies from Kalamazoo Intl to Chicago Midway?

Delta is the most popular carrier operating from Kalamazoo Intl to Chicago Midway

When to book flights from Kalamazoo to Chicago Midway Airport

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

Cheap Kalamazoo to Chicago Midway Airport (AZO to MDW) flight deals and tips

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

Direct flights

None
There are no direct flights from Kalamazoo to Chicago Midway Airport. There are no popular flight routes from Kalamazoo to Chicago Midway Airport.
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  • How far is Kalamazoo Intl to Chicago Midway by plane?

    The straight-line distance from Kalamazoo Intl to Chicago Midway is 116.0 mi. 4h 10m is a normal flight duration for this route.

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

    Prices for flights from Kalamazoo Intl Airport to Chicago Midway Airport are refreshed on a daily basis.

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Kalamazoo Intl Airport to Chicago Midway Airport.

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

    The required travel and health documents for your Chicago Midway Airport 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 Midway Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Traveling to a place near Chicago?

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Crown Point
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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. All flights to Chicago from Kalamazoo on momondo can be compared and filtered by various policies on offer, including flexible booking.

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?

If you are not ready to book a flight from Kalamazoo to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

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