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$89+ Cheap flights from Kansas 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 8/29. Fares are subject to change and may not be available on all flights or dates of travel.
ICT — CHI
Aug 24 — Aug 311
Mon 8/24
Mon 8/31
1 adult, Economy
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Cheap flight deals from Kansas to Chicago

Cheapest flights from Kansas to Chicago
Explore the most affordable flight options available from Kansas to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 25, 2026.

This Southwest deal was found by Cheapflights users on 7/23. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/155:05 am
TUL
-
MDW
Nonstop1h 40m
Southwest
Sat 8/296:05 pm
MDW
-
TUL
Nonstop1h 50m
Southwest
Deal found 7/23$177
This American Airlines deal was found by Cheapflights users on 7/22. 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.
Mon 10/267:34 pm
TUL
-
ORD
Nonstop2h 06m
American Airlines
Wed 10/288:00 am
ORD
-
TUL
Nonstop2h 07m
American Airlines
Deal found 7/22$177
This Southwest deal was found by Cheapflights users on 7/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/113:10 pm
TUL
-
MDW
Nonstop1h 45m
Southwest
Wed 11/187:05 am
MDW
-
TUL
1 stop4h 15m
Southwest
Deal found 7/22$183
This Southwest deal was found by Cheapflights users on 7/23. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/87:45 am
TUL
-
MDW
1 stop5h 45m
Southwest
Tue 9/88:45 pm
MDW
-
TUL
Nonstop1h 55m
Southwest
Deal found 7/23$187
This Southwest deal was found by Cheapflights users on 7/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/85:50 am
TUL
-
MDW
Nonstop1h 40m
Southwest
Fri 9/1110:25 am
MDW
-
TUL
Nonstop1h 45m
Southwest
Deal found 7/20$190
This United Airlines deal was found by Cheapflights users on 7/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/86:23 pm
TUL
-
ORD
Nonstop2h 17m
United Airlines
Fri 9/113:35 pm
ORD
-
TUL
Nonstop2h 07m
United Airlines
Deal found 7/20$190
This Southwest deal was found by Cheapflights users on 7/23. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/84:45 pm
TUL
-
MDW
2 stops6h 30m
Southwest
Wed 9/910:30 am
MDW
-
TUL
Nonstop1h 45m
Southwest
Deal found 7/23$192
This Southwest deal was found by Cheapflights users on 7/23. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/155:05 am
TUL
-
MDW
Nonstop1h 40m
Southwest
Sat 8/225:40 am
MDW
-
TUL
1 stop10h 55m
Southwest
Deal found 7/23$193
This Delta deal was found by Cheapflights users on 7/23. 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 8/1510:01 am
TUL
-
MDW
1 stop5h 37m
Delta
Sat 8/224:39 pm
MDW
-
TUL
1 stop5h 39m
Delta
Deal found 7/23$197
This Delta deal was found by Cheapflights users on 7/23. 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 8/1512:41 pm
TUL
-
ORD
1 stop6h 18m
Delta
Sat 8/223:25 pm
ORD
-
TUL
1 stop6h 53m
Delta
Deal found 7/23$197
This Southwest deal was found by Cheapflights users on 7/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/223:30 pm
TUL
-
MDW
Nonstop1h 40m
Southwest
Wed 9/2310:30 am
MDW
-
TUL
Nonstop1h 45m
Southwest
Deal found 7/20$203
This American Airlines deal was found by Cheapflights users on 7/21. 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.
Mon 10/267:34 pm
TUL
-
ORD
Nonstop2h 06m
American Airlines
Thu 10/2910:15 pm
ORD
-
TUL
Nonstop2h 13m
American Airlines
Deal found 7/21$203

Find flight deals from Kansas to Chicago

Keep the following information in mind while searching for Kansas to Chicago flight deals. Data was last updated July 25, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$177
(Southwest)

One-way from

$89
(Southwest)

Popular in

July

Cheapest in

January

Average price

$350

Good round-trip deal

$369 or less

Good one-way deal

$196 or less
Provider with most accurate pricing for Wichita Eisenhower National-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Wichita Eisenhower National-Chicago (CHI) flights.
Search Deals
From Kansas to Chicago (CHI)
Search Deals
One-way flight from Kansas to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($35 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals
Price to beat on a round-trip flight from Kansas to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Kansas to Chicago (CHI).
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Kansas 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 July 25, 2026.
Use the filters below to find and compare flights from Kansas to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Sat 9/19

5:05 am-6:45 am

Nonstop1h 40m

Chicago Midway

Wed 9/23

8:45 pm-10:40 pm

Nonstop1h 55m

$177

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Sat 8/15

5:05 am-6:45 am

Nonstop1h 40m

Chicago Midway

Sat 8/22

6:05 pm-7:55 pm

Nonstop1h 50m

$177

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Mon 10/19

4:05 pm-5:50 pm

Nonstop1h 45m

Chicago Midway

Thu 10/22

9:55 am-11:45 am

Nonstop1h 50m

$177

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Tue 9/15

5:50 am-7:30 am

Nonstop1h 40m

Chicago Midway

Tue 9/15

10:30 am-12:15 pm

Nonstop1h 45m

$177

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Mon 9/28

2:00 pm-8:10 pm

1 stop6h 10m

Chicago Midway

Tue 9/29

10:30 am-12:15 pm

Nonstop1h 45m

$187

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Tue 9/8

3:30 pm-5:10 pm

Nonstop1h 40m

Chicago Midway

Fri 9/11

5:30 pm-10:30 pm

1 stop5h 00m

$200

TulsaChicago

TUL - ORD

TULORD

Tulsa

Sat 9/19

5:30 pm-11:59 pm

1 stop6h 29m

Chicago O'Hare Intl

Wed 9/23

5:30 am-12:00 pm

1 stop6h 30m

$207

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Tue 9/29

7:30 am-4:00 pm

2 stops8h 30m

Chicago Midway

Thu 10/1

9:55 am-11:45 am

Nonstop1h 50m

$218

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Thu 10/1

5:15 am-7:00 am

Nonstop1h 45m

Chicago Midway

Sun 10/4

9:25 pm-11:10 pm

Nonstop1h 45m

$229

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Tue 9/22

1:10 pm-8:45 pm

2 stops7h 35m

Chicago Midway

Wed 9/23

3:50 pm-10:30 pm

2 stops6h 40m

$233

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/25

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Kansas to Chicago

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

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

Currently, February is the cheapest month in which you can book a flight from Kansas to Chicago (average of $209). Flying from Kansas to Chicago in May is currently the most expensive (average of $356). 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 KS to CHI?

Find hourly flight availability from Kansas 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 July 25, 2026.

It’s typically best to fly out from Kansas to Chicago in the evening. Doing so could potentially save you 30% on the flight price compared to flying in the afternoon, which is usually more expensive.

Weekly flight availability from Kansas to Chicago

Explore weekly flight availability from Kansas 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 July 25, 2026.

The most flights from USKS to CHI are scheduled on a Friday (30 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (15 on average).

How much does it cost to fly round-trip from Kansas to Chicago?

Airfare is below average for this route at the moment.
Kansas to Chicago flights typically cost between $296 and $376 in August.
The cheapest round-trip price found within the last 5 days was $269 on Southwest (Aug 13-Aug 17).

How far ahead should I book a flight from Kansas to Chicago?

The best time to book flights from Kansas to Chicago is 69 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Use this chart to determine the cheapest time to fly round-trip from Kansas to Chicago. Price data was last updated on July 18, 2026.

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

Related info for your journey

Find useful and relevant information for your journey from Kansas to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Kansas to Chicago?

    There are many flights that can get you from Kansas to Chicago in 1h 40m. Fly via Southwest, Delta, or United Airlines to get the fastest option. The distance from Kansas to Chicago is about 582 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the most popular routes from Kansas to Chicago?

    When deciding which route to take from Kansas to Chicago consider Kansas City - Chicago O'Hare Intl, Tulsa - Chicago O'Hare Intl or Wichita Eisenhower National - Chicago O'Hare Intl as they are the most popular.

  • What are the most reliable airlines from Kansas 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 Kansas to Chicago on time: Copa Airlines (86%), Japan Airlines (86%), Air New Zealand (75%).

  • What are the cheapest flights from Kansas to Chicago?

    While on average a flight from Kansas to Chicago is generally $1,821, our data shows the cheapest flight currently is $145. When looking at the most popular route, (Kansas City - Chicago O'Hare Intl), you can expect to pay $217 for that flight.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Kansas 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 Kansas to Chicago?

    Currently, February is the cheapest month in which you can book a flight from Kansas to Chicago (average of $209). Flying from Kansas to Chicago in May is currently the most expensive (average of $356). 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
Benton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter

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Alternative routes for Kansas to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Kansas to Chicago

Discover the top 3 airlines that operate flights from Kansas 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 July 25, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$185Average$271FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$209Average$404FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$209Average$349FlexibilityNo cancel feeOn-time63%

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