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$123+ Cheap flights from Cape Girardeau (CGI) to Chicago (CHI)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/18. Fares are subject to change and may not be available on all flights or dates of travel.
CGI — CHI
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Cheap flight deals from Cape Girardeau to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Cape Girardeau (CGI) 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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$123
(Mytrip)

Popular in

April

Cheapest in

January

Average price

$186

Good round-trip deal

$131 or less

Good one-way deal

$89 or less
Provider with most accurate pricing for Cape Girardeau-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Cape Girardeau-Chicago (CHI) flights.
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From Cape Girardeau to Chicago (CHI)
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High demand for flights, 1% potential price rise
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Cheapest flight prices on average. 3% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Price to beat on a round-trip flight from Cape Girardeau to Chicago (CHI).
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Price to beat on a one-way flight from Cape Girardeau to Chicago (CHI).
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Find flight deals from Cape Girardeau to Chicago

Cheapest flights from Cape Girardeau to Chicago
Explore the most affordable flight options available from Cape Girardeau to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2025.

This Mytrip deal was found by Cheapflights users on 10/29. 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.
Tue 11/184:05 pmCGI - ORD
Nonstop1h 40mContour
Fri 11/214:30 pmORD - CGI
Nonstop1h 35mContour
Deal found 10/29$123
This Booking.com deal was found by Cheapflights users on 10/28. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/209:30 amCGI - ORD
Nonstop1h 40mContour
Sun 11/2311:50 amORD - CGI
Nonstop1h 35mContour
Deal found 10/28$129
This Contour deal was found by Cheapflights users on 10/30. 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 Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/149:30 amCGI - ORD
Nonstop1h 40mContour
Tue 11/1811:50 amORD - CGI
Nonstop1h 35mContour
Deal found 10/30$139
This Mytrip deal was found by Cheapflights users on 10/29. 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 11/104:05 pmCGI - ORD
Nonstop1h 40mContour
Fri 11/1411:50 amORD - CGI
Nonstop1h 35mContour
Deal found 10/29$149
This Mytrip deal was found by Cheapflights users on 10/29. 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.
Fri 10/313:05 pmCGI - ORD
Nonstop1h 40mContour
Sun 11/24:30 pmORD - CGI
Nonstop1h 35mContour
Deal found 10/29$166
This Booking.com deal was found by Cheapflights users on 10/29. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/89:30 amCGI - ORD
Nonstop1h 40mContour
Sun 11/911:50 amORD - CGI
Nonstop1h 35mContour
Deal found 10/29$172
This Mytrip deal was found by Cheapflights users on 10/29. 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.
Sat 11/299:30 amCGI - ORD
Nonstop1h 40mContour
Sun 11/304:30 pmORD - CGI
Nonstop1h 35mContour
Deal found 10/29$184
This Kiwi.com deal was found by Cheapflights users on 10/30. 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.
Sat 11/294:05 pmCGI - ORD
Nonstop1h 40mMultiple Airlines
Sun 11/309:22 pmORD - CGI
1 stop23h 13mMultiple Airlines
Deal found 10/30$232

Cheapflights Fare Finder

 
Customize your flight search to find flights from Cape Girardeau 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 October 30, 2025.
Use the filters below to find and compare flights from Cape Girardeau to Chicago that are best for you.

Fly from

Cape Girardeau

Fly to

Chicago

Route

Depart

Return

Price

Cape GirardeauChicago

CGI - ORD

CGIORD

Cape Girardeau

Tue 11/18

4:05 pm-5:45 pm

Nonstop1h 40m

Chicago O'Hare Intl

Fri 11/21

4:30 pm-6:05 pm

Nonstop1h 35m

$123

Cape GirardeauChicago

CGI - ORD

CGIORD

Cape Girardeau

Thu 12/25

9:30 am-11:10 am

Nonstop1h 40m

Chicago O'Hare Intl

Sat 12/27

11:50 am-1:25 pm

Nonstop1h 35m

$123

Cape GirardeauChicago

CGI - ORD

CGIORD

Cape Girardeau

Sun 2/15

9:30 am-11:10 am

Nonstop1h 40m

Chicago O'Hare Intl

Sat 2/21

11:50 am-1:25 pm

Nonstop1h 35m

$128

Cape GirardeauChicago

CGI - ORD

CGIORD

Cape Girardeau

Thu 11/20

9:30 am-11:10 am

Nonstop1h 40m

Chicago O'Hare Intl

Sun 11/23

11:50 am-1:25 pm

Nonstop1h 35m

$129

Cape GirardeauChicago

CGI - ORD

CGIORD

Cape Girardeau

Fri 11/14

9:30 am-11:10 am

Nonstop1h 40m

Chicago O'Hare Intl

Tue 11/18

11:50 am-1:25 pm

Nonstop1h 35m

$139

Cape GirardeauChicago

CGI - ORD

CGIORD

Cape Girardeau

Mon 11/10

4:05 pm-5:45 pm

Nonstop1h 40m

Chicago O'Hare Intl

Fri 11/14

11:50 am-1:25 pm

Nonstop1h 35m

$149

Cape GirardeauChicago

CGI - ORD

CGIORD

Cape Girardeau

Sat 11/29

9:30 am-11:10 am

Nonstop1h 40m

Chicago O'Hare Intl

Sun 11/30

4:30 pm-6:05 pm

Nonstop1h 35m

$184

Cape GirardeauChicago

CGI - ORD

CGIORD

Cape Girardeau

Fri 1/16

9:30 am-11:10 am

Nonstop1h 40m

Chicago O'Hare Intl

Sun 1/18

3:34 pm-8:35 pm

1 stop29h 01m

$187

Cape GirardeauChicago

CGI - ORD

CGIORD

Cape Girardeau

Fri 1/16

9:30 am-11:10 am

Nonstop1h 40m

Chicago O'Hare Intl

Sun 1/18

12:05 pm-8:35 pm

2 stops8h 30m

$230

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Compare providers for flights from Cape Girardeau 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 Cape Girardeau to Chicago in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*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 Cape Girardeau-Chicago flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Cape Girardeau-Chicago flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Cape Girardeau-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Cape Girardeau-Chicago flights, Cheapflights users trust eDreams the most. eDreams 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 Cape Girardeau-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 Cape Girardeau to Chicago

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

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

Currently, September is the cheapest month in which you can book a flight from Cape Girardeau to Chicago (average of $62). Flying from Cape Girardeau to Chicago in June is currently the most expensive (average of $188). 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 CGI to CHI?

Find hourly flight availability from Cape Girardeau 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 October 30, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Cape Girardeau 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 October 30, 2025.
Peruse reviews from past customers who have flown with Contour from Cape Girardeau to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Contour
7.4
Good
39 reviews

Overall

7.4

Entertainment

6.3

Boarding

7.4

Food

6.8

Crew

7.8

Comfort

7.2

Reviews

1 / 2
10.0
Excellent

Anonymous,Oct 2025

CLT - PAH

The steward on my flight from Charlotte to Paducah was the kindest person I’ve ever met. He made everyone feel comfortable, and even laugh a little. Not to mention his hair was top tier. He deserves a raise. Xoxo
Contour
7.4
Good
39 reviews
Contour
7.4
Good
39 reviews

Overall

7.4

Entertainment

6.3

Boarding

7.4

Food

6.8

Crew

7.8

Comfort

7.2

Reviews

1 / 2
10.0
Excellent

Anonymous,Oct 2025

CLT - PAH

The steward on my flight from Charlotte to Paducah was the kindest person I’ve ever met. He made everyone feel comfortable, and even laugh a little. Not to mention his hair was top tier. He deserves a raise. Xoxo

Related info for your journey

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

    Located just 6.3 mi from the city center, Cape Girardeau is the airport most travelers will use when flying to Chicago from Cape Girardeau. Booking flights from Cape Girardeau (CGI) to Chicago should be relatively easy as there are 0 daily outbound flights to Chicago from 1 airline.

  • How long is the flight from Cape Girardeau to Chicago?

    A quick flight from Cape Girardeau to Chicago can take about 1h 40m. Contour provides one of the quickest options available for as low as $123. The distance between Cape Girardeau and Chicago is about 340 mi. Generally, flights for this route are nonstop.

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

    Flying on Contour is currently your cheapest option to Chicago, with prices starting at $123. This flight start at 28% lower than the current average price 3 months from now.

  • What are the cheapest flights from Cape Girardeau to Chicago?

    While on average a flight from Cape Girardeau to Chicago is generally $154, our data shows the cheapest flight currently is $62. When looking at the most popular route, (Cape Girardeau - Chicago O'Hare Intl), you can expect to pay $123 for that flight.

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

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

  • How can I find direct flights from Cape Girardeau to Chicago?

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

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

    Yes. Cheapflights offers flight deals from Cape Girardeau 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 Cape Girardeau to Chicago?

    Currently, September is the cheapest month in which you can book a flight from Cape Girardeau to Chicago (average of $62). Flying from Cape Girardeau to Chicago in June is currently the most expensive (average of $188). 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
Porter
Benton Harbor

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Top airline flying from Cape Girardeau to Chicago

Discover the top airline that operate flights from Cape Girardeau 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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
ContourCheapest$123Average$176FlexibilityNo cancel feeOn-timeN/A

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