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$76+ Cheap flights from Cape Girardeau (CGI) 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 9/8. Fares are subject to change and may not be available on all flights or dates of travel.
CGI — CHI
Aug 3 — Aug 101
Mon 8/3
Mon 8/10
1 adult, Economy
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Cheap 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 July 4, 2026.

This Mytrip deal was found by Cheapflights users on 7/4. 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 7/209:50 am
CGI
-
ORD
Nonstop1h 45m
Contour
Wed 8/124:00 pm
ORD
-
CGI
Nonstop1h 35m
Contour
Deal found 7/4$162
This Mytrip deal was found by Cheapflights users on 6/29. 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 7/139:50 am
CGI
-
ORD
Nonstop1h 45m
Contour
Thu 7/1612:10 pm
ORD
-
CGI
Nonstop1h 40m
Contour
Deal found 6/29$163
This Mytrip deal was found by Cheapflights users on 7/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/99:50 am
CGI
-
ORD
Nonstop1h 55m
Contour
Wed 9/1611:15 am
ORD
-
CGI
Nonstop1h 35m
Contour
Deal found 7/1$164
This Mytrip deal was found by Cheapflights users on 7/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/251:30 pm
CGI
-
ORD
Nonstop1h 45m
Contour
Tue 8/1811:15 am
ORD
-
CGI
Nonstop1h 35m
Contour
Deal found 7/1$165
This Contour deal was found by Cheapflights users on 7/2. 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.
Tue 10/209:40 am
CGI
-
ORD
Nonstop1h 55m
Contour
Wed 10/2111:15 am
ORD
-
CGI
Nonstop1h 35m
Contour
Deal found 7/2$178
This CheapOair deal was found by Cheapflights users on 6/30. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/259:50 am
CGI
-
ORD
Nonstop1h 55m
Contour
Sun 9/2711:15 am
ORD
-
CGI
Nonstop1h 35m
Contour
Deal found 6/30$208
This Mytrip deal was found by Cheapflights users on 7/2. 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.
Thu 7/169:50 am
CGI
-
ORD
Nonstop1h 45m
Contour
Sun 7/1912:10 pm
ORD
-
CGI
Nonstop1h 40m
Contour
Deal found 7/2$221
This CheapOair deal was found by Cheapflights users on 7/2. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/139:50 am
CGI
-
ORD
Nonstop1h 55m
Contour
Tue 8/1811:15 am
ORD
-
CGI
Nonstop1h 35m
Contour
Deal found 7/2$233
This Mytrip deal was found by Cheapflights users on 7/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/221:30 pm
CGI
-
ORD
Nonstop1h 50m
Contour
Sun 8/2311:15 am
ORD
-
CGI
Nonstop1h 35m
Contour
Deal found 7/1$246
This Booking.com deal was found by Cheapflights users on 6/29. 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.
Tue 7/149:50 am
CGI
-
ORD
Nonstop1h 45m
Contour
Fri 7/1712:10 pm
ORD
-
CGI
Nonstop1h 40m
Contour
Deal found 6/29$247
This Mytrip deal was found by Cheapflights users on 7/3. 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.
Wed 7/221:30 pm
CGI
-
ORD
Nonstop1h 45m
Contour
Sat 7/253:55 pm
ORD
-
CGI
Nonstop1h 40m
Contour
Deal found 7/3$249

Find 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 July 4, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$162
(Mytrip)

One-way from

$76
(Booking.com)

Good one-way deal

$181 or less
Provider with most accurate pricing for Cape Girardeau-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Cape Girardeau-Chicago (CHI) flights.
Search Deals
From Cape Girardeau to Chicago (CHI)
Search Deals
One-way flight from Cape Girardeau to Chicago (CHI)
Search Deals
Price to beat on a one-way flight from Cape Girardeau to Chicago (CHI).
Search Deals

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 July 4, 2026.
Use the filters below to find and compare flights from Cape Girardeau to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

Cape GirardeauChicago

CGI - ORD

CGIORD

Cape Girardeau

Wed 7/15

1:30 pm-3:15 pm

Nonstop1h 45m

Chicago O'Hare Intl

Sat 7/18

3:55 pm-5:35 pm

Nonstop1h 40m

$163

Cape GirardeauChicago

CGI - ORD

CGIORD

Cape Girardeau

Tue 8/4

9:50 am-11:45 am

Nonstop1h 55m

Chicago O'Hare Intl

Thu 8/6

11:15 am-12:50 pm

Nonstop1h 35m

$178

Cape GirardeauChicago

CGI - ORD

CGIORD

Cape Girardeau

Tue 10/20

9:40 am-11:35 am

Nonstop1h 55m

Chicago O'Hare Intl

Wed 10/21

11:15 am-12:50 pm

Nonstop1h 35m

$178

Cape GirardeauChicago

CGI - ORD

CGIORD

Cape Girardeau

Thu 7/16

9:50 am-11:35 am

Nonstop1h 45m

Chicago O'Hare Intl

Sun 7/19

12:10 pm-1:50 pm

Nonstop1h 40m

$221

Cape GirardeauChicago

CGI - ORD

CGIORD

Cape Girardeau

Thu 8/13

9:50 am-11:45 am

Nonstop1h 55m

Chicago O'Hare Intl

Tue 8/18

11:15 am-12:50 pm

Nonstop1h 35m

$233

Cape GirardeauChicago

CGI - ORD

CGIORD

Cape Girardeau

Tue 7/14

9:50 am-11:35 am

Nonstop1h 45m

Chicago O'Hare Intl

Fri 7/17

12:10 pm-1:50 pm

Nonstop1h 40m

$247

Cape GirardeauChicago

CGI - ORD

CGIORD

Cape Girardeau

Tue 7/14

9:50 am-11:35 am

Nonstop1h 45m

Chicago O'Hare Intl

Sat 7/18

3:55 pm-5:35 pm

Nonstop1h 40m

$293
Cheapest one-way

Cape GirardeauChicago

CGI - ORD

CGIORD

Cape Girardeau

Tue 9/8

9:50 am-11:45 am

Nonstop1h 55m

$76
Quickest one-way

Cape GirardeauChicago

CGI - ORD

CGIORD

Cape Girardeau

Sun 7/12

9:50 am-11:35 am

Nonstop1h 45m

$174

Cape GirardeauChicago

CGI - ORD

CGIORD

Cape Girardeau

Thu 9/10

3:25 pm-12:24 am

1 stop8h 59m

$308

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/29

Showing 1-10 of 11 resultsSorted by cheapest first
1
2

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 July.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy2 starsTrust Score*3 stars

*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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Cape Girardeau-Chicago flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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 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 July 4, 2026.

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.

Weekly flight availability from Cape Girardeau to Chicago

Explore weekly flight availability from Cape Girardeau 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 4, 2026.

The most flights from CGI to CHI are scheduled on a Monday (1 on average). You will have fewer flight options on Monday, 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 July 4, 2026.
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
7.7
Good
42 reviews

Overall

7.7

Food

6.9

Crew

8.0

Entertainment

6.2

Boarding

7.7

Comfort

7.4

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
7.7
Good
42 reviews
Contour
7.7
Good
42 reviews

Overall

7.7

Food

6.9

Crew

8.0

Entertainment

6.2

Boarding

7.7

Comfort

7.4

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 is 1 daily outbound flight 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 45m. Contour provides one of the quickest options available for as low as $163. 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 $62.

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

    While on average a flight from Cape Girardeau to Chicago is generally $181, our data shows the cheapest flight currently is $181. When looking at the most popular route, (Cape Girardeau - Chicago O'Hare Intl), you can expect to pay $162 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.

See more FAQs

Traveling to a place near Chicago?

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

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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 July 4, 2026.
AirlineCheapestAverageFlexibilityOn-time
ContourCheapest$62Average$188FlexibilityNo cancel feeOn-timeN/A

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