$135+ 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 9/19. Fares are subject to change and may not be available on all flights or dates of travel.
CGI — CHI
Sep 22 — Sep 291
Round-trip
1 adult, Economy
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Find cheap flights from Cape Girardeau to Chicago with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Cape Girardeau to Chicago
Cheapest
Best
Last-minute
One-way
Cheapest flights from Cape Girardeau to ChicagoExplore 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 August 23, 2026.
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 August 23, 2026.
This Mytrip deal was found by Cheapflights users on 8/19. 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 9/21:30 pm -
Nonstop1h 50m
Sun 9/611:15 am -
Nonstop1h 35m
Deal found 8/19![Contour logo]()
$165
This Mytrip deal was found by Cheapflights users on 8/22. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/69:50 am -
Nonstop1h 55m
Thu 9/1011:15 am -
Nonstop1h 35m
Deal found 8/22![Contour logo]()
$166
This Mytrip deal was found by Cheapflights users on 8/19. 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.
Sun 9/139:50 am -
Nonstop1h 55m
Wed 9/1611:15 am -
Nonstop1h 35m
Deal found 8/19![Contour logo]()
$167
This Gotogate deal was found by Cheapflights users on 8/21. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/189:50 am -
Nonstop1h 55m
Mon 9/2111:15 am -
Nonstop1h 35m
Deal found 8/21![Contour logo]()
$168
This Gotogate deal was found by Cheapflights users on 8/19. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/309:40 am -
Nonstop1h 55m
Sun 11/111:15 am -
Nonstop1h 35m
Deal found 8/19![Contour logo]()
$170
This Contour deal was found by Cheapflights users on 8/23. 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 Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/259:50 am -
Nonstop1h 55m
Sun 9/2711:15 am -
Nonstop1h 35m
Deal found 8/23![Contour logo]()
$183
This FlightHub deal was found by Cheapflights users on 8/19. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/51:30 pm -
Nonstop1h 50m
Mon 9/711:15 am -
Nonstop1h 35m
Deal found 8/19![Contour logo]()
$213
This Contour deal was found by Cheapflights users on 8/21. 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 Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/49:50 am -
Nonstop1h 55m
Mon 9/711:15 am -
Nonstop1h 35m
Deal found 8/21![Contour logo]()
$243
This Booking.com deal was found by Cheapflights users on 8/21. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/29:40 am -
Nonstop1h 55m
Sun 10/411:15 am -
Nonstop1h 35m
Deal found 8/21![Contour logo]()
$271
This Booking.com deal was found by Cheapflights users on 8/22. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/89:40 am -
Nonstop1h 55m
Sun 10/1111:15 am -
Nonstop1h 35m
Deal found 8/22![Contour logo]()
$279
Best flights from Cape Girardeau to ChicagoDiscover carefully curated flight deals from Cape Girardeau to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 23, 2026.
Discover carefully curated flight deals from Cape Girardeau to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 23, 2026.
This Mytrip deal was found by Cheapflights users on 8/22. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/69:50 am -
Nonstop1h 55m
Thu 9/1011:15 am -
Nonstop1h 35m
Deal found 8/22![Contour logo]()
$166
This Contour deal was found by Cheapflights users on 8/22. 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 Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/79:50 am -
Nonstop1h 55m
Fri 9/1111:15 am -
Nonstop1h 35m
Deal found 8/22![Contour logo]()
$183
This Contour deal was found by Cheapflights users on 8/19. 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.
Sat 11/149:40 am -
Nonstop1h 55m
Tue 11/1711:15 am -
Nonstop1h 35m
Deal found 8/19![Contour logo]()
$183
This Contour deal was found by Cheapflights users on 8/23. 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 Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/69:50 am -
Nonstop1h 55m
Wed 9/911:15 am -
Nonstop1h 35m
Deal found 8/23![Contour logo]()
$183
This Contour deal was found by Cheapflights users on 8/21. 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 Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/51:30 pm -
Nonstop1h 50m
Wed 9/911:15 am -
Nonstop1h 35m
Deal found 8/21![Contour logo]()
$183
This Contour deal was found by Cheapflights users on 8/21. 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 Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/19:40 am -
Nonstop1h 55m
Fri 2/511:15 am -
Nonstop1h 35m
Deal found 8/21![Contour logo]()
$233
This Contour deal was found by Cheapflights users on 8/22. 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 Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/51:30 pm -
Nonstop1h 50m
Mon 9/711:15 am -
Nonstop1h 35m
Deal found 8/22![Contour logo]()
$243
This Contour deal was found by Cheapflights users on 8/20. 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 Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/49:50 am -
Nonstop1h 55m
Tue 9/811:15 am -
Nonstop1h 35m
Deal found 8/20![Contour logo]()
$243
This deal was found by Cheapflights users on 8/19. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/39:40 am -
Nonstop1h 55m
Sun 2/711:15 am -
Nonstop1h 35m
Deal found 8/19![Contour logo]()
$288
This deal was found by Cheapflights users on 8/19. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/49:40 am -
Nonstop1h 55m
Sun 2/711:15 am -
Nonstop1h 35m
Deal found 8/19![Contour logo]()
$288
Last-minute flights from Cape Girardeau to ChicagoDiscover last-minute flight deals from Cape Girardeau to Chicago. Data last updated August 23, 2026 and is based on user searches.
Discover last-minute flight deals from Cape Girardeau to Chicago. Data last updated August 23, 2026 and is based on user searches.
This Mytrip deal was found by Cheapflights users on 8/19. 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 9/21:30 pm -
Nonstop1h 50m
Sun 9/611:15 am -
Nonstop1h 35m
Deal found 8/19![Contour logo]()
$165
This Contour deal was found by Cheapflights users on 8/21. 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 Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/49:50 am -
Nonstop1h 55m
Mon 9/711:15 am -
Nonstop1h 35m
Deal found 8/21![Contour logo]()
$243
This FlightHub deal was found by Cheapflights users on 8/19. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/51:30 pm -
Nonstop1h 50m
Mon 9/711:15 am -
Nonstop1h 35m
Deal found 8/19![Contour logo]()
$213
This Mytrip deal was found by Cheapflights users on 8/22. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/69:50 am -
Nonstop1h 55m
Thu 9/1011:15 am -
Nonstop1h 35m
Deal found 8/22![Contour logo]()
$166
This Mytrip deal was found by Cheapflights users on 8/19. 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.
Sun 9/139:50 am -
Nonstop1h 55m
Wed 9/1611:15 am -
Nonstop1h 35m
Deal found 8/19![Contour logo]()
$167
This Gotogate deal was found by Cheapflights users on 8/21. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/189:50 am -
Nonstop1h 55m
Mon 9/2111:15 am -
Nonstop1h 35m
Deal found 8/21![Contour logo]()
$168
This Contour deal was found by Cheapflights users on 8/23. 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 Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/259:50 am -
Nonstop1h 55m
Sun 9/2711:15 am -
Nonstop1h 35m
Deal found 8/23![Contour logo]()
$183
One-way flights from Cape Girardeau to ChicagoSearch for one-way flight options from Cape Girardeau to Chicago. Find affordable one-way fares based on user searches. Data last updated August 23, 2026.
Search for one-way flight options from Cape Girardeau to Chicago. Find affordable one-way fares based on user searches. Data last updated August 23, 2026.
This Booking.com deal was found by Cheapflights users on 8/23. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/199:50 am -
Nonstop1h 55m
Deal found 8/23![Contour logo]()
$135
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 August 23, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $165 (Mytrip) |
One-way from | $135 (Booking.com) |
Good round-trip deal | $170 or less |
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 7,457,451 searches. Data last updated August 23, 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
Cheapest round-trip
Cape GirardeauChicago
CGI Cape Girardeau - ORD Chicago O'Hare Intl
CGIORD
Cape Girardeau
Sun 9/6
9:50 am-11:45 am
Nonstop1h 55m
Chicago O'Hare Intl
Thu 9/10
11:15 am-12:50 pm
Nonstop1h 35m
$166
Cape GirardeauChicago
CGI Cape Girardeau - ORD Chicago O'Hare Intl
CGIORD
Cape Girardeau
Mon 9/7
9:50 am-11:45 am
Nonstop1h 55m
Chicago O'Hare Intl
Fri 9/11
11:15 am-12:50 pm
Nonstop1h 35m
$183
Cape GirardeauChicago
CGI Cape Girardeau - ORD Chicago O'Hare Intl
CGIORD
Cape Girardeau
Sat 11/14
9:40 am-11:35 am
Nonstop1h 55m
Chicago O'Hare Intl
Tue 11/17
11:15 am-12:50 pm
Nonstop1h 35m
$183
Cape GirardeauChicago
CGI Cape Girardeau - ORD Chicago O'Hare Intl
CGIORD
Cape Girardeau
Sun 9/6
9:50 am-11:45 am
Nonstop1h 55m
Chicago O'Hare Intl
Wed 9/9
11:15 am-12:50 pm
Nonstop1h 35m
$183
Quickest round-trip
Cape GirardeauChicago
CGI Cape Girardeau - ORD Chicago O'Hare Intl
CGIORD
Cape Girardeau
Sat 9/5
1:30 pm-3:20 pm
Nonstop1h 50m
Chicago O'Hare Intl
Wed 9/9
11:15 am-12:50 pm
Nonstop1h 35m
$183
Cape GirardeauChicago
CGI Cape Girardeau - ORD Chicago O'Hare Intl
CGIORD
Cape Girardeau
Mon 2/1
9:40 am-11:35 am
Nonstop1h 55m
Chicago O'Hare Intl
Fri 2/5
11:15 am-12:50 pm
Nonstop1h 35m
$233
Cape GirardeauChicago
CGI Cape Girardeau - ORD Chicago O'Hare Intl
CGIORD
Cape Girardeau
Sat 9/5
1:30 pm-3:20 pm
Nonstop1h 50m
Chicago O'Hare Intl
Mon 9/7
11:15 am-12:50 pm
Nonstop1h 35m
$243
Cape GirardeauChicago
CGI Cape Girardeau - ORD Chicago O'Hare Intl
CGIORD
Cape Girardeau
Fri 9/4
9:50 am-11:45 am
Nonstop1h 55m
Chicago O'Hare Intl
Tue 9/8
11:15 am-12:50 pm
Nonstop1h 35m
$243
Cape GirardeauChicago
CGI Cape Girardeau - ORD Chicago O'Hare Intl
CGIORD
Cape Girardeau
Wed 2/3
9:40 am-11:35 am
Nonstop1h 55m
Chicago O'Hare Intl
Sun 2/7
11:15 am-12:50 pm
Nonstop1h 35m
$288
Cape GirardeauChicago
CGI Cape Girardeau - ORD Chicago O'Hare Intl
CGIORD
Cape Girardeau
Thu 2/4
9:40 am-11:35 am
Nonstop1h 55m
Chicago O'Hare Intl
Sun 2/7
11:15 am-12:50 pm
Nonstop1h 35m
$288
Showing 1-10 of 11 resultsSorted by cheapest first
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 August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
- 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.
CGI-CHI
CGI-ORD
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
CGI-CHI
CGI-ORD
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 August 23, 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 August 23, 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 August 23, 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.
Crew
7.8
Overall
7.5
Boarding
7.5
Comfort
7.3
Entertainment
6.1
Food
6.8
Reviews
1 / 2
10.0
ExcellentAnonymous,Oct 2025
CLT - PAH
Crew
7.8
Overall
7.5
Boarding
7.5
Comfort
7.3
Entertainment
6.1
Food
6.8
Reviews
1 / 2
10.0
ExcellentAnonymous,Oct 2025
CLT - PAH
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.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
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Porter
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Other flights to Chicago
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on August 23, 2026.
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Cape Girardeau and Chicago flights
Browse other Cape Girardeau and Chicago flight options. Last updated on August 23, 2026.
Other flights from Cape Girardeau
Browse through other flights departing from Cape Girardeau. Flights are based on user searches made on Cheapflights and were last updated on August 23, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 7,457,451 searches. Data last updated August 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$62 | Average$191 | FlexibilityNo cancel fee | On-timeN/A |