$59 Cheap flight deals from Chicago (CHI) to Sikeston (STL)

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This Weekend's Flight Deals from Chicago to Sikeston

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, Dec 28 - Wed, Dec 31
ORD
O'Hare Intl.
CGI
Cape Girardeau Municipal
$121 Roundtrip, found 1 day ago
$121
Roundtrip
found 1 day ago
Select Contour Airlines flight, departing Sun, Dec 28 from O'Hare Intl. to Cape Girardeau Municipal, returning Wed, Dec 31, priced at $121 found 1 day ago
Sat, Dec 27 - Thu, Jan 1
ORD
O'Hare Intl.
STL
Lambert-St. Louis Intl.
$456 Roundtrip, found 4 days ago
$456
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sat, Dec 27 from O'Hare Intl. to Lambert-St. Louis Intl., returning Thu, Jan 1, priced at $456 found 4 days ago
Sun, Dec 28 - Mon, Dec 29
MDW
Midway Intl.
STL
Lambert-St. Louis Intl.
$562 Roundtrip, found 17 hours ago
$562
Roundtrip
found 17 hours ago
Select Southwest Airlines flight, departing Sun, Dec 28 from Midway Intl. to Lambert-St. Louis Intl., returning Mon, Dec 29, priced at $562 found 17 hours ago
Sun, Dec 28 - Mon, Dec 29
RFD
Greater Rockford
STL
Lambert-St. Louis Intl.
$673 Roundtrip, found 17 hours ago
$673
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Sun, Dec 28 from Greater Rockford to Lambert-St. Louis Intl., returning Mon, Dec 29, priced at $673 found 17 hours ago

Airfares from $59 One Way, $121 Round Trip from Chicago to Sikeston

Prices starting at $121 for return flights and $59 for one-way flights to Sikeston were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, Dec 28 - Wed, Dec 31
ORD
Chicago
CGI
Cape Girardeau
$121 Roundtrip, found 1 day ago
$121
Roundtrip
found 1 day ago
Select Contour Airlines flight, departing Sun, Dec 28 from Chicago to Cape Girardeau, returning Wed, Dec 31, priced at $121 found 1 day ago
Fri, Jan 2 - Sat, Jan 10
ORD
Chicago
CGI
Cape Girardeau
$128 Roundtrip, found 1 day ago
$128
Roundtrip
found 1 day ago
Select Contour Airlines flight, departing Fri, Jan 2 from Chicago to Cape Girardeau, returning Sat, Jan 10, priced at $128 found 1 day ago
Fri, Jan 2 - Thu, Jan 8
ORD
Chicago
CGI
Cape Girardeau
$130 Roundtrip, found 1 day ago
$130
Roundtrip
found 1 day ago
Select Contour Airlines flight, departing Fri, Jan 2 from Chicago to Cape Girardeau, returning Thu, Jan 8, priced at $130 found 1 day ago
Sat, Jan 10 - Wed, Jan 28
ORD
Chicago
STL
St. Louis
$155 Roundtrip, found 18 hours ago
$155
Roundtrip
found 18 hours ago
Select Frontier Airlines flight, departing Sat, Jan 10 from Chicago to St. Louis, returning Wed, Jan 28, priced at $155 found 18 hours ago
Thu, Jan 8 - Mon, Jan 26
MDW
Chicago
STL
St. Louis
$172 Roundtrip, found 18 hours ago
$172
Roundtrip
found 18 hours ago
Select Frontier Airlines flight, departing Thu, Jan 8 from Chicago to St. Louis, returning Mon, Jan 26, priced at $172 found 18 hours ago

Sikeston economy flight packages

Price found within the past 48 hours. Click for updated prices.
Quality Inn & Suites Hannibal West
2.5-star property

Quality Inn & Suites Hannibal West

8/10 Very Good! (1,005 reviews)

Jan 23 - Jan 25

2 night stay

Chicago (CHI) to St. Louis (STL)

Contour Airlines • Roundtrip • Coach
Price was $222, price is now $192 per person
$192
per person
found 5 hours ago
Large gathering area in lobby and large breakfast room. King suite was very nice with full bath including tub. Pet friendly.

Reviewed on Dec 2, 2025

Riverside Inn Hannibal
2.5-star property

Riverside Inn Hannibal

9.4/10 Exceptional! (162 reviews)

Jan 23 - Jan 25

2 night stay

Chicago (CHI) to St. Louis (STL)

Contour Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $354, price is now $256 per person
$256
per person
found 5 hours ago
Check in and out was very easy. Communications was outstanding.

Reviewed on Jun 18, 2023

Sleep Inn & Suites Hannibal West
2.5-star property

Sleep Inn & Suites Hannibal West

9.6/10 Exceptional! (1,002 reviews)

Jan 23 - Jan 25

2 night stay

Chicago (CHI) to St. Louis (STL)

Contour Airlines • Roundtrip • Coach
Price was $254, price is now $216 per person
$216
per person
found 5 hours ago
Nice amenities. Good hot breakfast.

Reviewed on Aug 19, 2024

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More About Flying To Sikeston from Chicago

Route Information for Flights from Chicago to Sikeston

Origin Airport IATA Code
CHI
Destination Airport IATA Code
STL
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Chicago to Sikeston

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Easy Flight Cancellation

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Frequently asked questions

Are there non-stop flights from Chicago to Sikeston?
There is. You can fly straight from Chicago to Sikeston with United Airlines. It's the only airline with nonstop services from ORD to Cape Girardeau Municipal Airport (CGI).
What is the shortest flight from Chicago to Sikeston?
The journey from Chicago to Sikeston can be as fast as 1 hour and 57 minutes. With a leisurely flight time like this, why not take off on a spur-of-the-moment getaway?
What airlines fly from Chicago to Sikeston most frequently?
Lock in your Chicago to Sikeston journey with a United Airlines flight. With 52 per month, this airline operates the most flights between these two destinations.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won't keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.