$69 Cheap flight deals from Carbondale (MDH) to Chicago (CHI)

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This Weekend's Flight Deals from Carbondale to Chicago

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, Aug 3 - Mon, Aug 11
CGI
Cape Girardeau Municipal
ORD
O'Hare Intl.
$222 Roundtrip, found 13 hours ago
$222
Roundtrip
found 13 hours ago
Select Contour Airlines flight, departing Sun, Aug 3 from Cape Girardeau Municipal to O'Hare Intl., returning Mon, Aug 11, priced at $222 found 13 hours ago
Sun, Aug 3 - Fri, Aug 8
MWA
Williamson County Regional
ORD
O'Hare Intl.
$238 Roundtrip, found 20 hours ago
$238
Roundtrip
found 20 hours ago
Select Contour Airlines flight, departing Sun, Aug 3 from Williamson County Regional to O'Hare Intl., returning Fri, Aug 8, priced at $238 found 20 hours ago

Airfares from $69 One Way, $141 Round Trip from Carbondale to Chicago

Prices starting at $141 for return flights and $69 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Aug 21 - Wed, Aug 27
CGI
Cape Girardeau
ORD
Chicago
$141 Roundtrip, found 6 hours ago
$141
Roundtrip
found 6 hours ago
Select Contour Airlines flight, departing Thu, Aug 21 from Cape Girardeau to Chicago, returning Wed, Aug 27, priced at $141 found 6 hours ago
Sat, Sep 27 - Tue, Sep 30
CGI
Cape Girardeau
ORD
Chicago
$158 Roundtrip, found 2 days ago
$158
Roundtrip
found 2 days ago
Select Contour Airlines flight, departing Sat, Sep 27 from Cape Girardeau to Chicago, returning Tue, Sep 30, priced at $158 found 2 days ago
Thu, Aug 14 - Mon, Aug 18
MWA
Marion
ORD
Chicago
$160 Roundtrip, found 5 days ago
$160
Roundtrip
found 5 days ago
Select Contour Airlines flight, departing Thu, Aug 14 from Marion to Chicago, returning Mon, Aug 18, priced at $160 found 5 days ago
Mon, Aug 4 - Mon, Aug 11
CGI
Cape Girardeau
ORD
Chicago
$160 Roundtrip, found 6 days ago
$160
Roundtrip
found 6 days ago
Select Contour Airlines flight, departing Mon, Aug 4 from Cape Girardeau to Chicago, returning Mon, Aug 11, priced at $160 found 6 days ago
Thu, Sep 4 - Mon, Sep 8
MWA
Marion
ORD
Chicago
$161 Roundtrip, found 19 hours ago
$161
Roundtrip
found 19 hours ago
Select Contour Airlines flight, departing Thu, Sep 4 from Marion to Chicago, returning Mon, Sep 8, priced at $161 found 19 hours ago

Chicago economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (2,122 reviews)

Sep 9 - Sep 14

5 night stay

Marion (MWA) to Chicago (ORD)

Contour Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 7 hours ago
Very convenient to the heart of Chicago! Nice hotel!

Reviewed on Jul 24, 2025

Park Hyatt Chicago
5.0-star property

Park Hyatt Chicago

9.6/10 Exceptional! (1,000 reviews)

Sep 9 - Sep 14

5 night stay

Marion (MWA) to Chicago (ORD)

Contour Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 7 hours ago
From the moment you walk into their lobby at the hotel, you enter a place of calm and relaxation. We stayed in a room with the Water Tower view, and if you have that as the option, take it. It was a beautiful sight to see waking up every morning. This hotel like their other properties are in a class of their own.

Reviewed on Sep 13, 2024

LondonHouse Chicago, Curio Collection by Hilton
4.5-star property

LondonHouse Chicago, Curio Collection by Hilton

9.4/10 Exceptional! (3,357 reviews)

Sep 9 - Sep 14

5 night stay

Marion (MWA) to Chicago (ORD)

Contour Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 7 hours ago
Unbelievable property, great hospitality, clean, beautiful rooms, lots of amenities, and of course there is the rooftop. I like that they allow guests to have priority on the rooftop in terms of going up there. We will be back for sure. Thank you, London house.!

Reviewed on Jun 15, 2025

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More About Flying To Chicago from Carbondale

Route Information for Flights from Carbondale to Chicago

Origin Airport IATA Code
MDH
Destination Airport IATA Code
CHI
Distance
339 mi
Direct Flight Airlines
Earliest Flight Arrival
3:50PM UTC
Latest Flight Arrival
10:25PM UTC

Carbondale to Chicago

Orbitz is the best place to find guaranteed low prices on Carbondale to Chicago flights. Because of our cutting-edge mobile tools and low fares on domestic and international flights, Orbitz is the best starting point for travelers.

Find Cheap Carbondale to Chicago Flights

Orbitz offers free mobile apps for iPhone and Android devices—a great way to find fantastic deals on flights from Carbondale to Chicago. Not only that, but you can check the status of your flight or even book low cost hotel rooms with the apps or on m.orbitz.com.

Get Miles and Points for Your Flight

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Flight Alerts Take Away the Stress

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Discount Travel Planning Made Simple

You will have no problems finding budget flights from Carbondale to Chicago on Orbitz.com. If your travel plans are flexible, you can search for fares three days before and after a specific date to find the best price.

Frequently asked questions

Are there non-stop flights from Carbondale to Chicago?
Yes, there is. United Airlines will fly you directly from Paducah, KY (PAH-Barkley Regional) to O'Hare Airport, so you won't have to stress about long layovers or missing that connecting flight.
What is the shortest flight from Carbondale to Chicago?
The journey from Carbondale to Chicago can be as fast as 1 hour and 35 minutes. With a short and sweet flight time like this, why not round up some friends and take off on an impulsive getaway?
What airlines fly from Carbondale to Chicago most frequently?
If you're looking for the airline with the most flights from Carbondale to Chicago, United Airlines is your best bet. This renowned carrier operates 60 flights on this route each month.
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.

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.