$47 Cheap flight deals from Columbia (JEF) to Chicago (CHI)

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This Weekend's Flight Deals from Columbia 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.

Sat, Jun 21 - Mon, Jun 23
STL
Lambert-St. Louis Intl.
ORD
O'Hare Intl.
$217 Roundtrip, found 16 hours ago
$217
Roundtrip
found 16 hours ago
Select Frontier Airlines flight, departing Sat, Jun 21 from Lambert-St. Louis Intl. to O'Hare Intl., returning Mon, Jun 23, priced at $217 found 16 hours ago
Sat, Jun 21 - Thu, Jun 26
STL
Lambert-St. Louis Intl.
MDW
Midway Intl.
$377 Roundtrip, found 4 days ago
$377
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sat, Jun 21 from Lambert-St. Louis Intl. to Midway Intl., returning Thu, Jun 26, priced at $377 found 4 days ago
Fri, Jun 20 - Mon, Jun 23
MCI
Kansas City Intl.
MDW
Midway Intl.
$388 Roundtrip, found 5 days ago
$388
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Fri, Jun 20 from Kansas City Intl. to Midway Intl., returning Mon, Jun 23, priced at $388 found 5 days ago
Sun, Jun 22 - Sat, Jul 19
MCI
Kansas City Intl.
ORD
O'Hare Intl.
$431 Roundtrip, found 11 hours ago
$431
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Sun, Jun 22 from Kansas City Intl. to O'Hare Intl., returning Sat, Jul 19, priced at $431 found 11 hours ago

Airfares from $47 One Way, $84 Round Trip from Columbia to Chicago

Prices starting at $84 for return flights and $47 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, Nov 13 - Tue, Nov 18
STL
St. Louis
ORD
Chicago
$84 Roundtrip, found 1 day ago
$84
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Nov 13 from St. Louis to Chicago, returning Tue, Nov 18, priced at $84 found 1 day ago
Thu, Nov 13 - Tue, Nov 18
STL
St. Louis
ORD
Chicago
$91 Roundtrip, found 1 day ago
$91
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Nov 13 from St. Louis to Chicago, returning Tue, Nov 18, priced at $91 found 1 day ago
Thu, Nov 13 - Tue, Nov 18
STL
St. Louis
ORD
Chicago
$97 Roundtrip, found 1 day ago
$97
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Thu, Nov 13 from St. Louis to Chicago, returning Tue, Nov 18, priced at $97 found 1 day ago
Thu, Aug 7 - Wed, Aug 13
STL
St. Louis
ORD
Chicago
$99 Roundtrip, found 3 days ago
$99
Roundtrip
found 3 days ago
Select United flight, departing Thu, Aug 7 from St. Louis to Chicago, returning Wed, Aug 13, priced at $99 found 3 days ago
Wed, Oct 1 - Thu, Nov 6
MCI
Kansas City
ORD
Chicago
$109 Roundtrip, found 4 days ago
$109
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Oct 1 from Kansas City to Chicago, returning Thu, Nov 6, priced at $109 found 4 days ago

Chicago economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0-star property

Hilton Garden Inn Chicago Downtown/Magnificent Mile

8.4/10 Very Good! (3,385 reviews)

Jul 21 - Jul 25

4 night stay

Kansas City (MCI) to Chicago (ORD)

American Airlines • Roundtrip • Coach
per person
found 1 day ago
Good location Clean

Reviewed on Jun 12, 2025

Arlo Chicago
4.0-star property

Arlo Chicago

9.2/10 Wonderful! (1,749 reviews)

Jul 21 - Jul 25

4 night stay

Kansas City (MCI) to Chicago (ORD)

American Airlines • Roundtrip • Coach
per person
found 1 day ago
Nice hotel. Great location. Nice room. Pictures made hotel seem like it was so much more. It was just one small hallway. Nothing more. Very disappointed with the lobby. I thought by the pictures I was getting so much more! Payed a $150 resort fee for two night. There was absolutely no resort and no resort benefits. That was purely a money grab. Didn’t even get my room cleaned each day. Nice room. Nice hotel. Just less that I thought!

Reviewed on Oct 13, 2024

Pendry Chicago
4.5-star property

Pendry Chicago

9.4/10 Exceptional! (1,001 reviews)

Jul 24 - Jul 27

3 night stay

Kansas City (MCI) to Chicago (ORD)

American Airlines • Roundtrip • Coach
per person
found 1 day ago
Pendry was historic and great

Reviewed on Jul 5, 2024

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More About Flying To Chicago from Columbia

Route Information for Flights from Columbia to Chicago

Origin Airport IATA Code
JEF
Destination Airport IATA Code
CHI
Distance
402 mi
Direct Flight Airlines
American Airlines, Qatar Airways, Air Canada, JAL, Aer Lingus, Emirates, Air New Zealand, United Airlines, Alaska Airlines, Turkish Airlines, Finnair, Royal Jordanian, Iberia, ANA, Lufthansa, British Airways
Earliest Flight Arrival
11:39AM UTC
Latest Flight Arrival
2:20AM UTC

Columbia to Chicago

Those who want guaranteed low prices for Columbia to Chicago flights only need to visit Orbitz. We take advantage of the latest mobile technologies to make sure you get the best bargain on your trip and that everything goes smoothly and according to your plans.

Take Advantage of Orbitz’s Amazing Customer Service on Columbia to Chicago Flights

We will help you from booking to boarding on flights from Columbia to Chicago. Whether you have questions about baggage limits, seat assignments or anything else, we will be there to answer them for you.

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Frequently asked questions

Are there non-stop flights from Columbia to Chicago?
Yes, you’ll be pleased to hear that you can fly straight from STL to Chicago, IL (ORD-O’Hare Intl.). Direct flights are offered by United Airlines and American Airlines.
What is the shortest flight from Columbia to Chicago?
If conditions are good and all goes according to plan, you could be stepping off the plane at Chicago, IL (ORD-O’Hare Intl.) from Lambert-St. Louis Intl. Airport (STL) in as little as 1 hour. With such a short flight time, consider traveling with just hand luggage.
What airlines fly from Columbia to Chicago most frequently?
United Airlines (UA) operates 212 flights every month between St. Louis, MO (STL-Lambert-St. Louis Intl.) to Chicago, IL (ORD-O’Hare Intl.). Your next great adventure is only a few clicks away. Alternatively, secure a seat with American Airlines (AA). You’ll have 165 monthly flights between Columbia and Chicago to choose from with this airline.
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.