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

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

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.

Sun, Jun 22 - Wed, Jun 25
STL
Lambert-St. Louis Intl.
ORD
O'Hare Intl.
$217 Roundtrip, found 10 hours ago
$217
Roundtrip
found 10 hours ago
Select Southern Airways Express flight, departing Sun, Jun 22 from Lambert-St. Louis Intl. to O'Hare Intl., returning Wed, Jun 25, priced at $217 found 10 hours ago
Sat, Jun 21 - Thu, Jun 26
STL
Lambert-St. Louis Intl.
MDW
Midway Intl.
$377 Roundtrip, found 5 days ago
$377
Roundtrip
found 5 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 5 days ago
Fri, Jun 20 - Mon, Jun 23
MCI
Kansas City Intl.
MDW
Midway Intl.
$388 Roundtrip, found 6 days ago
$388
Roundtrip
found 6 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 6 days ago
Sun, Jun 22 - Sat, Jul 19
MCI
Kansas City Intl.
ORD
O'Hare Intl.
$431 Roundtrip, found 1 day ago
$431
Roundtrip
found 1 day 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 1 day 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 2 days ago
$84
Roundtrip
found 2 days ago
Select American Airlines flight, departing Thu, Nov 13 from St. Louis to Chicago, returning Tue, Nov 18, priced at $84 found 2 days ago
Thu, Aug 7 - Wed, Aug 13
STL
St. Louis
ORD
Chicago
$99 Roundtrip, found 4 days ago
$99
Roundtrip
found 4 days ago
Select United flight, departing Thu, Aug 7 from St. Louis to Chicago, returning Wed, Aug 13, priced at $99 found 4 days ago
Wed, Oct 1 - Thu, Nov 6
MCI
Kansas City
ORD
Chicago
$109 Roundtrip, found 5 days ago
$109
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, Oct 1 from Kansas City to Chicago, returning Thu, Nov 6, priced at $109 found 5 days ago
Wed, Oct 1 - Sat, Oct 4
MCI
Kansas City
MDW
Chicago
$154 Roundtrip, found 4 days ago
$154
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Wed, Oct 1 from Kansas City to Chicago, returning Sat, Oct 4, priced at $154 found 4 days ago
Thu, Sep 25 - Sun, Sep 28
STL
St. Louis
MDW
Chicago
$161 Roundtrip, found 5 days ago
$161
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Thu, Sep 25 from St. Louis to Chicago, returning Sun, Sep 28, priced at $161 found 5 days ago

Chicago economy flight packages

Price found within the past 48 hours. Click for updated prices.
Embassy Suites by Hilton Chicago Downtown River North
4.0-star property

Embassy Suites by Hilton Chicago Downtown River North

8.4/10 Very Good! (4,196 reviews)

Jul 21 - Jul 25

4 night stay

Kansas City (MCI) to Chicago (ORD)

American Airlines • Roundtrip • Coach
per person
found 1 day ago
Excellent stay. Room was clean and well-designed for our family. Fantastic complimentary breakfast every morning.

Reviewed on Jun 13, 2025

Level Chicago – Old Town
4.0-star property

Level Chicago – Old Town

9/10 Wonderful! (319 reviews)

Jul 31 - Aug 3

3 night stay

Kansas City (MCI) to Chicago (ORD)

American Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Front desk and maintenance staff was amazing super succeeded our expectations i will return gor future dates

Reviewed on Feb 16, 2024

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (2,008 reviews)

Jul 21 - Jul 25

4 night stay

Kansas City (MCI) to Chicago (ORD)

American Airlines • Roundtrip • Coach
per person
found 1 day ago
Our second time. Here, highly recommended

Reviewed on Mar 3, 2025

Don't see what you're looking for?
See all available trips from Columbia to Chicago
View all trips

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, JAL, Air Canada, Aer Lingus, Emirates, Copa Airlines, Air New Zealand, United Airlines, Alaska Airlines, Turkish Airlines, Royal Jordanian, Iberia, ANA, Lufthansa, British Airways
Earliest Flight Arrival
11:39AM UTC
Latest Flight Arrival
2:20AM UTC

Columbia to Chicago

The perfect trip begins with Orbitz. From booking your flights from Columbia to Chicago to finding the best hotels, Orbitz has got it covered.

Stress-free Searching

With an easy to use system, Orbitz takes the stress and expense out of travel. Not only does Orbitz match your Columbia to Chicago flights to your ideal hotel, the Display Matrix shows your deals and discounts, including free nights and other savings.

Be One Step Ahead

Need to know what is going on at the airport before you get there? With Orbitz’s free alerts service, you can quickly find out about any booking changes, or flight from Columbia to Chicago disruptions, saving you hours of wasted time. And if you are being picked up at the airport after your Columbia to Chicago flights, have alerts sent straight to your contact’s mobile phone or email.

Cutting-Edge Mobile Tools

Find the best price on flights from Columbia to Chicago with Orbitz’s mobile apps for iPhone and Android. Use m.orbitz.com on your mobile browser to check your gate, baggage allowance and delays, or find exclusive deals on hotels only available to mobile users.

We Work, you Rest and Play

Not only does booking with us ensure guaranteed low prices, but Orbitz does the hard work, leaving you to relax. Just tell us what you want, from Columbia to Chicago flights, to great deals on hotels and car rental, and activities and tours, and we will do all the rest.

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.