$50 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.

Sun, Jun 9 - Sun, Jun 9
STL
Lambert-St. Louis Intl.
ORD
O'Hare Intl.
$187 Roundtrip, found 8 hours ago
$187
Roundtrip
found 8 hours ago
Select Southern Airways Express flight, departing Sun, Jun 9 from Lambert-St. Louis Intl. to O'Hare Intl., returning Sun, Jun 9, priced at $187 found 8 hours ago
Sun, Jun 9 - Tue, Jun 18
MCI
Kansas City Intl.
ORD
O'Hare Intl.
$407 Roundtrip, found 2 days ago
$407
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sun, Jun 9 from Kansas City Intl. to O'Hare Intl., returning Tue, Jun 18, priced at $407 found 2 days ago
Sat, Jun 8 - Thu, Jun 13
COU
Columbia Regional
ORD
O'Hare Intl.
$439 Roundtrip, found 4 days ago
$439
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sat, Jun 8 from Columbia Regional to O'Hare Intl., returning Thu, Jun 13, priced at $439 found 4 days ago
Sat, Jun 8 - Sun, Jun 9
STL
Lambert-St. Louis Intl.
MDW
Midway Intl.
$632 Roundtrip, found 14 hours ago
$632
Roundtrip
found 14 hours ago
Select Delta flight, departing Sat, Jun 8 from Lambert-St. Louis Intl. to Midway Intl., returning Sun, Jun 9, priced at $632 found 14 hours ago

Airfares from $50 One Way, $99 Round Trip from Columbia to Chicago

Prices starting at $99 for return flights and $50 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, Jun 27 - Sun, Jun 30
MCI
Kansas City
ORD
Chicago
$99 Roundtrip, found 20 hours ago
$99
Roundtrip
found 20 hours ago
Select United flight, departing Thu, Jun 27 from Kansas City to Chicago, returning Sun, Jun 30, priced at $99 found 20 hours ago
Sat, Jun 29 - Tue, Jul 2
STL
St. Louis
ORD
Chicago
$108 Roundtrip, found 10 hours ago
$108
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Sat, Jun 29 from St. Louis to Chicago, returning Tue, Jul 2, priced at $108 found 10 hours ago
Sat, Sep 7 - Tue, Sep 10
MCI
Kansas City
ORD
Chicago
$131 Roundtrip, found 2 days ago
$131
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Sat, Sep 7 from Kansas City to Chicago, returning Tue, Sep 10, priced at $131 found 2 days ago
Sat, Jul 13 - Sun, Jul 14
STL
St. Louis
ORD
Chicago
$156 Roundtrip, just found
$156
Roundtrip
just found
Select Southern Airways Express flight, departing Sat, Jul 13 from St. Louis to Chicago, returning Sun, Jul 14, priced at $156 just found
Sun, Jun 30 - Fri, Jul 5
MCI
Kansas City
ORD
Chicago
$156 Roundtrip, found 20 hours ago
$156
Roundtrip
found 20 hours ago
Select Delta flight, departing Sun, Jun 30 from Kansas City to Chicago, returning Fri, Jul 5, priced at $156 found 20 hours ago

Chicago economy flight packages

Price found within the past 48 hours. Click for updated prices.
Sheraton Grand Chicago Riverwalk
4.0-star property

Sheraton Grand Chicago Riverwalk

8.4/10 Very Good! (1,432 reviews)

Jul 11 - Jul 14

3 night stay

Kansas City (MCI) to Chicago (ORD)

American Airlines • Roundtrip • Coach
per person
found 1 day ago
I liked the location. I didn't like the parking situation. I was forced into parking at the Embassy Suites and the front door guy was very rude about. It added about 30 minutes to the check in time

Reviewed on May 26, 2024

Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

9.2/10 Wonderful! (1,212 reviews)

Jul 11 - Jul 14

3 night stay

Kansas City (MCI) to Chicago (ORD)

American Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Everything was outstanding

Reviewed on Apr 2, 2024

Fairmont Chicago at Millennium Park Gold Experience
4.5-star property

Fairmont Chicago at Millennium Park Gold Experience

9.2/10 Wonderful! (97 reviews)

Jul 11 - Jul 14

3 night stay

Kansas City (MCI) to Chicago (ORD)

American Airlines • Roundtrip • Coach
per person
found 1 day ago
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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, JAL, Air Canada, Aer Lingus, Emirates, Copa Airlines, Air New Zealand, United Airlines, Alaska Airlines, Cathay Pacific, Turkish Airlines, Royal Jordanian, Iberia, ANA, Lufthansa, British Airways
Earliest Flight Arrival
12:25PM UTC
Latest Flight Arrival
1:08AM UTC

Columbia to Chicago

Whether you want to book cheap flights from Columbia to Chicago or are looking for the perfect package holiday, Orbitz is your one-stop source. Taking the stress and expense out of travel, Orbitz helps you find the best fares for Columbia to Chicago flights.

Make the Most of Your Vacation

Not only does Orbitz have cheap deals for Columbia to Chicago flights, we can also help you plan your vacation in advance. Why wait in lengthy lines for tickets to shows, amusement parks, and other attractions when you could be making the most of your holiday? Add activities to your flight booking for fewer hassles once you arrive in Chicago.

Planning on the Go

Book your flights from Columbia to Chicago wherever you are with the Orbitz app for Android and iPhone. Or simply use m.orbitz.com on your mobile browser to search and book the Columbia to Chicago flights that you want. And if you’re running late, you check your flight status and baggage claim information on your mobile device too too.

Craft Your Perfect Vacation

Orbitz takes the stress out of vacation planning with great deals on flights from Columbia to Chicago, hotels, car rentals, cruises, and more. Mix and match results for your perfect trip, or book a complete vacation package.

Keep Informed With Orbitz

With Orbitz’s free alerts service, you will stay informed of flight or services disruptions to your Columbia to Chicago flights. The alerts can be sent straight to your mobile phone or email.

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.