Cheap Flight Deals From Waterloo (ALO) to Chicago (CHI) Starting at $264

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Airfares from $264 One Way, $372 Round Trip from Waterloo to Chicago

Prices starting at $372 for return flights and $264 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.

More About Flying To Chicago from Waterloo

Route Information for Flights from Waterloo to Chicago

Origin Airport IATA Code
Destination Airport IATA Code
233 mi
Direct Flight Airlines
American Airlines, Qatar Airways
Earliest Flight Arrival
5:33PM UTC
Latest Flight Arrival
11:40PM UTC

Waterloo to Chicago

Orbitz is the number one travel site for finding guaranteed low prices on Waterloo to Chicago flights. Not only do we have discount tickets on domestic and international tickets but our cutting-edge mobile tools keep you informed on the go.

Find Low Prices in One Place

Booking a trip from Waterloo to Chicago has never been easier. Not only will you find great deals on flights, we offer bargains on cruises, car rentals, top-notch hotels, and more. You can also research and add local activities in Chicago to your flight or hotel reservation to keep the kids happy and active.

Flight Booking, Alerts, and More on Your Mobile Device

Use our mobile app for your iPhone, iPad, or Android phone—or our mobile website—to find bargains on flights from Waterloo to Chicago wherever you are. Book your cheap Waterloo to Chicago flights and a hotel room too—even at the last minute. Orbitz also makes your life easier with free alerts that are sent to your mobile phone or email about delays to your upcoming flights from Waterloo to Chicago.

Don’t Miss out on Miles

Accumulate frequent flyer miles or points on your Waterloo to Chicago flights. It’s as simple as entering your frequent flyer number when you’re making your flight reservation on Orbitz to rack up miles on qualified flights from Waterloo to Chicago. You can save your frequent flyer numbers in your Orbitz account to save time during your next flight booking.

Frequently asked questions

Am I able to catch a flight from Waterloo to Chicago now?
Our Covid-19 Travel Advisor can answer all your queries about travel restrictions and quarantine requirements when flying from Waterloo to Chicago.
Are there non-stop flights from Waterloo to Chicago?
Get set to pack your suitcase, because there are a couple of airlines that offer direct flights from Eastern Iowa Airport (CID) to ORD. Check out the fares with American Airlines and United Airlines.
What is the shortest flight from Waterloo to Chicago?
It can take just 1 hour and 14 minutes to fly from Cedar Rapids, IA (CID-Eastern Iowa) to ORD. Take a seat and enjoy the trip, because you’ll be strolling through arrivals before you know it.
What airlines fly from Waterloo to Chicago most frequently?
Consider booking a flight with American Airlines (AA), which frequently services this route. This airline offers 130 flights every month between CID and O’Hare Intl. Airport (ORD). United Airlines (UA) also flies from Waterloo to Chicago. It’s another excellent choice and has 112 flights every month.
If I am not able to travel due to COVID-19, can I cancel my flight to Chicago?
We get that traveling right now has its challenges, so it’s good to know that many reservations booked through us are able to be cancelled or changed. If your travel plans to Chicago have been affected by COVID-19, a lot of airlines are making things easier by offering credits to use at a later date. Just sign in to your account and you’ll quickly see what options are available. Our Customer Service Portal is the place to go for more information.
Are there flights to Chicago with flexible change policies?
In most cases you’ll have the option to reschedule your flight to Chicago without a change fee. All you have to do then is pay the difference between the old flight and the new one. Look for the “no change fees” filter and book with confidence.
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 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.