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This Weekend's Flight Deals 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.

Fares from $106 One Way, $211 Round Trip from Bend to Chicago

Prices starting at $211 for return flights and $106 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.

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Stay Near Exciting Chicago Attractions

More About Flying To Chicago from Bend

Route Information for Flights from Bend to Chicago

Origin Airport IATA CodeRDM
Destination Airport IATA CodeCHI
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Bend to Chicago

It has never been easier to find cheap Bend to Chicago flights. Orbitz has some of the best deals around to save you more money on your flight, hotel, and vacation package for the trip you have been waiting for.

Plan Your Bend to Chicago Flights on the Go

Orbitz offers cutting-edge mobile tools that let you search and book flights anywhere. All you need is a smartphone or mobile device to find discounts on flights from Bend to Chicago. Use the app to check to make sure your flight is on time or book a last-minute cheap hotel room.

Get the Best Deals on Bend to Chicago Flights

Finding great deals on flights from Bend to Chicago is a snap with Orbitz. With our guaranteed low prices, you don’t have to worry if you are getting the best prices on air tickets, hotels, and cruises. And with all that money you saved, you can enjoy your Chicago vacation even more.

Pile Up Miles With Discount Air Tickets

Not only can you find great bargains on Bend to Chicago flights, but you can rack up frequent flyer miles on the flights too. Enter your frequent flyer number on qualified flights when booking for Orbitz to see the miles pile up in your account.

Flight Alerts Keep You Informed

Stay on top of the latest updates for flights from Bend to Chicago. We send you free email and mobile alerts to keep you informed about delays to Bend to Chicago flights.

Flights from Bend to Chicago - Frequently Asked Questions

Are there non-stop flights from Bend to Chicago?

Yes, you can jet from Redmond, OR (RDM-Robert's Field) to Chicago, IL (ORD-O'Hare Intl.) with United Airlines, the only carrier that offers direct services on this route.

What is the shortest flight from Bend to Chicago?

From Bend, the unique sights and sounds of Chicago are at least 3 hours and 39 minutes away. Lock in your favorite seat, or maybe even upgrade to one with more legroom, and travel to your destination in total comfort.

What airlines fly from Bend (and vicinity) to Chicago (and vicinity) most frequently?

If you're on the lookout for the carrier with the most frequent flights from Redmond, OR Airport (RDM-Roberts Field) to Chicago, IL Airport (ORD-OHare Intl.), book your ticket with United Airlines. This carrier offers 10 flights each month along this route.

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 2019 shows that Tuesday is the cheapest day to depart, followed by Monday. 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 the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a fresh start to the new year. Be aware that the most expensive time to fly isn't the height of summer, as most people assume, but the festive month of December.

How can I save money on flights?

To really save big on your next vacation, think outside the box. Select two different airlines or fare types for your return trip and you'll generally get a much better deal. Those who tried this on Orbitz in 2019 saved over 50% on their airfares. Get mixing and matching today!

*According to flight demand on Orbitz.com from January to December 2019. 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.