Cheap flights from Redmond to Chicago from $125
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Redmond to Chicago departing on 9/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Hawaiian Airlines flights from Redmond to Chicago
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How to get the cheapest flight ticket from Redmond to Chicago
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the typical price of a round-trip flight between Redmond and Chicago?
What is the cheapest month to fly to Chicago?
The month of May is, on average, the cheapest month to fly to Chicago from Redmond, with most prices found around $337. If you’re not able to fly to Chicago in May, then April is your next best option. Flight prices from Redmond to Chicago during April average around $397.
What is the cheapest day to depart on your flight to Chicago?
The cheapest day to depart on your flight to Chicago is on a Tuesday when prices can be found for as low as $378. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Redmond to Chicago for around $668.
What is the cheapest time of day to depart on your flight to Chicago?
Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Redmond to Chicago during this time can be as low as $466. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $541.
Can stopping save me money on Redmond to Chicago flights?
You could potentially save up to 43% on your flight if you consider stops on a Redmond to Chicago flight.
What is the cheapest airline that flies from Bend/Redmond to Chicago?
Hawaiian Airlines, American Airlines, and Alaska Airlines are the most popular carriers operating from Bend/Redmond to Chicago
What airlines fly to Chicago?
Delta, Alaska Airlines and United Airlines are the top three most popular airlines that fly to Chicago from Redmond according to our data. Delta is the first choice among our users, with 40% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 3 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.
When to book flights from Redmond to Chicago
Cheap Redmond to Chicago (RDM to CHI) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Redmond to Chicago
How far is Bend/Redmond to Chicago by plane?
A flight from Bend/Redmond to Chicago will travel around 1688.2 mi. Flights usually cover this in 5h 40m, depending on flying conditions and air traffic around both airports.
When did momondo last update prices for flights from Bend/Redmond Airport to Chicago?
Prices for flights from Bend/Redmond Airport to Chicago refresh daily.
How many operators does momondo search for flights from Bend/Redmond Airport to Chicago?
The number of operators available for flights from Bend/Redmond Airport to Chicago is 3 as of June 2025.
How old do you have to be to fly from Bend/Redmond Airport to Chicago?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Bend/Redmond Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular airline from Redmond to Chicago?
Based on momondo bookings for flights between Redmond and Chicago, the leading airline is Alaska Airlines, making up 49% of the total bookings. Other popular airlines include Delta with 31%, United Airlines with 14%, and Hawaiian Airlines with 6%.
Best airlines flying from Redmond to Chicago
Compare and see reviews for airlines that fly from Redmond to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $263 | Free Cancellation | Rating 8.0 7,950 reviews | |||
| PriceFrom $268 | Free Cancellation | Rating 8.0 10,000 reviews | |||
| PriceFrom $306 | Free Cancellation | Rating 7.4 8,790 reviews |
Traveling to a place near Chicago?
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Why should I use momondo to find a flight deal from Redmond to Chicago?
We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Redmond to Chicago for you.
Can I find flights from Redmond to Chicago with flexible booking policies on momondo?
All flight searches from Redmond to Chicago on momondo can be filtered to show those which offer flexible booking policies.
How can momondo help me find flights from Redmond to Chicago?
Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Redmond.
I’m not ready to book a flight from Redmond to Chicago right now. Can momondo alert me if prices change?
Yes. momondo can track prices for Redmond to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.