What are the cheapest airlines flying from Redmond to Chicago round-trip?

Flying on Delta is currently your cheapest option to Chicago, with prices starting at $268. Additional round-trip tickets that might be worth considering are offered by Alaska Airlines and American Airlines, with the lowest prices starting at $289 and $1,187, respectively. Delta is priced at 46% lower than the current average price of a flight leaving 3 months from now.

What are the cheapest airlines to fly from Redmond to Chicago one-way?

For one-way options, check prices for Delta. According to our data, you can fly for as low as $214. Users have also found prices from $379 and $412 on United Airlines and Alaska Airlines, respectively.

What is the cheapest day to fly from Redmond to Chicago?

Travelers seeking maximum savings on their Redmond to Chicago flight should consider departing on Tuesday at noon when fares are most often at their lowest. Sunday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

What are the most popular airlines that fly from Redmond to Chicago?

Alaska Airlines, Delta and United Airlines are the most popular airlines when flying from Redmond to Chicago.

What is the cheapest day to fly round-trip from Redmond to Chicago?

Travelers have found that booking a Monday departure is the best way to save up to 76% on the cost of booking your flights compared to booking on days of the week where this route is of high demand.

What is the cheapest month to fly from Redmond to Chicago?

The best pricing can be found in the month of April. Prices to Chicago from Redmond average $505. You can even find prices in April for less than $505, as users have found deals to Chicago from as low as $270. The month of June appears to be one of the more expensive times to travel to Chicago from Redmond. Flying in the targeted month can save you up to 22%.

Most accurate provider : When it comes to deals on Redmond-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Redmond-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Redmond-Chicago flight searches over the past month and is updated monthly.

Most trusted provider : When it comes to deals on Redmond-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Redmond-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

What airport do you fly from for flights from Redmond to Chicago?

Bend/Redmond (RDM) is the airport you will fly out of if you book a flight from Redmond to Chicago. You should not have trouble finding flights to Chicago from Bend/Redmond; the airport handles an average of 0 outbound flights to Chicago per day. You should also have plenty of airline options to choose from since 3 airlines have flights from the Redmond airport to Chicago. It is only a 1.8 mi journey to Bend/Redmond (RDM) from Redmond’s city center.

Can I find deals for flights from Redmond to Chicago that include hotel bookings?

Yes. In addition to deals on Redmond to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Redmond to Chicago?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Redmond to Chicago.

Can I find deals for business class flights from Redmond to Chicago?

Yes. Cheapflights offers flight deals from Redmond to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$214+ Flights from Redmond to Chicago

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1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

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Cheap flight deals from Redmond to Chicago

Most accurate provider	FlightHub 3 stars
Most trusted provider	FlightHub 3 stars
Round-trip from	$268 (Delta)
One-way from	$214 (Delta)
Popular in	June
Cheapest in	April
Average price	$560

Provider with most accurate pricing for Bend/Redmond-Chicago (CHI) flight deals.

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Provider most trusted by Cheapflights users for Bend/Redmond-Chicago (CHI) flights.

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From Bend/Redmond to Chicago (CHI)

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One-way flight from Bend/Redmond to Chicago (CHI)

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High demand for flights, 4% potential price rise

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Best time to find cheap flights, 2% potential price drop

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Average for round-trip flights in December 2024

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Find flight deals from Redmond to Chicago

Cheapest flights from Redmond to Chicago
Explore the most affordable flight options available from Redmond to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 12, 2024.

Tue 12/313:29 pmRDM - ORD

1 stop6h 30mDelta

Thu 1/97:15 amORD - RDM

1 stop6h 47mDelta

Deal found 12/10

$317

Mon 12/305:00 amRDM - ORD

1 stop21h 40mAlaska Airlines

Thu 1/93:35 pmORD - RDM

1 stop9h 04mAlaska Airlines

Deal found 12/10

$449

Mon 12/309:57 amRDM - ORD

2 stops19h 01mMultiple Airlines

Thu 1/27:53 pmORD - RDM

2 stops21h 10mMultiple Airlines

Deal found 12/11

$464

Wed 12/111:17 pmRDM - ORD

1 stop6h 04mUnited Airlines

Sat 12/149:03 amORD - RDM

2 stops14h 25mUnited Airlines

Deal found 12/10

$933

Sun 12/225:20 amRDM - ORD

2 stops8h 45mAmerican Airlines

Thu 1/23:50 pmORD - RDM

2 stops9h 23mAmerican Airlines

Deal found 12/11

$1,187

Best flights from Redmond to Chicago
Discover carefully curated flight deals from Redmond to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 12, 2024.

Tue 1/75:27 pmRDM - ORD

1 stop18h 03mDelta

Thu 1/167:15 amORD - RDM

1 stop17h 47mDelta

Deal found 12/10

$268

Sat 2/228:00 amRDM - ORD

1 stop7h 00mAlaska Airlines

Fri 2/282:00 pmORD - RDM

1 stop9h 06mAlaska Airlines

Deal found 12/11

$289

Mon 12/309:57 amRDM - ORD

2 stops19h 01mMultiple Airlines

Thu 1/27:53 pmORD - RDM

2 stops21h 10mMultiple Airlines

Deal found 12/11

$464

Thu 1/165:15 amRDM - MDW

2 stops10h 59mDelta

Tue 1/211:26 pmMDW - RDM

2 stops11h 36mDelta

Deal found 12/12

$311

Sun 12/225:20 amRDM - ORD

2 stops8h 45mAmerican Airlines

Thu 1/23:50 pmORD - RDM

2 stops9h 23mAmerican Airlines

Deal found 12/11

$1,187

Last-minute flights from Redmond to Chicago
Discover last-minute flight deals from Redmond to Chicago. Data last updated December 12, 2024 and is based on user searches.

Wed 12/111:17 pmRDM - ORD

1 stop6h 04mUnited Airlines

Sat 12/149:03 amORD - RDM

2 stops14h 25mUnited Airlines

Deal found 12/10

$933

Sun 12/221:01 pmRDM - ORD

1 stop14h 29mAlaska Airlines

Thu 1/27:00 amORD - RDM

1 stop7h 21mAlaska Airlines

Deal found 12/11

$763

Sun 12/225:20 amRDM - ORD

2 stops8h 45mAmerican Airlines

Thu 1/23:50 pmORD - RDM

2 stops9h 23mAmerican Airlines

Deal found 12/11

$1,187

Mon 12/309:57 amRDM - ORD

2 stops19h 01mMultiple Airlines

Thu 1/27:53 pmORD - RDM

2 stops21h 10mMultiple Airlines

Deal found 12/11

$464

Tue 1/75:27 pmRDM - ORD

1 stop18h 03mDelta

Thu 1/167:15 amORD - RDM

1 stop17h 47mDelta

Deal found 12/10

$268

Thu 1/95:47 pmRDM - ORD

2 stops17h 20mAlaska Airlines

Thu 1/162:07 pmORD - RDM

1 stop8h 53mAlaska Airlines

Deal found 12/10

$323

Thu 1/165:15 amRDM - MDW

2 stops10h 59mDelta

Tue 1/211:26 pmMDW - RDM

2 stops11h 36mDelta

Deal found 12/12

$311

One-way flights from Redmond to Chicago
Search for one-way flight options from Redmond to Chicago. Find affordable one-way fares based on user searches. Data last updated December 12, 2024.

Sun 1/126:20 amRDM - MDW

2 stops9h 27mDelta

Deal found 12/12

$214

Sat 12/287:22 pmRDM - ORD

1 stop8h 32mUnited Airlines

Deal found 12/11

$379

Sat 12/288:27 amRDM - ORD

2 stops19h 03mAlaska Airlines

Deal found 12/11

$412

Find flights from Redmond to Chicago within your budget

Fly from

Fly to

Route

Depart

Return

Price

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Tue 1/7

5:27 pm-1:30 pm

1 stop18h 03m

Chicago O'Hare Intl

Thu 1/16

7:15 am-11:02 pm

1 stop17h 47m

$268

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Sat 2/22

8:00 am-5:00 pm

1 stop7h 00m

Chicago O'Hare Intl

Fri 2/28

2:00 pm-9:06 pm

1 stop9h 06m

$289

RedmondChicago

RDM - MDW

RDMMDW

Bend/Redmond

Thu 1/16

5:15 am-6:14 pm

2 stops10h 59m

Chicago Midway

Tue 1/21

1:26 pm-11:02 pm

2 stops11h 36m

$311

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Mon 12/30

9:57 am-6:58 am

2 stops19h 01m

Chicago O'Hare Intl

Thu 1/2

7:53 pm-3:03 pm

2 stops21h 10m

$464

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Sun 12/22

5:20 am-4:05 pm

2 stops8h 45m

Chicago O'Hare Intl

Thu 1/2

3:50 pm-11:13 pm

2 stops9h 23m

$1,187

RedmondChicago

RDM - MDW

RDMMDW

Bend/Redmond

Sun 1/12

6:20 am-5:47 pm

2 stops9h 27m

$214

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Sat 12/28

7:22 pm-5:54 am

1 stop8h 32m

$379

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Sat 12/28

8:27 am-5:30 am

2 stops19h 03m

$412

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/12

Compare providers for flights from Redmond to Chicago

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Redmond to Chicago in December.

Provider	Price Accuracy	Trust Score*
Expedia	Price Accuracy1 star	Trust Score*3 stars
eDreams	Price Accuracy3 stars	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*3 stars
Cheapflightsfares	Price Accuracy3 stars	Trust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

Most accurate provider: When it comes to deals on Redmond-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Redmond-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Redmond-Chicago flight searches over the past month and is updated monthly.
Most trusted provider: When it comes to deals on Redmond-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Redmond-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Redmond to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Redmond with our price prediction graph.

Estimated round-trip price

Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Redmond to Chicago

Get recent, data-driven insights about flights from Redmond to Chicago including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Redmond to Chicago?

Currently, September is the cheapest month in which you can book a flight from Redmond to Chicago (average of $232). Flying from Redmond to Chicago in June is currently the most expensive (average of $308). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from RDM to CHI?

One of the essential ways to save on airfare from Redmond to Chicago is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight in the morning could potentially save you up to 16% on airfare.

Rainfall in Chicago by month

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Read through reviews of airlines operating flights from Redmond to Chicago, such as Alaska Airlines and Delta. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Alaska Airlines

8.0

Very good

9,528 reviews

Reviews

1 / 10

How do online staff who book reservations get a passenger’s birthdate wrong

Alaska Airlines

8.0

Very good

9,528 reviews

Alaska Airlines

8.0

Very good

9,528 reviews

Reviews

1 / 10

How do online staff who book reservations get a passenger’s birthdate wrong

Delta

8.0

Very good

8,644 reviews

Alaska Airlines

8.0

Very good

9,528 reviews

Reviews

1 / 10

How do online staff who book reservations get a passenger’s birthdate wrong

United Airlines

7.4

Good

9,108 reviews

Alaska Airlines

8.0

Very good

9,528 reviews

Reviews

1 / 10

How do online staff who book reservations get a passenger’s birthdate wrong

American Airlines

7.2

Good

10,000 reviews

Alaska Airlines

8.0

Very good

9,528 reviews

Reviews

1 / 10

How do online staff who book reservations get a passenger’s birthdate wrong

Related info for your journey

What airport do you fly from for flights from Redmond to Chicago?
Bend/Redmond (RDM) is the airport you will fly out of if you book a flight from Redmond to Chicago. You should not have trouble finding flights to Chicago from Bend/Redmond; the airport handles an average of 0 outbound flights to Chicago per day. You should also have plenty of airline options to choose from since 3 airlines have flights from the Redmond airport to Chicago. It is only a 1.8 mi journey to Bend/Redmond (RDM) from Redmond’s city center.
What are the cheapest airlines flying from Redmond to Chicago round-trip?
Flying on Delta is currently your cheapest option to Chicago, with prices starting at $268. Additional round-trip tickets that might be worth considering are offered by Alaska Airlines and American Airlines, with the lowest prices starting at $289 and $1,187, respectively. Delta is priced at 46% lower than the current average price of a flight leaving 3 months from now.
What are the cheapest airlines to fly from Redmond to Chicago one-way?
For one-way options, check prices for Delta. According to our data, you can fly for as low as $214. Users have also found prices from $379 and $412 on United Airlines and Alaska Airlines, respectively.
Can I find deals for flights from Redmond to Chicago that include hotel bookings?
Yes. In addition to deals on Redmond to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Redmond to Chicago?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Redmond to Chicago.
Can I find deals for business class flights from Redmond to Chicago?
Yes. Cheapflights offers flight deals from Redmond to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.
What is the cheapest month to book a flight from Redmond to Chicago?
Currently, September is the cheapest month in which you can book a flight from Redmond to Chicago (average of $232). Flying from Redmond to Chicago in June is currently the most expensive (average of $308). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Top 3 airlines flying from Redmond to Chicago

Airline	Cheapest	Average	Flexibility	On-time
Delta	Cheapest$263	Average$402	FlexibilityNo cancel fee	On-timeN/A
Alaska Airlines	Cheapest$327	Average$578	FlexibilityNo cancel fee	On-time75%
United Airlines	Cheapest$330	Average$593	FlexibilityNo cancel fee	On-time69%

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$214+ Cheap flights from Redmond (RDM) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/12. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Redmond to Chicago with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Redmond to Chicago

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find flight deals from Redmond to Chicago

Cheapest flights from Redmond to ChicagoExplore the most affordable flight options available from Redmond to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 12, 2024.

Explore the most affordable flight options available from Redmond to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 12, 2024.

Find flights from Redmond to Chicago within your budget

Compare providers for flights from Redmond to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Redmond to Chicago in December.

Best time to book a flight from Redmond to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Redmond with our price prediction graph.

Travel insights for flights from Redmond to Chicago

Get recent, data-driven insights about flights from Redmond to Chicago including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Redmond to Chicago?

What is the cheapest time of day to fly from RDM to CHI?

Find hourly flight availability from Redmond to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 12, 2024.

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

Reviews of airlines servicing Chicago

Read through reviews of airlines operating flights from Redmond to Chicago, such as Alaska Airlines and Delta. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from Redmond to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

What airport do you fly from for flights from Redmond to Chicago?

What are the cheapest airlines flying from Redmond to Chicago round-trip?

What are the cheapest airlines to fly from Redmond to Chicago one-way?

Can I find deals for flights from Redmond to Chicago that include hotel bookings?

How can I find direct flights from Redmond to Chicago?

Can I find deals for business class flights from Redmond to Chicago?

What is the cheapest month to book a flight from Redmond to Chicago?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Redmond to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Top 3 airlines flying from Redmond to Chicago

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Cheapest flights from Redmond to Chicago
Explore the most affordable flight options available from Redmond to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 12, 2024.