HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chicago

$137+ 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 2/18. Fares are subject to change and may not be available on all flights or dates of travel.
RDM — CHI
Nov 25 — Dec 21
Mon 11/25
Mon 12/2
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Redmond to Chicago with Cheapflights

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
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Redmond to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Redmond (RDM) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 20, 2024.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

June

Cheapest in

April

Round-trip from

$291
(Delta)

One-way from

$214
(Mytrip)
Provider with most accurate pricing for Bend/Redmond-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Bend/Redmond-Chicago (CHI) flights.
Search Deals
High demand for flights, 19% potential price rise
Search Deals
Best time to find cheap flights, 31% potential price drop
Search Deals
From Bend/Redmond to Chicago (CHI)
Search Deals
One-way flight from Bend/Redmond to Chicago (CHI)
Search Deals

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 November 20, 2024.

This United Airlines deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/121:17 pmRDM - ORD
1 stop7h 34mUnited Airlines
Mon 12/166:50 amORD - RDM
1 stop7h 30mUnited Airlines
Deal found 11/19$326
This Alaska Airlines deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/118:22 amRDM - ORD
1 stop13h 25mAlaska Airlines
Sat 12/147:00 amORD - RDM
1 stop15h 49mAlaska Airlines
Deal found 11/19$337
This Delta deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/116:05 amRDM - ORD
1 stop9h 41mDelta
Sat 12/141:45 pmORD - RDM
2 stops11h 05mDelta
Deal found 11/19$342
This Mytrip deal was found by Cheapflights users on 11/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/194:50 pmRDM - ORD
2 stops12h 57mMultiple Airlines
Thu 12/268:55 pmORD - RDM
2 stops20h 08mMultiple Airlines
Deal found 11/20$430
This Delta deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/126:05 amRDM - MDW
2 stops10h 27mDelta
Mon 12/161:30 pmMDW - RDM
2 stops12h 28mDelta
Deal found 11/19$526
This American Airlines deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/242:00 pmRDM - ORD
1 stop8h 20mAmerican Airlines
Sat 11/307:00 amORD - RDM
1 stop8h 25mAmerican Airlines
Deal found 11/19$1,018

Find flights from Redmond to Chicago within your budget

Customize your flight search to find flights from Redmond to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,629,791 searches. Data last updated November 20, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Fri 2/14

11:30 am-11:56 pm

1 stop10h 26m

Chicago O'Hare Intl

Wed 2/19

7:00 am-11:02 pm

1 stop18h 02m

$309

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Fri 2/14

8:36 am-6:00 pm

1 stop7h 24m

Chicago O'Hare Intl

Wed 2/19

4:05 pm-10:57 pm

1 stop8h 52m

$316

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Thu 12/12

1:17 pm-10:51 pm

1 stop7h 34m

Chicago O'Hare Intl

Mon 12/16

6:50 am-12:20 pm

1 stop7h 30m

$326

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Thu 12/19

4:50 pm-7:47 am

2 stops12h 57m

Chicago O'Hare Intl

Sun 12/29

7:53 pm-2:58 pm

2 stops21h 05m

$443

RedmondChicago

RDM - MDW

RDMMDW

Bend/Redmond

Thu 12/12

6:05 am-6:32 pm

2 stops10h 27m

Chicago Midway

Mon 12/16

1:30 pm-11:58 pm

2 stops12h 28m

$526

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Fri 12/13

5:20 am-4:05 pm

2 stops8h 45m

Chicago O'Hare Intl

Thu 12/26

3:50 pm-11:13 pm

2 stops9h 23m

$1,336

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Tue 2/18

8:36 am-11:59 pm

1 stop13h 23m

$137

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Mon 12/2

9:57 am-1:09 am

2 stops13h 12m

$214

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Wed 12/4

12:37 pm-9:58 pm

1 stop7h 21m

$297

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Tue 2/18

6:49 pm-8:25 pm

3 stops23h 36m

$298

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/20

Showing 1-10 of 12 results
1
2

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 November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust 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?

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 November 20, 2024.

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 20% on airfare.

Rainfall in Chicago by month

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

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

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated November 20, 2024.
Alaska Airlines
8.0
Very good
9,461 reviews

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.2

Reviews

1 / 10

Service was good. We pre-ordered a snack but never made it to us.

Alaska Airlines
8.0
Very good
9,461 reviews
Alaska Airlines
8.0
Very good
9,461 reviews

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.2

Reviews

1 / 10

Service was good. We pre-ordered a snack but never made it to us.

Delta
8.0
Very good
8,756 reviews
Alaska Airlines
8.0
Very good
9,461 reviews

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.2

Reviews

1 / 10

Service was good. We pre-ordered a snack but never made it to us.

United Airlines
7.4
Good
9,171 reviews
Alaska Airlines
8.0
Very good
9,461 reviews

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.2

Reviews

1 / 10

Service was good. We pre-ordered a snack but never made it to us.

American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,461 reviews

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.2

Reviews

1 / 10

Service was good. We pre-ordered a snack but never made it to us.

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?

    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 $291. Additional round-trip tickets that might be worth considering are offered by Alaska Airlines and United Airlines, with the lowest prices starting at $316 and $326, respectively. Delta is priced at 42% 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 $297. Users have also found prices from $303 and $452 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

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.
Portland to O'Hare Intl flights
Portland to Midway flights
Boise to O'Hare Intl flights
Portland to St. Louis flights
Eugene to O'Hare Intl flights
Boise to Midway flights
Eugene to Midway flights
Redmond to O'Hare Intl flights
Portland to Moline flights
Eugene to St. Louis flights
Redmond to St. Louis flights
Boise to St. Louis flights
Redmond to Midway flights
Medford to O'Hare Intl flights
Portland to Decatur flights
Portland to Bloomington flights
Medford to Midway flights
Boise to Peoria flights
Portland to Peoria flights
Medford to St. Louis flights
Portland to Rockford flights
Yakima to O'Hare Intl flights
Boise to Bloomington flights
Boise to Moline flights
Portland to Evansville flights
Boise to Champaign flights
Boise to Paducah flights
Eugene to Peoria flights
Portland to Paducah flights
Boise to Springfield flights
Portland to Marion flights
Portland to Champaign flights
Eugene to Moline flights
North Bend to O'Hare Intl flights
Eugene to Dubuque flights
Boise to Quincy flights
Portland to Springfield flights
Eugene to Springfield flights
Redmond to Bloomington flights
Redmond to Evansville flights
Medford to Bloomington flights
Portland to Dubuque flights

Top 3 airlines flying from Redmond to Chicago

Discover the top 3 airlines that operate flights from Redmond to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,629,791 searches. Data last updated November 20, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$263Average$402FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$327Average$581FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$330Average$592FlexibilityNo cancel feeOn-time69%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
View all available airlines