Cheap flights from Redmond (RDM) to Chicago (CHI) from $113

This is the cheapest one-way flight price, found on 9/19. Prices may vary by date and flight preferences.
RDM — CHI
Sep 26 — Oct 31

The best prices from Bend/Redmond to Chicago are usually found in March or February, booked 60 days in advance, depart on a Monday or Tuesday and return on a Tuesday

How to find the cheapest flight from Redmond (RDM) to Chicago (CHI)

All the information you need to plan the best RDM to CHI flight in 2023: compare Redmond to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.

Popular in

July

Cheapest in

March

Average price

$518

Round-trip from

$207
High demand for flights, 40% potential price rise
Best time to find cheap flights, 35% potential price drop
Average for round-trip flights in September 2023
From Bend/Redmond to Chicago (CHI)

RDM - CHI

Price

$207 - $364

CHI

Temperature

23 - 73.4 °F

CHI

Rainfall

1.7 - 4.9 inches

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 84% on the cost of booking your flights compared to booking on days of the week where this route is of high demand.

How far in advance should I book a flight from Redmond to Chicago?

To save up to 65% on this flight, we recommend booking at least 61 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Redmond to Chicago from $739 1-2 weeks out and tickets from $800 for flights departing within the next 72 hours.

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

The best pricing can be found in the month of March. Prices to Chicago from Redmond average $633. You can even find prices in March for less than $633, as users have found deals to Chicago from as low as $319. The month of July 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 66%.

When is the cheapest time to fly from Redmond to Chicago (RDM - 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 evening could potentially save you up to 41% on airfare.

Cheap Delta flights from Redmond to Chicago

Check out some of the cheapest Delta flights we've come across from Redmond to Chicago. Come back soon if you're not finding the exact deal you're looking for.

Cheap American Airlines flights from Redmond to Chicago

Some of the best deals we've found on American Airlines flights traveling from Redmond to Chicago. Deals frequently update to provide users with more options.

Cheap Redmond to Chicago flights in September & October 2023

The best prices found for RDM to CHI flights for September, October
The lowest fares we've come across on flights traveling from Redmond to Chicago in September and October 2023. Check back soon for alternative fares.

Redmond to Chicago 2023 flight deals

Cheap flights to Chicago from Redmond found for this year
The lowest fares we've come across on flights traveling from Redmond to Chicago in September and October 2023. Check back soon for alternative fares.

Redmond to Chicago flights leaving soon

Late deals on return flights to Chicago from Redmond, departing today and this week
Have a look at some of the last-minute flights available departing from Redmond to Chicago. Users should double check the flight they book to ensure it matches the day, time, and destination they're looking for.

One-way flights to Chicago from Redmond

The cheapest one-way flights from Redmond to Chicago
Some of the best available deals we've found on one-way flights from Redmond to Chicago. Users needing a return flight from Redmond to Chicago should utilize the search form above.

Find flights from Redmond to Chicago within your budget

Use the slider to find flights from Redmond to Chicago that fit your budget.

Fly from

Any airport

Fly to

Any airport

Budget

$215 - $467

Route

Depart

Return

Price

Bend/RedmondChicago O'Hare Intl

RDM - ORD

RDMORD

Bend/Redmond

Wed 12/6

1 stop10h 37m

Chicago O'Hare Intl

Tue 12/12

1 stop11h 47m

Bend/RedmondChicago O'Hare Intl

RDM - ORD

RDMORD

Bend/Redmond

Wed 12/6

2 stops9h 22m

Chicago O'Hare Intl

Tue 12/12

1 stop8h 02m

Bend/RedmondChicago O'Hare Intl

RDM - ORD

RDMORD

Bend/Redmond

Wed 12/6

1 stop5h 47m

Chicago O'Hare Intl

Mon 12/11

1 stop11h 47m

Bend/RedmondChicago O'Hare Intl

RDM - ORD

RDMORD

Bend/Redmond

Wed 12/6

1 stop10h 37m

Chicago O'Hare Intl

Sun 12/10

1 stop6h 35m

Bend/RedmondChicago O'Hare Intl

RDM - ORD

RDMORD

Bend/Redmond

Wed 12/6

1 stop5h 47m

Chicago O'Hare Intl

Sun 12/10

2 stops12h 27m

Bend/RedmondChicago O'Hare Intl

RDM - ORD

RDMORD

Bend/Redmond

Wed 12/6

2 stops10h 51m

Chicago O'Hare Intl

Mon 12/11

1 stop11h 47m

Bend/RedmondChicago O'Hare Intl

RDM - ORD

RDMORD

Bend/Redmond

Wed 12/13

1 stop8h 12m

Chicago O'Hare Intl

Sun 12/17

1 stop12h 57m

Bend/RedmondChicago O'Hare Intl

RDM - ORD

RDMORD

Bend/Redmond

Fri 10/20

1 stop8h 40m

Chicago O'Hare Intl

Mon 10/23

2 stops16h 47m

Bend/RedmondChicago O'Hare Intl

RDM - ORD

RDMORD

Bend/Redmond

Thu 12/14

1 stop7h 15m

Chicago O'Hare Intl

Sun 12/17

1 stop7h 18m

Flights are sorted by cheapest first

Deals found on 9/20

Reviews of airlines servicing Chicago

Read through reviews of airlines operating flights from Redmond to Chicago, such as Delta, American Airlines and United Airlines. 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
8.1
Very good
1,393 reviews

Comfort

8.0

Boarding

8.3

Food

7.2

Overall

8.1

Crew

8.6

Entertainment

7.2

Reviews

1 / 10

I appreciated that we departed & arrived on time. I was very cold on the plane, despite wearing 2 jackets, & will bring a blanket next time. I appreciated the hot tea & cookie I was served. I also appreciated that our luggage was not lost or damaged.

Alaska Airlines
8.1
Very good
1,393 reviews
Alaska Airlines
8.1
Very good
1,393 reviews

Comfort

8.0

Boarding

8.3

Food

7.2

Overall

8.1

Crew

8.6

Entertainment

7.2

Reviews

1 / 10

I appreciated that we departed & arrived on time. I was very cold on the plane, despite wearing 2 jackets, & will bring a blanket next time. I appreciated the hot tea & cookie I was served. I also appreciated that our luggage was not lost or damaged.

Delta
7.9
Good
3,016 reviews
Alaska Airlines
8.1
Very good
1,393 reviews

Comfort

8.0

Boarding

8.3

Food

7.2

Overall

8.1

Crew

8.6

Entertainment

7.2

Reviews

1 / 10

I appreciated that we departed & arrived on time. I was very cold on the plane, despite wearing 2 jackets, & will bring a blanket next time. I appreciated the hot tea & cookie I was served. I also appreciated that our luggage was not lost or damaged.

United Airlines
7.4
Good
1,887 reviews
Alaska Airlines
8.1
Very good
1,393 reviews

Comfort

8.0

Boarding

8.3

Food

7.2

Overall

8.1

Crew

8.6

Entertainment

7.2

Reviews

1 / 10

I appreciated that we departed & arrived on time. I was very cold on the plane, despite wearing 2 jackets, & will bring a blanket next time. I appreciated the hot tea & cookie I was served. I also appreciated that our luggage was not lost or damaged.

American Airlines
7.2
Good
2,635 reviews
Alaska Airlines
8.1
Very good
1,393 reviews

Comfort

8.0

Boarding

8.3

Food

7.2

Overall

8.1

Crew

8.6

Entertainment

7.2

Reviews

1 / 10

I appreciated that we departed & arrived on time. I was very cold on the plane, despite wearing 2 jackets, & will bring a blanket next time. I appreciated the hot tea & cookie I was served. I also appreciated that our luggage was not lost or damaged.

Related info for your journey

Useful info, stats and facts about Redmond to Chicago flights.

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 4 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 flights from Redmond to Chicago for under $300 on Cheapflights?

Yes, there are multiple flights from Redmond to Chicago for under $300. The cheapest flight booked recently is on Delta for just $215, but on average you can expect to pay $349.

Are there last-minute flights available from Redmond to Chicago for under $900?

There are currently 4+ open flights from Redmond to Chicago within the next 7 days for less than $900.

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 $215. Additional round-trip tickets that might be worth considering are offered by American Airlines and United Airlines, with the lowest prices starting at $417 and $441, respectively. Delta is priced at 66% 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 $113. Users have also found prices from $123 and $169 on Alaska Airlines and United Airlines, respectively.

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

What does RDM to ORD mean?

RDM and ORD are unique codes to identify airports used in the aviation industry. They are defined by IATA (International Air Transport Association) and are commonly called IATA codes. RDM to ORD refers to a flight route from Bend/Redmond Airport to Chicago O'Hare Intl Airport. Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are some additional IATA codes for airports related to your trip.

Top 4 airlines flying from Redmond to Chicago

The chart below displays the airlines Cheapflights users traveling from Redmond to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$238Average$656FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapest$275Average$563FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
DeltaCheapest$313Average$541FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
Alaska AirlinesCheapest$337Average$504FlexibilityNo cancel feeOn-time75%
Search Alaska Airlines flights
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.