A spacious airport terminal with high ceilings, check-in counters, and a Starbucks coffee shop.

$190 Cheap Flights from Redding (RDD) to Chicago (ORD)

View $190 flight on Wed, Apr 28, 2027Opens in a new window

Popular airlines from Redding, CA (RDD-Redding Municipal) to Chicago O'Hare Intl. Airport (ORD)

  • Be in the know

    Get alerts if flight prices drop or rise*

  • Book smarter

    Save up to 30% on select hotels after you book a flight*

  • Earn twice

    Earn your airline miles on top of our OneKeyCash
    Learn about One Key

Cheap Flights from Redding to Chicago (RDD-ORD)

Prices were available within the past 7 days and start at $190 for one-way flights and $368 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Fri, Oct 16 - Sun, Oct 25
RDD
Redding
ORD
Chicago
$368 Roundtrip, found 1 day ago
$368
Roundtrip
found 1 day ago
Select United flight, departing Fri, Oct 16 from Redding to Chicago, returning Sun, Oct 25, priced at $368 found 1 day ago
United
Tue, Oct 6 - Sun, Oct 11
RDD
Redding
ORD
Chicago
$398 Roundtrip, found 2 days ago
$398
Roundtrip
found 2 days ago
Select United flight, departing Tue, Oct 6 from Redding to Chicago, returning Sun, Oct 11, priced at $398 found 2 days ago
United
Sun, Sep 20 - Fri, Oct 2
RDD
Redding
ORD
Chicago
$403 Roundtrip, found 2 days ago
$403
Roundtrip
found 2 days ago
Select United flight, departing Sun, Sep 20 from Redding to Chicago, returning Fri, Oct 2, priced at $403 found 2 days ago
United
Sun, Sep 20 - Fri, Oct 2
RDD
Redding
ORD
Chicago
$416 Roundtrip, found 2 days ago
$416
Roundtrip
found 2 days ago
Select United flight, departing Sun, Sep 20 from Redding to Chicago, returning Fri, Oct 2, priced at $416 found 2 days ago
United
Sat, Sep 26 - Sat, Oct 3
RDD
Redding
ORD
Chicago
$433 Roundtrip, found 2 days ago
$433
Roundtrip
found 2 days ago
Select United flight, departing Sat, Sep 26 from Redding to Chicago, returning Sat, Oct 3, priced at $433 found 2 days ago
United
Sun, Sep 20 - Fri, Oct 2
RDD
Redding
ORD
Chicago
$437 Roundtrip, found 2 days ago
$437
Roundtrip
found 2 days ago
Select United flight, departing Sun, Sep 20 from Redding to Chicago, returning Fri, Oct 2, priced at $437 found 2 days ago
United
Thu, Sep 24 - Sat, Sep 26
RDD
Redding
ORD
Chicago
$438 Roundtrip, found 2 days ago
$438
Roundtrip
found 2 days ago
Select United flight, departing Thu, Sep 24 from Redding to Chicago, returning Sat, Sep 26, priced at $438 found 2 days ago
United
Tue, Oct 6 - Sun, Oct 11
RDD
Redding
ORD
Chicago
$448 Roundtrip, found 2 days ago
$448
Roundtrip
found 2 days ago
Select United flight, departing Tue, Oct 6 from Redding to Chicago, returning Sun, Oct 11, priced at $448 found 2 days ago
United
Sun, Sep 20 - Fri, Oct 2
RDD
Redding
ORD
Chicago
$450 Roundtrip, found 2 days ago
$450
Roundtrip
found 2 days ago
Select United flight, departing Sun, Sep 20 from Redding to Chicago, returning Fri, Oct 2, priced at $450 found 2 days ago
Alaska Airlines
Fri, Oct 16 - Sun, Oct 25
RDD
Redding
ORD
Chicago
$452 Roundtrip, found 1 day ago
$452
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Fri, Oct 16 from Redding to Chicago, returning Sun, Oct 25, priced at $452 found 1 day ago

Find the cheapest month to fly from Redding (RDD) to Chicago (ORD)

January is typically the cheapest month to fly

From $163 - $848 per traveler.

What you need to know for your flight from Redding Municipal to O'Hare Intl.

Redding (RDD) to Chicago (ORD) at a glance

Explore a range of options for flights from Redding Municipal Airport (RDD) to O'Hare International Airport (ORD) on this domestic short-haul route to Chicago. Whether you're looking for budget-friendly choices or full-service airlines, you can compare itineraries that align with your travel plans. Discover key details about flight times and routes as you prepare to experience the iconic sights and neighborhoods of Chicago.

  • Fastest flight duration: around 5h 30m in-flight, plus roughly 1h 30m layover with one stop
  • Route distance: roughly 1,800 miles (2,900 km)
  • Flights per week: around 7 departures on average
  • Typical fares (one-way): economy tickets often range from $180–$670, depending on seasonality and how far ahead you book

Flights from Redding Municipal Airport (RDD) to O'Hare International Airport (ORD)

Based on recent traveler bookings, here are the top airlines flying from Redding to Chicago, favored for their one-stop service. Common layover points include San Francisco International Airport (SFO) with a layover of about 1 hour and 45 minutes, Denver International Airport (DEN) at approximately 1 hour and 15 minutes, and Seattle-Tacoma International Airport (SEA) with a longer layover of about 2 hours and 45 minutes. This allows you to adjust your choices based on price, travel duration, and cabin class to create the ideal itinerary.

  • United: This full-service airline dominates the route, handling about 78% of the departures. One-way tickets usually fall within the $190 to $695 range. Expect an in-flight duration of 5 hours and 30 minutes, with the overall journey taking approximately 7 hours and 15 minutes, including layover time.
  • Alaska Airlines: Representing around 22% of flights on this route, Alaska Airlines offers a full-service, one-stop experience. One-way fares typically vary from $180 to $430. The flight time is about 5 hours and 30 minutes, leading to a total travel duration of around 7 hours and 15 minutes, factoring in layovers.

Alternative routes from Redding (RDD) to Chicago (ORD)

  • Redding to Chicago (RDD-PWK): Chicago Executive Airport (PWK) lies approximately 10 miles from O'Hare International Airport (ORD).
  • Redding to Chicago (RDD-MDW): Midway International Airport (MDW) is located about 16 miles from O'Hare International Airport (ORD).
  • Chico to Chicago (CIC-ORD): Chico Municipal Airport (CIC) is roughly 54 miles away from Redding Municipal Airport (RDD).

How to find the best prices for flights from Redding (RDD) to Chicago (ORD)

Getting some of the best deals on flights from Redding to Chicago is all about timing and flexibility. Here are some key tips to help you save:

  1. Best times to book and fly: cheaper fares are typically found when booking 2-8 weeks in advance, which coincides with when most travelers make their reservations. Departures in the afternoon (12 p.m.-6 p.m.) usually offer lower prices and are also the most popular flight times. Additionally, flying on Saturday generally provides cheaper prices, while Wednesday remains the most popular travel day.
  2. Set up price alerts: stay updated on price changes by using Expedia's Price Tracker. Receive alerts when fares drop for your selected route.
  3. Bundle and save: bundle your flight and hotel to save on Expedia, or unlock a hotel deal after booking your flight.*
  4. Compare flight options: use Expedia's search tool to compare airlines, routes, direct vs. non-direct flights, and flight times. You can also sort by price to find the most affordable options.
  5. Stay flexible with dates: being open to different travel days can sometimes help you find better prices on flights and hotels.
  6. Think about luggage: nowadays, it's important to check the airline's baggage policies to find the best value. That may be paying for an additional carry-on bag or booking a ticket with checked luggage included. Either way, double-check your allowance before confirming your booking to avoid excess baggage fees at the airport.

*Members only. Savings vary and are not available on all bundles. Select hotels.

Arriving at O'Hare International Airport from Redding Municipal Airport

Chicago welcomes travelers from Redding with a range of transport options based on price, convenience, and proximity. Here's how to reach Chicago efficiently:

  • Hotel transfer: Transfers offer a convenient way to reach your hotel in Chicago, with private rides that can be arranged in advance.
  • Car rental: Renting a car from O'Hare International Airport is a great option if you plan to explore and sightsee beyond the city. Browse cheap car rentals at O'Hare International Airport on Expedia.
  • Taxi/ride-hailing: Taxis and ride-hailing services may be available from designated pickup areas outside the terminal, check locally on arrival.
  • Public transportation: From O'Hare International Airport, O'Hare Station, a metro station, is just a short 0.1 miles away on foot, while Rosemont Station, a train station, is located about 2.2 miles from the airport and is typically reached by car.

Frequently asked questions

How much does a flight from Redding, CA (RDD-Redding Municipal) to Chicago, IL (ORD-O'Hare Intl.) cost?
You can find cheap one-way flights from $190 and cheap return flights from $368 Redding, CA (RDD-Redding Municipal) to Chicago, IL (ORD-O'Hare Intl.) with Expedia. One-way flights typically cost between $248 and $1240, and return flights often range between $458 and $1784. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when Redding, CA (RDD-Redding Municipal) to Chicago, IL (ORD-O'Hare Intl.) ticket fares go up or down.*Typical price ranges based on flights available on Expedia in the last year. Prices include multi-airline options.
What is the cheapest month to fly from Redding, CA (RDD-Redding Municipal) to Chicago, IL (ORD-O'Hare Intl.)?
The cheapest month to fly from RDD to ORD is October when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you're able to. Use the calendar view in your search to see which months have low fares on this route.
Which airlines fly direct from Redding, CA (RDD-Redding Municipal) to Chicago, IL (ORD-O'Hare Intl.)?
Enter RDD to ORD and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
What is the cheapest airline that flies from Redding, CA (RDD-Redding Municipal) to Chicago, IL (ORD-O'Hare Intl.)?
Alaska Airlines is one of the cheapest airlines offering connecting flights from Redding Municipal (RDD) to O'Hare Intl. (ORD) with a layover in Seattle - Tacoma Intl. (SEA), starting from around $331. Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.*Prices based on flights available on Expedia in the last year.
How do I find cheap flights from Redding, CA (RDD-Redding Municipal) to Chicago, IL (ORD-O'Hare Intl.)?
To find a cheap flight from Redding, CA (RDD-Redding Municipal) to Chicago, IL (ORD-O'Hare Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best time to fly from Redding, CA (RDD-Redding Municipal) to Chicago, IL (ORD-O'Hare Intl.)?
The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.
What is the earliest flight from Redding, CA (RDD-Redding Municipal) to Chicago, IL (ORD-O'Hare Intl.)?
Sort flights by "Departure (earliest)" on Expedia to find the earliest flight from RDD to ORD. To compare more early flights, use the "Early Morning" and "Morning" filters in your search.
What are the most popular departure times for flights from Redding, CA (RDD-Redding Municipal) to Chicago, IL (ORD-O'Hare Intl.)?
For flights from Redding, CA (RDD) to Chicago, IL (ORD), the most popular departure times are in the early afternoon, from 12pm to 3pm. This accounts for around 36% of total traffic. Many major carriers, including United Airlines and Alaska Airlines, offer flights during this window. Many travelers prefer this time because it allows for a relaxed morning before heading to the airport.
How long does it take to fly from Redding, CA (RDD-Redding Municipal) to Chicago, IL (ORD-O'Hare Intl.)?
Flights from RDD to ORD with one stop typically take around 8 hours 50 minutes, covering approximately 1,778 miles. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Redding, CA (RDD-Redding Municipal) to Chicago, IL (ORD-O'Hare Intl.)?
First class seats are offered on the RDD to ORD route with United Airlines.
How do I earn miles on a Redding, CA (RDD-Redding Municipal) to Chicago, IL (ORD-O'Hare Intl.) flight with Expedia?
It's easy to earn miles on a Redding, CA (RDD-Redding Municipal) to Chicago, IL (ORD-O'Hare Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Chicago from Redding Municipal (RDD)?
If you're planning to travel to Chicago from Redding Municipal (RDD), you can fly into O'Hare Intl. (ORD) Some flights may connect through major hubs like San Francisco Intl. (SFO), Los Angeles Intl. (LAX), Seattle - Tacoma Intl. (SEA) before reaching Chicago. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Redding, CA (RDD-Redding Municipal) to Chicago, IL (ORD-O'Hare Intl.) at the last minute?
Typically, booking a last minute flight from Redding, CA (RDD-Redding Municipal) to Chicago, IL (ORD-O'Hare Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Redding, CA (RDD-Redding Municipal) to Chicago, IL (ORD-O'Hare Intl.) flight and hotel package?
Securing a Redding, CA (RDD-Redding Municipal) to Chicago, IL (ORD-O'Hare Intl.) Chicago Vacation Packages is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Redding, CA (RDD-Redding Municipal) to Chicago, IL (ORD-O'Hare Intl.)?
If you booked your Redding, CA (RDD-Redding Municipal) to Chicago, IL (ORD-O'Hare Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Redding Municipal
Destination airport
O'Hare Intl.
Airlines serving
Alaska Airlines, United
Roundtrip price
$368
Distance
1777 mi

Book with confidence

Redding to Chicago Flights

The cheapest times to fly from Redding to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Redding to Chicago are during the month of October. You can find some of the cheapest flights from Redding to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Redding to Chicago

Sunday is one of the best days to book for cheap flights from Redding to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Redding to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Redding to Chicago in 2026. You can also book with separate airlines for your outbound and return journeys, from $190 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Redding to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Redding to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Redding to Chicago Flights

*Flight schedules are subject to change.

*Available to One Key members.

 

Explore a world of travel with Expedia