Cheap Flights from Chicago to Redmond

Compare Chicago to Redmond flight deals

Find the cheapest month or even day of the year to fly to Redmond

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Find the cheapest month to fly from Chicago to Redmond

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Redmond flights are currently cheapest in March.

Chicago to Redmond: Alternative routes

Compare routes from Chicago to Redmond below. You may find an airport to fly into that's cheaper, faster, or easier than Redmond.

Chicago to Redmond: Flight information

The things to know before you go.
Cheapest flight foundR 2,553
Cheapest month to flyMarch

Finding cheap flights from Chicago to Redmond: Frequently asked questions

The best price we found for a return flight from Chicago to Redmond is R 4,758. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
Currently, there are no airlines that fly direct from Chicago to Redmond. But we found flights with one stop from R 4,758.
As of January 2026, there are no flights flying from Chicago to Redmond.
The cheapest month to fly from Chicago to Redmond is usually June.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Redmond Airport on Tuesday, 9 June 2026.
No airlines currently offer direct flights between Chicago and Redmond Airport. Most routes have one or more stops.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Redmond but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Redmond is around 40 days in advance, so don’t leave your flight to the last minute.
The cheapest airline that flies to Redmond is United .

Travelling from Chicago to Roberts Field Airport (RDM): What you need to know

  • Get your trip planning underway by looking up where you'll catch your flight from Chicago to Roberts Field Airport (RDM). Explore your options for taking off from O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW), two of the city's main airports.

  • Redmond is two hours behind Chicago. Roberts Field Airport is located in Redmond, which follows the UTC-7 timezone.

  • Arrive at the airport on time so you don't miss your flight from Chicago to RDM. Be there at least two hours ahead for international flights and an hour early for domestic departures to avoid sprinting to your gate.

  • Peak season means busier airports, so show up even earlier. Give yourself at least two hours before a domestic flight and four hours for international journeys to stay on schedule.

Airports in Chicago

O'Hare International Airport (ORD)

  • Located around 40 kilometres from central Chicago, ORD can be reached in about 35 minutes by car, depending on traffic. The journey by public transport is roughly 55 minutes.

  • Catching an early flight from Chicago to Roberts Field Airport? Avoid the stress of rushing to the terminal (and sneak in some extra precious sleep) by choosing one of these stays near O'Hare International Airport:

  • When it comes to O'Hare International Airport's on-time performance, data shows 74.85% of flights meet their scheduled arrival time.

  • ORD's address is 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • You can get to MDW from central Chicago in about 20 minutes by car (depending on traffic conditions). The journey on public transport takes roughly 45 minutes to cover the 19 kilometres or so.

  • Get your holiday started early with an additional night away from home. Before your Chicago to RDM flight, kick back in one of these hotels close to Chicago Midway International Airport:

  • Looking at how often flights stay on schedule, Chicago Midway International Airport has an on-time arrival performance of 77.88%.

  • You'll find MDW at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • The journey time to RFD from central Chicago is around 4 hours 15 minutes by public transport. If you're in a car, it'll take you about 1 hour 25 minutes to cover the 137 kilometres or so.

  • Rest a little longer, move a little slower, and still make your Chicago to Roberts Field Airport flight without having to rush. These accommodation options near Chicago Rockford International Airport make departure day effortless if you're setting off early:

  • Airports have an on-time performance rating that tracks how often flights arrive at their destinations without delays. At RFD, that figure is 76.19%.

  • The address of Chicago Rockford International Airport is 2 Airport Cir.

About Roberts Field Airport (RDM)

  • Reserve a hotel near RDM if you're catching a late flight from Chicago to Roberts Field Airport. Choose one of these accommodation options and get some sleep sooner:

  • Get on the fast track to adventure by picking up a Roberts Field Airport rental car. Grab a set of wheels from Avis, Budget or Hertz and explore beyond Redmond's usual tourist stops.

  • Booking your vehicle around one week ahead of your Chicago to Roberts Field Airport flight can help you find the best deal.

Getting from Roberts Field Airport (RDM) to central Redmond

  • From Roberts Field Airport, central Redmond is around 3 kilometres away. It takes about 10 minutes to get to the city centre by car.

  • Travelling on public transport typically takes 50 minutes.

How to find the cheapest flights from Chicago to Roberts Field Airport (RDM)

  • The lowest price we've found for a one-way ticket from Chicago to Roberts Field Airport is R 2,553. For a return flight on this route, the best price is R 4,758. Depending on when you want to go and the availability, these fares can change.

  • To pick up cheap flights from Chicago to RDM, book in advance. Airlines tend to offer lower prices when tickets are first released.

  • The 'Whole month' search tool will show you the cheapest Chicago to Roberts Field Airport tickets across the entire month. It's a great way to find a bargain if your trip dates aren't set in stone.

  • Save time searching for cheap plane tickets from Chicago to RDM by setting up a Price Alert. We'll send you an email or notification on the app when a new discounted fare appears.

  • Find a cheap flight from Chicago to Roberts Field Airport by using filters. Select your ideal duration, number of stops and airlines, then sort the results by 'Cheapest' for the best deals.

The best time to fly from Chicago to Roberts Field Airport (RDM)

  • Think about the kind of holiday you want when planning your trip dates. May is the quietest month to go to Redmond. August is when most people book flights from Chicago to Roberts Field Airport (RDM), which may be perfect if you enjoy travelling when it's busier.

  • Lock in a Chicago to RDM plane ticket departing in July if you want to experience the city during its warmest month. Expect temperatures in Redmond to range from 10ºC (50ºF) to 32ºC (90ºF).

  • If you like travelling in cooler conditions, search for a cheap ticket from Chicago to Roberts Field Airport in December when temperatures are between -10ºC (14ºF) and 8ºC (46ºF).

More about Redmond

  • Once you've booked your flight from Chicago to Roberts Field Airport, choose a hotel that puts you where you want to be. Make one of these options your base for exploring Redmond:

  • Every great adventure has to include some sightseeing. Dry Canyon Trail, Dry Canyon Park & Trail System and Geist Beerworks are must-do's during your Redmond adventure.

Explore more of the United States

  • You've seen Redmond, now it's time to discover other parts of the United States. Journey around 177 kilometres north-west to Portland to tick off its must-visit sights. From Portland Japanese Garden to Voodoo Doughnut and Great Northwest, there's plenty to keep you busy.

  • If you want to check out another well-known destination in the United States, consider Vancouver, about 193 kilometres north-west of Redmond. Vancouver Waterfront, Reconstructed HBC Fort Vancouver and Fort Vancouver National Historic Site Garden are key reasons to visit.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.