Cheap flights from Redmond to Chicago

Flights overview

Useful information for finding cheap flights from Redmond to Chicago and booking your next trip
Cheapest round-trip flights $357
Alaska 1 stop 9 hr Sat, May 30 — Sat, Jun 6
The cheapest round-trip flight from Redmond to Chicago is currently $357
Cheapest one-way flight $179
United 1 stop 8 hr Wed, May 27
The cheapest one-way flight from Redmond to Chicago is currently $179
Last-minute weekend getaway $541
Delta 1 stop 10 hr Sat, May 9 — Sun, May 10
The cheapest last-minute weekend getaway from Redmond to Chicago is currently $541
Cheapest business class flights $957
Alaska 1 stop 10 hr Sat, May 30 — Sat, Jun 6
The cheapest business class round-trip flight from Redmond to Chicago is currently $957
Fastest flight 5 hr 44 min The fastest flight with stops from Redmond to Chicago takes 5 hr 44 min
Nonstop flights None There are no direct flights on this route.

When is the cheapest time to fly?

The cheapest month to fly from Redmond to Chicago is typically January. The most expensive month to fly is typically May.
January
Cheapest
Typical prices: $275–495
May
Most expensive
Typical prices: $320–430

Popular airlines from Redmond to Chicago

  • Delta
    from $357
    Typical price: $320–720
    668 weekly connecting flights
    RDM - MDW, ORD Every day
  • United
    from $357
    Typical price: $305–570
    467 weekly connecting flights
    RDM - ORD Every day
  • American
    from $357
    Typical price: $335–740
    138 weekly connecting flights
    RDM - ORD Every day
  • Alaska
    from $359
    Typical price: $295–560
    110 weekly connecting flights
    RDM - ORD Every day

Popular airports near Redmond

  • Redmond Municipal Airport (RDM)
    Redmond United States 10 min 1 mi
  • Portland International Airport (PDX)
    Portland United States 2 hr 49 min 114 mi
  • Eugene Airport (EUG)
    Eugene United States 2 hr 32 min 101 mi
  • Rogue Valley International Medford Airport (MFR)
    Medford United States 3 hr 23 min 156 mi

Popular airports near Chicago

  • Chicago O'Hare International Airport (ORD)
    Chicago United States 26 min 16 mi
  • Chicago Midway International Airport (MDW)
    Chicago United States 25 min 9 mi
  • Milwaukee Mitchell International Airport (MKE)
    Milwaukee United States 1 hr 23 min 75 mi
  • Indianapolis International Airport (IND)
    Indianapolis United States 2 hr 58 min 165 mi

Frequently asked questions about flying from Redmond to Chicago

The cheapest flights from Redmond to Chicago are usually in January. Typical ticket prices in January range from $275 to $495.
The cheapest round-trip flight from Redmond to Chicago recently found on Google Flights was with Alaska from $357. The cheapest one-way flight was with United from $179.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest Delta flight from Redmond to Chicago is $357, flying from May 30 to Jun 6.
  • The cheapest United flight from Redmond to Chicago is $357, flying from May 30 to Jun 6.
  • The cheapest American flight from Redmond to Chicago is $357, flying from May 30 to Jun 6.
  • The cheapest Alaska flight from Redmond to Chicago is $359, flying from Aug 1 to Aug 8.
The cheapest round-trip flight from Redmond to Chicago starts at $357 from Sat, May 30 to Sat, Jun 6. The cheapest one-way flight starts at $179 and departs on Wed, May 27.
5 hr 44 min is the shortest flight time from Redmond to Chicago.
Chicago's peak season is Jun–Aug. Popular events throughout year include St. Patrick's Day, when the river is tinted green (Mar 17); the Pride Parade (Jun); the Taste of Chicago culinary festival (Jul) and the Jazz Festival (Sep). During the holiday season (Nov–Dec), the Magnificent Mile Lights Festival and Christkindlmarket, a German Christmas market in Daley Plaza, draw crowds to the city.
It's easy to use Google Flights to find the cheapest days to fly from Redmond to Chicago.
Just click the Departure label near the top of the page to open the calendar. Choose a start date and a return date to see how the round-trip fare changes on those specific days.
Adjust the trip type to see one-way fares. The cheapest available flights are highlighted and easy to spot. Once you settle on dates, click the Search button to see flight options and book the deal.

You can also turn on price tracking to get alerts if the price changes for a route or flight.
What counts as the best airline for your flights from Redmond to Chicago really depends on your individual needs. You may have a favorite carrier or a loyalty program you like, but price, convenience, and airports served also come into play. Flexibility and booking terms – Can you change flights if you want to stay longer or get a refund if you have to postpone your trip? – are also factors that help determine which airline is best to fly from Redmond to Chicago.

In terms of flights, Delta is the most popular. Delta offers 668 connecting flights per week. Delta flies from Redmond Municipal Airport (RDM) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .

Other popular airlines flying from Redmond to Chicago are:
  • United offers 467 connecting flights per week. United flies from Redmond Municipal Airport (RDM) to Chicago O'Hare International Airport (ORD) .
  • American offers 138 connecting flights per week. American flies from Redmond Municipal Airport (RDM) to Chicago O'Hare International Airport (ORD) .
  • Alaska offers 110 connecting flights per week. Alaska flies from Redmond Municipal Airport (RDM) to Chicago O'Hare International Airport (ORD) .
The number of connecting flights refers to distinct flights with at least one stop between Redmond and Chicago.
The cheapest round-trip flight from Redmond to Chicago recently found on Google Flights was with Alaska from $357. The cheapest one-way flight was with United from $179.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest Delta flight from Redmond to Chicago is $357, flying from May 30 to Jun 6.
  • The cheapest United flight from Redmond to Chicago is $357, flying from May 30 to Jun 6.
  • The cheapest American flight from Redmond to Chicago is $357, flying from May 30 to Jun 6.
  • The cheapest Alaska flight from Redmond to Chicago is $359, flying from Aug 1 to Aug 8.
No airline flies direct from Redmond to Chicago.
  • There are 668 Delta connecting flights from Redmond to Chicago per week. Flights are available every day.
  • There are 467 United connecting flights from Redmond to Chicago per week. Flights are available every day.
  • There are 138 American connecting flights from Redmond to Chicago per week. Flights are available every day.
  • There are 110 Alaska connecting flights from Redmond to Chicago per week. Flights are available every day.
Use the Stops filter while searching for flights, to see only nonstop options in your results.
The cheapest last-minute deal between Redmond and Chicago at price $541 is offered by Delta from Sat, May 9 to Sun, May 10.
No airline flies direct from Redmond to Chicago.
  • There are 668 Delta connecting flights from Redmond to Chicago per week. Flights are available every day.
  • There are 467 United connecting flights from Redmond to Chicago per week. Flights are available every day.
  • There are 138 American connecting flights from Redmond to Chicago per week. Flights are available every day.
  • There are 110 Alaska connecting flights from Redmond to Chicago per week. Flights are available every day.
Use the Stops filter while searching for flights, to see only nonstop options in your results.
There are no direct flights from Redmond to Chicago.
It's easy to find nonstop flights with Google Flights! Once you've searched for flights from Redmond to Chicago, just select the nonstop flights only option in the 'Stops’ filter in the search form and view all available direct flights and their prices.
The cheapest business class round-trip flights between Redmond and Chicago start at $957 from Sat, May 30 to Sat, Jun 6 with Alaska.
The cheapest economy class round-trip flights between Redmond and Chicago start at $357 from Sat, May 30 to Sat, Jun 6.
To book business class trips from Redmond to Chicago, look for the default Economy selection at the top, and change it to your desired cabin class such as Premium Economy, Business Class, or First Class. You can then select your departure and arrival dates, consider available options, and book your business travel.

You can also adjust the trip type to view one-way fares.
The best last-minute getaway deal for the next weekend between Redmond and Chicago starts at $541 from Sat, May 9 to Sun, May 10 with Delta.
The cheapest last-minute deal between Redmond and Chicago at price $541 is offered by Delta from Sat, May 9 to Sun, May 10.
To find last-minute flight deals from Redmond to Chicago, start by entering the city names, select the desired departure and return dates, and hit the Search button to view flight options.

You can check for last-minute flights for the same day or adjust the trip type to see one-way fares.

Search more flights

Popular trips from Redmond

  1. Seattle
    $177
    May 23 — May 30
    Nonstop 1 hr 13 min Alaska
  2. Las Vegas
    $113
    Oct 26 — Nov 2
    Nonstop 1 hr 55 min Breeze
  3. Paris
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    2 stops 15 hr 40 min Delta, Scandinavian Airlines
  4. London
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    2 stops 21 hr 10 min American, British Airways

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