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Flight Deals from Seattle to Chicago from $82

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Stops

  • Nonstop
    from $163
  • Up to 1 stop
    $178
  • Up to 2 stops
    $281

Airlines

  • Alaska Airlines
    $163
  • American Airlines
    $238
  • CitizenPlane
    $305
  • Delta Air Lines
    $168
  • Frontier Airlines
    $206
  • Hahn Air
    $376
  • Hawaiian Airlines
    $177
  • JetBlue
    $539
  • Southwest Airlines
    $332
  • Spirit Airlines
    $291
  • Sun Country Airlines
    $421
  • United Airlines
    $258
  • Virgin Atlantic
    $272

Cabin Class

  • Economy
    $163

Departure Airports

  • Seattle Tacoma International Airport
    $163
  • Snohomish County (Paine Field) Airport
    $436

Arrival Airports

  • Chicago Midway Airport
    $247
  • Chicago O Hare Airport
    $163

Layover Airports

  • Charlotte Douglas International Airport
    $412
  • Dallas Fort Worth International Airport
    $343
  • Denver International Airport
    $206
  • Detroit Metropolitan Airport
    $302
  • General Edward Lawrence Logan International Airport
    $539
  • George Bush Intercontinental Houston Airport
    $338
  • Harry Reid International Airport
    $267
  • John Wayne Airport-Orange County Airport
    $314
  • Los Angeles International Airport
    $282
  • Mahlon Sweet Field
    $281
  • Minneapolis-St Paul International/Wold-Chamberlain Airport
    $297
  • New York John F Kennedy Airport
    $539
  • Norman Y. Mineta San Jose International Airport
    $337
  • Phoenix Sky Harbor International Airport
    $292
  • Portland International Airport
    $178
  • Salt Lake City International Airport
    $302
  • San Francisco International Airport
    $198
  • Washington Dulles Airport
    $298

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On average save $240 per traveler
Alaska Airlines Logo
Alaska Airlines

05/27/25

SEA
6h 12m
Direct

05/27/25

ORD
Alaska Airlines Logo
Alaska Airlines

05/27/25

ORD
2h 39m
Direct

05/27/25

SEA
$163
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

05/31/25

SEA
6h 14m
Direct

05/31/25

ORD
Delta Air Lines Logo
Delta Air Lines

06/04/25

ORD
2h 32m
Direct

06/04/25

SEA
$168
Free cancellation within 83 hours of booking
Hawaiian Airlines Logo
Hawaiian Airlines

05/31/25

SEA
6h 14m
Direct

05/31/25

ORD
Hawaiian Airlines Logo
Hawaiian Airlines

05/31/25

ORD
2h 37m
Direct

05/31/25

SEA
$177
Free cancellation within 83 hours of booking
Alaska Airlines Logo
Alaska Airlines

05/27/25

SEA
10h 58m
PDX

05/27/25

ORD
Alaska Airlines Logo
Alaska Airlines

06/03/25

ORD
2h 27m
Direct

06/03/25

SEA
$178
Free cancellation within 83 hours of booking
Alaska Airlines Logo
Alaska Airlines

06/03/25

SEA
11h 59m
SFO

06/03/25

ORD
Alaska Airlines Logo
Alaska Airlines

06/10/25

ORD
2h 39m
Direct

06/10/25

SEA
$198
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

05/24/25

SEA
8h 52m
DEN

05/24/25

ORD
Frontier Airlines Logo
Frontier Airlines

05/31/25

ORD
9h 53m
DEN

06/01/25

SEA
$206
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/16/25

SEA
6h 8m
Direct

05/17/25

ORD
American Airlines Logo
American Airlines

05/26/25

ORD
2h 40m
Direct

05/26/25

SEA
$238
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

05/15/25

SEA
13h 8m
DEN

05/15/25

MDW
Frontier Airlines Logo
Frontier Airlines

05/19/25

MDW
4h 41m
DEN

05/20/25

SEA
$247
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

05/28/25

SEA
6h 14m
Direct

05/28/25

ORD
United Airlines Logo
United Airlines

06/03/25

ORD
2h 47m
Direct

06/03/25

SEA
$258
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

05/16/25

SEA
10h 18m
LAS

05/17/25

ORD
Frontier Airlines Logo
Frontier Airlines

05/19/25

ORD
4h 41m
DEN

05/20/25

SEA
$267
Free cancellation within 83 hours of booking
Virgin Atlantic Logo
Virgin Atlantic

05/16/25

SEA
6h 9m
Direct

05/16/25

ORD
Virgin Atlantic Logo
Virgin Atlantic

05/20/25

ORD
2h 30m
Direct

05/20/25

SEA
$272
Free cancellation within 83 hours of booking
Alaska Airlines Logo
Alaska Airlines

05/12/25

SEA
6h 6m
Direct

05/13/25

ORD
Alaska Airlines Logo
Alaska Airlines

06/04/25

ORD
7h 48m
PDX
EUG

06/04/25

SEA
$281
Free cancellation within 83 hours of booking
Alaska Airlines Logo
Alaska Airlines

05/28/25

SEA
9h 56m
PDX

05/28/25

ORD
Alaska Airlines Logo
Alaska Airlines

06/03/25

ORD
14h 36m
PDX
LAX

06/03/25

SEA
$282
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

05/23/25

SEA
14h 5m
LAS

05/24/25

ORD
Spirit Airlines Logo
Spirit Airlines

05/26/25

ORD
12h 20m
LAS

05/27/25

SEA
$291
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/16/25

SEA
11h 28m
PHX

05/17/25

ORD
American Airlines Logo
American Airlines

05/26/25

ORD
2h 40m
Direct

05/26/25

SEA
$292
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

05/28/25

SEA
10h 45m
MSP

05/28/25

ORD
Delta Air Lines Logo
Delta Air Lines

05/28/25

ORD
2h 30m
Direct

05/28/25

SEA
$297
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

06/04/25

SEA
10h 45m
IAD

06/04/25

ORD
United Airlines Logo
United Airlines

06/11/25

ORD
2h 43m
Direct

06/11/25

SEA
$298
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

06/08/25

SEA
10h 23m
DTW

06/08/25

ORD
Delta Air Lines Logo
Delta Air Lines

06/10/25

ORD
2h 40m
Direct

06/10/25

SEA
$302
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

05/21/25

SEA
6h 15m
Direct

05/21/25

ORD
Delta Air Lines Logo
Delta Air Lines

05/28/25

ORD
7h 15m
SLC

05/28/25

SEA
$302
Free cancellation within 83 hours of booking
CitizenPlane Logo
CitizenPlane

05/23/25

SEA
6h 9m
Direct

05/23/25

ORD
CitizenPlane Logo
CitizenPlane

05/26/25

ORD
2h 27m
Direct

05/26/25

SEA
$305
Free cancellation within 83 hours of booking
Alaska Airlines Logo
Alaska Airlines

05/29/25

SEA
10h 58m
PDX

05/29/25

ORD
Alaska Airlines Logo
Alaska Airlines

06/04/25

ORD
15h 48m
PDX
SNA

06/04/25

SEA
$314
Free cancellation within 83 hours of booking
Southwest Airlines Logo
Southwest Airlines

05/23/25

SEA
14h 30m
PHX

05/24/25

MDW
Southwest Airlines Logo
Southwest Airlines

05/27/25

MDW
14h 20m
LAX

05/27/25

SEA
$332
Free cancellation within 83 hours of booking
Southwest Airlines Logo
Southwest Airlines

05/23/25

SEA
16h 45m
SJC
DEN

05/24/25

MDW
Southwest Airlines Logo
Southwest Airlines

05/27/25

MDW
14h 20m
LAX

05/27/25

SEA
$337
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

05/12/25

SEA
10h 12m
IAH

05/13/25

ORD
United Airlines Logo
United Airlines

05/14/25

ORD
6h 27m
DEN

05/14/25

SEA
$338
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

06/03/25

SEA
6h 13m
Direct

06/03/25

ORD
American Airlines Logo
American Airlines

06/03/25

ORD
7h 57m
DFW

06/03/25

SEA
$343
Free cancellation within 83 hours of booking
Hahn Air Logo
Hahn Air

05/13/25

SEA
6h 1m
Direct

05/13/25

ORD
Hahn Air Logo
Hahn Air

05/24/25

ORD
2h 39m
Direct

05/24/25

SEA
$376
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

05/20/25

SEA
6h 18m
Direct

05/20/25

ORD
American Airlines Logo
American Airlines

05/27/25

ORD
7h 28m
CLT

05/27/25

SEA
$412
Free cancellation within 83 hours of booking
Sun Country Airlines Logo
Sun Country Airlines

05/23/25

SEA
12h 28m
MSP

05/24/25

ORD
Sun Country Airlines Logo
Sun Country Airlines

05/26/25

ORD
12h 10m
MSP

05/27/25

SEA
$421
Free cancellation within 83 hours of booking
Hawaiian Airlines Logo
Hawaiian Airlines

05/24/25

PAE
26h 25m
SNA
SFO

05/25/25

ORD
Hawaiian Airlines Logo
Hawaiian Airlines

05/29/25

ORD
13h 12m
SFO

05/30/25

PAE
$436
Free cancellation within 83 hours of booking
JetBlue Logo
JetBlue

05/16/25

SEA
23h 14m
JFK

05/17/25

ORD
JetBlue Logo
JetBlue

05/20/25

ORD
25h 43m
BOS

05/21/25

SEA
$539
Free cancellation within 83 hours of booking

Top Deals on flights from Seattle to Chicago

Seattle, US (SEA) - Chicago, US (CHI)

Hawaiian Airlines Logo
Hawaiian Airlines

May 16

SEA
6h 4m
Direct

May 16

ORD

as low as

$82

Seattle, US (SEA) - Chicago, US (CHI)

Delta Air Lines Logo
Delta Air Lines

Jun 7

SEA
6h 9m
Direct

Jun 7

ORD

as low as

$84

Seattle, US (SEA) - Chicago, US (CHI)

Alaska Airlines Logo
Alaska Airlines

Jul 9

SEA
6h 5m
Direct

Jul 9

ORD

as low as

$84

Seattle, US (SEA) - Chicago, US (CHI)

Alaska Airlines Logo
Alaska Airlines

May 31

SEA
10h 58m
PDX

May 31

ORD

as low as

$94

Seattle, US (SEA) - Chicago, US (CHI)

CitizenPlane Logo
CitizenPlane

May 8

SEA
6h 18m
Direct

May 8

ORD

as low as

$95

Seattle, US (SEA) - Chicago, US (CHI)

Frontier Airlines Logo
Frontier Airlines

May 24

SEA
8h 52m
DEN

May 24

ORD

as low as

$102

Seattle, US (SEA) - Chicago, US (CHI)

Frontier Airlines Logo
Frontier Airlines

May 30

SEA
11h 10m
PHX

May 30

ORD

as low as

$112

Seattle, US (SEA) - Chicago, US (CHI)

Frontier Airlines Logo
Frontier Airlines

Jun 2

PAE
11h 4m
DEN

Jun 2

ORD

as low as

$113

Seattle, US (SEA) - Chicago, US (CHI)

Spirit Airlines Logo
Spirit Airlines

Jun 18

SEA
14h 14m
LAS

Jun 19

ORD

as low as

$113

Seattle, US (SEA) - Chicago, US (CHI)

American Airlines Logo
American Airlines

May 15

SEA
6h 10m
Direct

May 15

ORD

as low as

$114

Seattle, US (SEA) - Chicago, US (CHI)

Frontier Airlines Logo
Frontier Airlines

May 15

SEA
13h 8m
DEN

May 15

MDW

as low as

$119

Seattle, US (SEA) - Chicago, US (CHI)

United Airlines Logo
United Airlines

May 16

SEA
6h 1m
Direct

May 17

ORD

as low as

$126

Frequently Asked Questions

What is the typical flight duration from Seattle to Chicago?
The typical flight duration from Seattle to Chicago generally takes between 3 to 4 hours. Direct flights provide a faster option while connecting flights might add extra time. Both cities offer frequent service throughout the day, and variations can occur based on weather conditions and air traffic. It is advisable to check with your airline for real-time updates. This information helps travelers plan their itinerary from Seattle to Chicago more precisely, ensuring a smoother transition between the two cities.
Are there any direct flights from Seattle to Chicago?
Yes, direct flights are available from Seattle to Chicago. Major carriers operate non-stop services that typically range in duration between 3 to 4 hours, with ticket prices varying from around $150 to $300 depending on the season and how early you book. These options offer convenience and speed, making them ideal for travelers looking to minimize transit time. It’s recommended to compare prices and check booking flexibility to accommodate any unforeseen changes in schedule from Seattle to Chicago.
What are the best transportation options from Chicago airport to downtown?
Travelers arriving from Seattle have several reliable transportation options between the Chicago airport and downtown. The CTA Blue Line provides an affordable option, with fares ranging between $5 to $10 and a travel time of approximately 30 to 45 minutes. Additionally, ride-sharing services, taxis, and shuttle buses are available, with costs typically between $20 and $40. Each alternative offers a balance between cost and convenience, so evaluating your schedule and budget will help in choosing the best option for a smooth transfer to the city center.
What are the must-see attractions in Chicago for travelers arriving from Seattle?
For visitors from Seattle, Chicago boasts a diverse range of attractions that should not be missed. Iconic spots such as Millennium Park with its famous Cloud Gate sculpture, the renowned Art Institute, and Navy Pier deliver a dynamic mix of art, culture, and architecture. A trip to the Skydeck at Willis Tower provides breathtaking city views, while the diverse neighborhoods reveal Chicago’s rich culinary and cultural heritage. These experiences can provide a vibrant insight into Chicago’s history and modern innovations, making your visit both memorable and enriching.
Which local dishes should travelers from Seattle try when visiting Chicago?
Travelers from Seattle should indulge in Chicago’s distinct cuisine. The deep-dish pizza, with its hearty crust and generous toppings, is a must-try. Chicago-style hot dogs, served without ketchup but loaded with mustard, relish, and pickles, provide a unique local twist. Italian beef sandwiches and regional comfort foods also highlight the city’s culinary diversity. Sampling these dishes offers an authentic taste of Chicago’s food culture. Be sure to check menus in both traditional diners and modern eateries to appreciate the full range of local flavors.
What are the best family-friendly activities in Chicago for visitors from Seattle?
Chicago offers several family-friendly activities that cater to visitors from Seattle. Interactive museums such as the Field Museum and the Chicago Children’s Museum provide engaging, educational fun for all ages. Outdoor spaces like Grant Park and Navy Pier offer recreational activities, including ferris wheel rides, boat tours, and open green areas ideal for picnics. Additional attractions include the Lincoln Park Zoo and various seasonal festivals. Each activity is designed with families in mind, ensuring a balance of entertainment and cultural enrichment while you explore Chicago with loved ones.
Are there any seasonal events in Chicago that travelers from Seattle should not miss?
Yes, Chicago hosts many seasonal events all year that are well worth attending for visitors from Seattle. In the summer, festivals like Taste of Chicago and outdoor concerts bring a festive atmosphere, while the winter months enchant with Christkindlmarket and holiday light displays. Autumn offers harvest festivals and cultural events in local museums, and spring reveals blooming parks and street fairs. These events provide unique experiences and insights into local traditions, so checking event calendars in advance and planning your visit around these festivities can greatly enhance your travel experience.
What are the most affordable dining options in Chicago for travelers from Seattle?
Chicago features a wide variety of affordable dining options for budget-conscious travelers from Seattle. Many local diners, family-owned eateries, and food trucks offer meals typically ranging from $10 to $20. Neighborhoods like Wicker Park and parts of downtown provide diverse menus featuring everything from Chicago-style hot dogs to deep-dish pizza at competitive prices. These venues often emphasize quality and local flavor without the premium price tag. Exploring these dining areas can add an authentic and economical culinary adventure to your visit, ensuring you get both value and taste.
What are the best car rental options in Chicago for travelers from Seattle?
Car rental options in Chicago are plentiful for those traveling from Seattle looking to explore beyond urban areas. Major companies like Enterprise, Hertz, and Avis offer a range of vehicles from economy models to full-size options, with daily rates generally ranging between $30 to $70. Early bookings and weekend deals can further lower costs. Renting a car gives you the freedom to explore the city’s outskirts and nearby attractions at your own pace. Be sure to check for any additional fees and confirm insurance coverage when reserving your rental vehicle.
What cultural tips should travelers from Seattle be aware of when visiting Chicago?
Travelers from Seattle should be mindful of Chicago’s cultural nuances to enhance their visit. Embracing the city’s diverse heritage means understanding local etiquette, such as tipping service workers between 15% and 20%. Chicagoans value direct but friendly communication, and different neighborhoods may display distinct cultural identities. It is useful to research local customs, be aware of public holidays, and respect local traditions while dining and during social interactions. Staying open to diverse experiences will enrich your overall visit and help foster positive interactions with locals while in Chicago.
What are the best shopping areas in Chicago for souvenirs for travelers from Seattle?
For souvenir shopping, Chicago offers a variety of vibrant retail districts perfect for visitors from Seattle. The Magnificent Mile features upscale stores and boutique shops, while areas like State Street and local markets provide unique handcrafted items and locally produced goods. These shopping zones offer everything from fashion and jewelry to memorabilia that reflect the city’s historical and modern identities. Prices usually range from $10 to $100, allowing you to find budget-friendly keepsakes or premium gifts. Exploring these neighborhoods can yield memorable items that capture Chicago’s cultural spirit.
Is there a specific time of year when Chicago is best visited by travelers from Seattle?
Chicago is most appealing from late spring to early fall, when weather conditions are ideal and outdoor activities abound. With temperatures generally ranging between 60°F and 80°F, this period allows travelers from Seattle to enjoy festivals, lakefront promenades, and outdoor dining. Although winter can offer magical holiday markets and cultural events, the colder temperatures may limit outdoor exploration. Thus, planning your trip during the shoulder seasons can provide both pleasant weather and a vibrant urban experience, making it a great time to discover the city’s diverse attractions.
What are the health and safety tips for travelers from Seattle to Chicago?
Travelers from Seattle should adopt standard health and safety practices when visiting Chicago. It is advisable to remain vigilant in crowded tourist areas and secure personal belongings, especially during busy events. Practicing good hygiene and checking local health advisories, particularly during flu seasons or local outbreaks, helps keep you safe. Use reputable transportation options and avoid isolated areas after dark. Additionally, having travel insurance that covers medical emergencies can provide peace of mind. These precautions ensure that your journey between Seattle and Chicago remains both safe and enjoyable.
What unique airport amenities can travelers expect at Chicago airport when arriving from Seattle?
Upon arrival, travelers can enjoy a host of unique amenities at Chicago’s airport that make transit more comfortable. The facility offers a range of dining options—from quick snacks to sit-down meals with prices ranging from $10 to $50. Complimentary Wi-Fi, charging stations, and comfortable lounges enhance your waiting time. Art installations and interactive exhibits showcasing local culture provide an engaging experience, while business services and family-friendly areas cater to diverse needs. These thoughtful features help bridge the travel experience from Seattle to Chicago and ease the transition upon arrival.
What are the best seating options for families traveling from Seattle to Chicago?
For families traveling from Seattle to Chicago, selecting the best seating option is key to a comfortable flight. Many airlines offer configurations such as bulkhead or exit row seats that provide extra legroom—ideal for accommodating children and extra luggage. Verify seating arrangements during booking to ensure families can sit together, and consider airlines that offer family kits or in-flight entertainment tailored for younger travelers. Early boarding options may also allow extra time to settle in, ensuring that the journey is smooth and comfortable for all members of your family.
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