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Flight Deals from Seattle to Chicago from $127

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Price Drop Deals Near You

Chicago

13% Price Drop

Apr 22

SEA

4 days

Apr 26

MDW

$352

now only

$305

Round-trip

Chicago

13% Price Drop

Apr 30

SEA

5 days

May 5

MDW

$352

now only

$305

Round-trip

Chicago

13% Price Drop

May 7

SEA

5 days

May 12

MDW

$351

now only

$305

Round-trip

Chicago

13% Price Drop

May 8

SEA

4 days

May 12

MDW

$352

now only

$305

Round-trip

Chicago

10% Price Drop

May 5

SEA

5 days

May 10

MDW

$352

now only

$315

Round-trip

Stops

  • Up to nonstop
    $254
  • Up to 2 stops
    $373
  • Up to 1 stop
    $207

Airlines

  • Alaska Airlines
    $254
  • American Airlines
    $354
  • Delta Air Lines
    $254
  • Frontier Airlines
    $207
  • Hawaiian Airlines
    $304
  • Southwest Airlines
    $393
  • United Airlines
    $354

Cabin Class

  • Economy
    $207

Departure Airports

  • Seattle Tacoma International Airport
    $207
  • Snohomish County (Paine Field) Airport
    $373

Arrival Airports

  • Chicago Midway Airport
    $340
  • Chicago O Hare Airport
    $207

Layover Airports

  • Denver International Airport
    $207
  • Detroit Metropolitan Airport
    $340
  • Harry Reid International Airport
    $207
  • Hartsfield Jackson Atlanta International Airport
    $345
  • Los Angeles International Airport
    $364
  • Minneapolis-St Paul International/Wold-Chamberlain Airport
    $345
  • Phoenix Sky Harbor International Airport
    $364
  • Salt Lake City International Airport
    $343
  • San Diego International Airport
    $284
  • San Francisco International Airport
    $364
  • Washington Dulles Airport
    $374

Best Price. GUARANTEED.

Exclusively for Priceline Members
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Frontier Airlines Logo
Frontier Airlines

04/16/26

SEA
9h 43m
LAS

04/17/26

ORD
Frontier Airlines Logo
Frontier Airlines

04/20/26

ORD
22h 32m
DEN

04/21/26

SEA
$207
Alaska Airlines Logo
Alaska Airlines

04/28/26

SEA
6h 26m
Direct

04/28/26

ORD
Alaska Airlines Logo
Alaska Airlines

05/05/26

ORD
2h 32m
Direct

05/05/26

SEA
$254
Alaska Airlines Logo
Alaska Airlines

04/29/26

SEA
6h 11m
Direct

04/29/26

ORD
Alaska Airlines Logo
Alaska Airlines

05/05/26

ORD
2h 40m
Direct

05/05/26

SEA
$254
Bundle + Save
Book a flight & hotel together for extra savings.
On average save $240 per traveler
Delta Air Lines Logo
Delta Air Lines

04/25/26

SEA
6h 8m
Direct

04/25/26

ORD
Delta Air Lines Logo
Delta Air Lines

05/12/26

ORD
2h 35m
Direct

05/12/26

SEA
$254
Delta Air Lines Logo
Delta Air Lines

04/18/26

SEA
6h 8m
Direct

04/18/26

ORD
Delta Air Lines Logo
Delta Air Lines

05/09/26

ORD
2h 45m
Direct

05/09/26

SEA
$254
Alaska Airlines Logo
Alaska Airlines

04/22/26

SEA
6h 24m
Direct

04/22/26

ORD
Alaska Airlines Logo
Alaska Airlines

04/28/26

ORD
7h 1m
SAN

04/28/26

SEA
$284
Alaska Airlines Logo
Alaska Airlines

04/21/26

SEA
6h 4m
Direct

04/21/26

ORD
Alaska Airlines Logo
Alaska Airlines

05/05/26

ORD
7h 20m
SAN

05/05/26

SEA
$284
Hawaiian Airlines Logo
Hawaiian Airlines

04/17/26

SEA
6h 10m
Direct

04/17/26

ORD
Hawaiian Airlines Logo
Hawaiian Airlines

04/21/26

ORD
2h 43m
Direct

04/21/26

SEA
$304
Hawaiian Airlines Logo
Hawaiian Airlines

04/20/26

SEA
6h 10m
Direct

04/20/26

ORD
Hawaiian Airlines Logo
Hawaiian Airlines

04/21/26

ORD
2h 37m
Direct

04/21/26

SEA
$304
Delta Air Lines Logo
Delta Air Lines

04/20/26

SEA
9h 33m
DTW

04/21/26

MDW
Delta Air Lines Logo
Delta Air Lines

04/21/26

MDW
2h 34m
Direct

04/21/26

SEA
$340
Delta Air Lines Logo
Delta Air Lines

04/21/26

SEA
6h 8m
Direct

04/21/26

ORD
Delta Air Lines Logo
Delta Air Lines

04/23/26

ORD
7h 11m
SLC

04/23/26

SEA
$343
Delta Air Lines Logo
Delta Air Lines

04/27/26

SEA
12h 11m
ATL

04/28/26

MDW
Delta Air Lines Logo
Delta Air Lines

05/05/26

MDW
2h 49m
Direct

05/05/26

SEA
$345
Delta Air Lines Logo
Delta Air Lines

04/14/26

SEA
9h 53m
MSP

04/14/26

ORD
Delta Air Lines Logo
Delta Air Lines

05/06/26

ORD
2h 49m
Direct

05/06/26

SEA
$345
Bundle + Save
Book a flight & hotel together for extra savings.
On average save $240 per traveler
Delta Air Lines Logo
Delta Air Lines

04/13/26

SEA
8h 47m
DTW

04/14/26

ORD
Delta Air Lines Logo
Delta Air Lines

04/28/26

ORD
2h 43m
Direct

04/28/26

SEA
$345
Delta Air Lines Logo
Delta Air Lines

04/23/26

SEA
8h 14m
SLC

04/23/26

ORD
Delta Air Lines Logo
Delta Air Lines

04/29/26

ORD
2h 43m
Direct

04/29/26

SEA
$345
Delta Air Lines Logo
Delta Air Lines

04/28/26

SEA
6h 4m
Direct

04/28/26

ORD
Delta Air Lines Logo
Delta Air Lines

05/01/26

ORD
4h 45m
MSP

05/01/26

SEA
$345
Delta Air Lines Logo
Delta Air Lines

04/19/26

SEA
10h 52m
ATL

04/20/26

ORD
Delta Air Lines Logo
Delta Air Lines

04/21/26

ORD
2h 43m
Direct

04/21/26

SEA
$345
United Airlines Logo
United Airlines

04/28/26

SEA
6h 12m
Direct

04/28/26

ORD
United Airlines Logo
United Airlines

05/06/26

ORD
2h 40m
Direct

05/06/26

SEA
$354
United Airlines Logo
United Airlines

04/16/26

SEA
6h
Direct

04/17/26

ORD
United Airlines Logo
United Airlines

04/20/26

ORD
2h 40m
Direct

04/20/26

SEA
$354
American Airlines Logo
American Airlines

04/25/26

SEA
6h 30m
Direct

04/25/26

ORD
American Airlines Logo
American Airlines

04/29/26

ORD
2h 44m
Direct

04/29/26

SEA
$354
American Airlines Logo
American Airlines

04/29/26

SEA
6h 30m
Direct

04/29/26

ORD
American Airlines Logo
American Airlines

05/06/26

ORD
2h 44m
Direct

05/06/26

SEA
$354
United Airlines Logo
United Airlines

04/16/26

SEA
8h 42m
DEN

04/17/26

ORD
United Airlines Logo
United Airlines

04/20/26

ORD
2h 40m
Direct

04/20/26

SEA
$364
American Airlines Logo
American Airlines

04/16/26

SEA
9h 35m
PHX

04/17/26

ORD
American Airlines Logo
American Airlines

04/20/26

ORD
2h 36m
Direct

04/21/26

SEA
$364
Bundle + Save
Book a flight & hotel together for extra savings.
On average save $240 per traveler
United Airlines Logo
United Airlines

04/25/26

SEA
11h 6m
LAX

04/25/26

ORD
United Airlines Logo
United Airlines

04/28/26

ORD
2h 42m
Direct

04/28/26

SEA
$364
United Airlines Logo
United Airlines

04/21/26

SEA
12h 35m
SFO

04/22/26

ORD
United Airlines Logo
United Airlines

04/25/26

ORD
2h 40m
Direct

04/25/26

SEA
$364
United Airlines Logo
United Airlines

04/22/26

SEA
10h 18m
SFO

04/22/26

ORD
United Airlines Logo
United Airlines

04/28/26

ORD
2h 42m
Direct

04/28/26

SEA
$364
Alaska Airlines Logo
Alaska Airlines

04/25/26

PAE
11h 43m
SFO
SAN

04/25/26

ORD
Alaska Airlines Logo
Alaska Airlines

05/02/26

ORD
2h 41m
Direct

05/02/26

PAE
$373
United Airlines Logo
United Airlines

04/25/26

SEA
12h 5m
SFO

04/25/26

ORD
United Airlines Logo
United Airlines

04/28/26

ORD
6h 27m
LAX

04/28/26

SEA
$374
United Airlines Logo
United Airlines

04/18/26

SEA
10h 44m
IAD

04/18/26

ORD
United Airlines Logo
United Airlines

04/25/26

ORD
7h 6m
SFO

04/25/26

SEA
$374
Southwest Airlines Logo
Southwest Airlines

04/16/26

SEA
12h 20m
PHX

04/16/26

ORD
Southwest Airlines Logo
Southwest Airlines

04/20/26

ORD
11h 5m
LAS

04/21/26

SEA
$393

Top Deals on flights from Seattle to Chicago

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

American Airlines Logo
American Airlines

Apr 29

SEA
6h 6m
Direct

Apr 30

ORD

as low as

$127

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

Hawaiian Airlines Logo
Hawaiian Airlines

Apr 21

SEA
6h 4m
Direct

Apr 21

ORD

as low as

$127

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

Alaska Airlines Logo
Alaska Airlines

Apr 22

SEA
6h 11m
Direct

Apr 22

ORD

as low as

$127

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

Delta Air Lines Logo
Delta Air Lines

Apr 28

SEA
6h 8m
Direct

Apr 28

ORD

as low as

$127

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

Alaska Airlines Logo
Alaska Airlines

Apr 28

SEA
9h 56m
SAN

Apr 28

ORD

as low as

$157

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

American Airlines Logo
American Airlines

Apr 21

SEA
8h 38m
ORD

Apr 21

RFD

as low as

$176

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

United Airlines Logo
United Airlines

Apr 28

SEA
6h 12m
Direct

Apr 28

ORD

as low as

$177

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

American Airlines Logo
American Airlines

Apr 29

SEA
10h 35m
DFW

Apr 29

ORD

as low as

$177

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

United Airlines Logo
United Airlines

May 2

SEA
12h 15m
SFO

May 3

ORD

as low as

$187

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

United Airlines Logo
United Airlines

May 5

SEA
8h 17m
DEN

May 5

ORD

as low as

$187

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

United Airlines Logo
United Airlines

May 6

SEA
10h 48m
IAH

May 7

ORD

as low as

$187

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

American Airlines Logo
American Airlines

Apr 16

SEA
10h 4m
PHX

Apr 16

ORD

as low as

$187

Good to Know

Essential information to help you plan your flight from Seattle to Chicago

Cheapest Flight

$127

The lowest price we found in the last two weeks, departing Apr 29 and returning Apr 30

Airline AA6h 6m ‧ economy

Fastest Flights

$354

The fastest flight that we found in the last two weeks, departing Apr 16 and returning Apr 20

Airline UA6h ‧ economy

Cheapest Flight Round-trip

$207

Cheapest price found in the last 14 days, departing Apr 16 and returning Apr 21

Airline F91 stop ‧ 9h 43m ‧ economy

Cheapest Flight One-way

$127

Cheapest price found in the last 14 days, departing Apr 29

Airline AA6h 6m ‧ economy

Cheapest Layover airport

$187

The cheapest layover airport to Chicago is currently $187

Airline AA1 stop ‧ 10h 4m ‧ economy

Best Arrival airport

$127

The best arrival airport to Chicago is currently $127

Airline DL6h 8m ‧ economy

Best Departure airport

$127

The best departure airport to Chicago is currently $127

Airline DL6h 8m ‧ economy

Cheapest Airline

$127

The cheapest airline to Chicago is currently $127

Airline DL6h 8m ‧ economy

Flying from Seattle to Chicago is most expensive in late December and summer, with low fares in early February and mid-October.

When flying from Seattle to Chicago, the most expensive times are typically during late December, with prices peaking significantly at the end of the month, and throughout the summer months, particularly from late June to early August. Conversely, you will find the most affordable flights in early February and again in mid-October, where prices can drop notably. There’s a clear shift in price around mid-December as holiday travel spikes, while prices abruptly decline after early January. Expect high prices in late spring to early summer, with variations ranging from mid $300s to high $400s, while low prices sit below the $250 mark.

Book your flight from Seattle to Chicago about 170 days before departure for the best prices; avoid waiting as costs rise significantly closer to departure.

When planning your trip from Seattle to Chicago, the ideal time to book is approximately 170 days before departure, as prices are lowest, around $200. If you wait too long, prices steadily increase, reaching $589 if booked earlier than this. After 170 days, it's advisable to book before the 47-day mark to avoid rising costs. Between 47 and 17 days before departure, prices will rise significantly, starting around $265 and can soar to $411 as the departure date approaches, with last-minute bookings potentially costing 35% more. Thus, for peace of mind and savings, aim to purchase your tickets early.

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.

Flights to Chicago