$89 Cheap flight deals from Seattle (SEA) to Oak Park (CHI)

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This Weekend's Flight Deals from Seattle to Oak Park

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Oct 3 - Mon, Oct 6
PAE
Seattle Paine Field Intl. Airport
ORD
O'Hare Intl.
$289 Roundtrip, found 4 hours ago
$289
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Fri, Oct 3 from Seattle Paine Field Intl. Airport to O'Hare Intl., returning Mon, Oct 6, priced at $289 found 4 hours ago
Fri, Oct 3 - Mon, Oct 6
PAE
Seattle Paine Field Intl. Airport
ORD
O'Hare Intl.
$289 Roundtrip, found 4 hours ago
$289
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Fri, Oct 3 from Seattle Paine Field Intl. Airport to O'Hare Intl., returning Mon, Oct 6, priced at $289 found 4 hours ago
Fri, Oct 3 - Fri, Oct 3
SEA
Seattle - Tacoma Intl.
MDW
Midway Intl.
$372 Roundtrip, just found
$372
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Oct 3 from Seattle - Tacoma Intl. to Midway Intl., returning Fri, Oct 3, priced at $372 just found

Airfares from $89 One Way, $172 Round Trip from Seattle to Oak Park

Prices starting at $172 for return flights and $89 for one-way flights to Oak Park were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Oct 17 - Fri, Oct 24
PAE
Seattle
ORD
Chicago
$172 Roundtrip, found 7 hours ago
$172
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Fri, Oct 17 from Seattle to Chicago, returning Fri, Oct 24, priced at $172 found 7 hours ago
Wed, Oct 29 - Mon, Nov 17
SEA
Seattle
MDW
Chicago
$184 Roundtrip, found 6 days ago
$184
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Wed, Oct 29 from Seattle to Chicago, returning Mon, Nov 17, priced at $184 found 6 days ago
Fri, Oct 17 - Sun, Oct 19
PAE
Seattle
MDW
Chicago
$186 Roundtrip, found 4 hours ago
$186
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Fri, Oct 17 from Seattle to Chicago, returning Sun, Oct 19, priced at $186 found 4 hours ago
Wed, Dec 31 - Sun, Jan 4
SEA
Seattle
ORD
Chicago
$217 Roundtrip, just found
$217
Roundtrip
just found
Select Delta flight, departing Wed, Dec 31 from Seattle to Chicago, returning Sun, Jan 4, priced at $217 just found
Sat, Oct 18 - Tue, Oct 21
SEA
Seattle
MDW
Chicago
$220 Roundtrip, found 4 days ago
$220
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Sat, Oct 18 from Seattle to Chicago, returning Tue, Oct 21, priced at $220 found 4 days ago

Oak Park economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (2,427 reviews)

Nov 6 - Nov 10

4 night stay

Seattle (SEA) to Chicago (ORD)

Frontier Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,119, price is now $647 per person
$647
per person
found 1 day ago
One day didn’t receive room service

Reviewed on Sep 2, 2025

Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

9.4/10 Exceptional! (1,716 reviews)

Nov 6 - Nov 10

4 night stay

Seattle (SEA) to Chicago (ORD)

Frontier Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,615, price is now $1,072 per person
$1,072
per person
found 1 day ago
Every employee makes every guest feel like a rockstar. Commitment to quality and guest experience is evident.

Reviewed on Sep 14, 2025

Park Hyatt Chicago
5.0-star property

Park Hyatt Chicago

9.6/10 Exceptional! (1,002 reviews)

Nov 6 - Nov 10

4 night stay

Seattle (SEA) to Chicago (ORD)

Frontier Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,097, price is now $1,423 per person
$1,423
per person
found 1 day ago
From the moment you walk into their lobby at the hotel, you enter a place of calm and relaxation. We stayed in a room with the Water Tower view, and if you have that as the option, take it. It was a beautiful sight to see waking up every morning. This hotel like their other properties are in a class of their own.

Reviewed on Sep 13, 2024

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Oak Park packages with premium economy flights

Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago
4.5-star property

Swissotel - Chicago

9/10 Wonderful! (2,765 reviews)

Nov 7 - Nov 9

2 night stay

Seattle (SEA) to Chicago (ORD)

Delta • Roundtrip • PremiumEconomy
Price was $867, price is now $731 per person
$731
per person
found 2 hours ago
All around a great location with incredible views. We stayed in a king suite on the 30th floor with views of both the city and lake thanks to architect that designed the building as a triangle that overlooks the Chicago river.

Reviewed on Sep 3, 2025

The Emily Hotel
4.0-star property

The Emily Hotel

9.2/10 Wonderful! (1,222 reviews)

Nov 7 - Nov 9

2 night stay

Seattle (SEA) to Chicago (ORD)

Delta • Roundtrip • PremiumEconomy
Price was $1,061, price is now $874 per person
$874
per person
found 2 hours ago
Cute and trendy hotwl but there was a loud party on-site which ruined experience. It felt clean but our mini fridge had takeout left from former guest, so maid service obviously missed that.

Reviewed on Jul 26, 2025

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0-star property

Sable at Navy Pier Chicago, Curio Collection by Hilton

9.4/10 Exceptional! (2,142 reviews)

Nov 7 - Nov 9

2 night stay

Seattle (SEA) to Chicago (ORD)

Delta • Roundtrip • PremiumEconomy
Price was $882, price is now $785 per person
$785
per person
found 2 hours ago
nothing bad to say about this property. Had a water view on the top floor and it was amazing! would definitely go back

Reviewed on Sep 16, 2025

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More About Flying To Oak Park from Seattle

Route Information for Flights from Seattle to Oak Park

Origin Airport IATA Code
SEA
Destination Airport IATA Code
CHI
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Seattle to Oak Park

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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.