$381 Cheap flight deals from Chicago (CHI) to Seward (ENA)

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

Airfares from $381 One Way, $1,052 Round Trip from Chicago to Seward

Prices starting at $1,052 for return flights and $381 for one-way flights to Seward were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, Jun 29 - Thu, Jul 3
ORD
Chicago
ENA
Kenai
$1,052 Roundtrip, found 15 hours ago
$1,052
Roundtrip
found 15 hours ago
Select Alaska Airlines flight, departing Sun, Jun 29 from Chicago to Kenai, returning Thu, Jul 3, priced at $1,052 found 15 hours ago
Sun, Jun 29 - Thu, Jul 3
ORD
Chicago
ENA
Kenai
$1,159 Roundtrip, found 15 hours ago
$1,159
Roundtrip
found 15 hours ago
Select Alaska Airlines flight, departing Sun, Jun 29 from Chicago to Kenai, returning Thu, Jul 3, priced at $1,159 found 15 hours ago
Thu, Jun 19 - Mon, Jun 30
ORD
Chicago
ENA
Kenai
$1,179 Roundtrip, found 5 days ago
$1,179
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Thu, Jun 19 from Chicago to Kenai, returning Mon, Jun 30, priced at $1,179 found 5 days ago
Thu, Jun 19 - Mon, Jun 30
ORD
Chicago
ENA
Kenai
$1,184 Roundtrip, found 5 days ago
$1,184
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Thu, Jun 19 from Chicago to Kenai, returning Mon, Jun 30, priced at $1,184 found 5 days ago
Thu, Jun 19 - Mon, Jun 30
ORD
Chicago
ENA
Kenai
$1,229 Roundtrip, found 5 days ago
$1,229
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Thu, Jun 19 from Chicago to Kenai, returning Mon, Jun 30, priced at $1,229 found 5 days ago
Thu, Jun 19 - Mon, Jun 30
ORD
Chicago
ENA
Kenai
$1,290 Roundtrip, found 5 days ago
$1,290
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Thu, Jun 19 from Chicago to Kenai, returning Mon, Jun 30, priced at $1,290 found 5 days ago
Thu, Jun 19 - Mon, Jun 30
ORD
Chicago
ENA
Kenai
$1,348 Roundtrip, found 5 days ago
$1,348
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Thu, Jun 19 from Chicago to Kenai, returning Mon, Jun 30, priced at $1,348 found 5 days ago

Seward economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel Seward
2.5-star property

Hotel Seward

8/10 Very Good! (1,006 reviews)

Jul 20 - Jul 24

4 night stay

Chicago (CHI) to Kenai (ENA)

Alaska Airlines • Roundtrip • Coach
per person
found 1 day ago
Lovely old inn. Elegant. Immaculate. The room was small but comfortable. We were a little worried about sharing a bathroom but they were kept very clean and it offered no problems. Plus, there was a sinkin the room so we could brush our teeth and wash our hands conveniently.

Reviewed on Jul 13, 2024

Harborview Inn
2.0-star property

Harborview Inn

7.6/10 Good! (522 reviews)

Jul 20 - Jul 24

4 night stay

Chicago (CHI) to Kenai (ENA)

Alaska Airlines • Roundtrip • Coach
per person
found 1 day ago
Staff were extremely helpful and always available. Hotel very convenient to all our needs and activities.

Reviewed on Sep 9, 2022

Alaska River Pirates Cabins
2.0-star property

Alaska River Pirates Cabins

No reviews

Aug 1 - Aug 5

4 night stay

Chicago (ORD) to Kenai (ENA)

United • Roundtrip • Coach
per person
found 16 hours ago
Don't see what you're looking for?
See all available trips from Chicago to Seward
View all trips

More About Flying To Seward from Chicago

Route Information for Flights from Chicago to Seward

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

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.