$34 Cheap flight deals from Chicago (CHI) to Woodland Park (DEN)

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This Weekend's Flight Deals from Chicago to Woodland 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, Nov 21 - Fri, Nov 28
MDW
Midway Intl.
DEN
Denver Intl.
$121 Roundtrip, found 1 day ago
$121
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Nov 21 from Midway Intl. to Denver Intl., returning Fri, Nov 28, priced at $121 found 1 day ago
Fri, Nov 21 - Mon, Nov 24
ORD
O'Hare Intl.
DEN
Denver Intl.
$236 Roundtrip, just found
$236
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Nov 21 from O'Hare Intl. to Denver Intl., returning Mon, Nov 24, priced at $236 just found
Sun, Nov 23 - Mon, Nov 24
RFD
Greater Rockford
DEN
Denver Intl.
$381 Roundtrip, found 4 days ago
$381
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sun, Nov 23 from Greater Rockford to Denver Intl., returning Mon, Nov 24, priced at $381 found 4 days ago

Airfares from $34 One Way, $68 Round Trip from Chicago to Woodland Park

Prices starting at $68 for return flights and $34 for one-way flights to Woodland 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.

Mon, Jan 12 - Fri, Jan 16
MDW
Chicago
DEN
Denver
$68 Roundtrip, found 1 day ago
$68
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Jan 12 from Chicago to Denver, returning Fri, Jan 16, priced at $68 found 1 day ago
Fri, Jan 16 - Thu, Jan 22
ORD
Chicago
DEN
Denver
$68 Roundtrip, just found
$68
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Jan 16 from Chicago to Denver, returning Thu, Jan 22, priced at $68 just found
Wed, Jan 14 - Sun, Jan 18
RFD
Rockford
DEN
Denver
$155 Roundtrip, found 13 hours ago
$155
Roundtrip
found 13 hours ago
Select American Airlines flight, departing Wed, Jan 14 from Rockford to Denver, returning Sun, Jan 18, priced at $155 found 13 hours ago
Wed, Jan 14 - Sun, Jan 18
MDW
Chicago
DEN
Denver
$155 Roundtrip, found 4 hours ago
$155
Roundtrip
found 4 hours ago
Select Southwest Airlines flight, departing Wed, Jan 14 from Chicago to Denver, returning Sun, Jan 18, priced at $155 found 4 hours ago
Tue, Feb 17 - Fri, Feb 20
ORD
Chicago
DEN
Denver
$155 Roundtrip, found 1 hour ago
$155
Roundtrip
found 1 hour ago
Select United flight, departing Tue, Feb 17 from Chicago to Denver, returning Fri, Feb 20, priced at $155 found 1 hour ago

Woodland Park economy flight packages

Price found within the past 48 hours. Click for updated prices.
Renaissance Boulder FlatIron Hotel
4.0-star property

Renaissance Boulder FlatIron Hotel

8.6/10 Excellent! (1,003 reviews)

Dec 17 - Dec 21

4 night stay

Chicago (CHI) to Denver (DEN)

American Airlines • Non-stop • Coach

Denver (DEN) to Chicago (CHI)

Frontier Airlines • Non-stop • Coach
Save 100% on your flight
Price was $458, price is now $297 per person
$297
per person
found 1 day ago
A 4:00 PM check-in time while pushing a $20 "early" check in time is an egregious money grab, especially when there are fewer than 10 cars in the entire parking lot when we arrived. I will no longer book your hotels if the check in time is not until 4 pm. The lobby bar and restaurant business hours were very haphazard.

Reviewed on May 30, 2025

Hyatt Vacation Club at The Ranahan
4.0-star property

Hyatt Vacation Club at The Ranahan

9.6/10 Exceptional! (1,547 reviews)

Dec 29 - Jan 2

4 night stay

Chicago (CHI) to Denver (DEN)

Southwest Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $3,131, price is now $1,984 per person
$1,984
per person
found 18 hours ago
Nice people and amenities

Reviewed on Sep 20, 2025

Lodge at Vail Condominiums
5.0-star property

Lodge at Vail Condominiums

8.6/10 Excellent! (4 reviews)

Jan 2 - Jan 6

4 night stay

Chicago (CHI) to Denver (DEN)

United • Roundtrip • Coach
Save 100% on your flight
Price was $7,639, price is now $5,060 per person
$5,060
per person
found 1 day ago
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More About Flying To Woodland Park from Chicago

Route Information for Flights from Chicago to Woodland Park

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

Chicago to Woodland 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.