$41 Cheap flight deals from Dallas (DFW) to Oak Park (CHI)

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This Weekend's Flight Deals from Dallas 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.

Sat, Oct 4 - Tue, Oct 7
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$207 Roundtrip, found 6 hours ago
$207
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Sat, Oct 4 from Dallas-Fort Worth Intl. to Midway Intl., returning Tue, Oct 7, priced at $207 found 6 hours ago
Sun, Oct 5 - Mon, Oct 6
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$222 Roundtrip, just found
$222
Roundtrip
just found
Select Contour Airlines flight, departing Sun, Oct 5 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Mon, Oct 6, priced at $222 just found
Sat, Oct 4 - Mon, Oct 6
DAL
Love Field
MDW
Midway Intl.
$463 Roundtrip, found 18 hours ago
$463
Roundtrip
found 18 hours ago
Select Delta flight, departing Sat, Oct 4 from Love Field to Midway Intl., returning Mon, Oct 6, priced at $463 found 18 hours ago
Sun, Oct 5 - Tue, Oct 7
DAL
Love Field
ORD
O'Hare Intl.
$552 Roundtrip, found 10 hours ago
$552
Roundtrip
found 10 hours ago
Select Delta flight, departing Sun, Oct 5 from Love Field to O'Hare Intl., returning Tue, Oct 7, priced at $552 found 10 hours ago

Airfares from $41 One Way, $81 Round Trip from Dallas to Oak Park

Prices starting at $81 for return flights and $41 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.

Wed, Nov 5 - Wed, Nov 12
DFW
Dallas
ORD
Chicago
$81 Roundtrip, just found
$81
Roundtrip
just found
Select Spirit Airlines flight, departing Wed, Nov 5 from Dallas to Chicago, returning Wed, Nov 12, priced at $81 just found
Wed, Nov 5 - Wed, Nov 12
DFW
Dallas
ORD
Chicago
$81 Roundtrip, just found
$81
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, Nov 5 from Dallas to Chicago, returning Wed, Nov 12, priced at $81 just found
Tue, Oct 21 - Sat, Oct 25
DFW
Dallas
MDW
Chicago
$90 Roundtrip, found 4 hours ago
$90
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Tue, Oct 21 from Dallas to Chicago, returning Sat, Oct 25, priced at $90 found 4 hours ago
Tue, Oct 28 - Wed, Nov 5
DAL
Dallas
ORD
Chicago
$139 Roundtrip, found 5 days ago
$139
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Tue, Oct 28 from Dallas to Chicago, returning Wed, Nov 5, priced at $139 found 5 days ago
Fri, Oct 31 - Mon, Nov 3
DAL
Dallas
MDW
Chicago
$154 Roundtrip, found 1 day ago
$154
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Fri, Oct 31 from Dallas to Chicago, returning Mon, Nov 3, priced at $154 found 1 day ago

Oak Park economy flight packages

Price found within the past 48 hours. Click for updated prices.
Illinois Beach Hotel
2.0-star property

Illinois Beach Hotel

8/10 Very Good! (426 reviews)

Oct 30 - Nov 2

3 night stay

Dallas (DFW) to Chicago (ORD)

Frontier Airlines • Coach

Chicago (ORD) to Dallas (DFW)

Spirit Airlines • Coach
Price was $314, price is now $218 per person
$218
per person
found 23 hours ago
Private beach on Lake Michigan. Very beautiful.Nature trails right out side the door. Great staff . Good restaurant.

Reviewed on Oct 20, 2024

Park Hyatt Chicago
5.0-star property

Park Hyatt Chicago

9.6/10 Exceptional! (1,002 reviews)

Nov 7 - Nov 10

3 night stay

Dallas (DFW) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,638, price is now $1,119 per person
$1,119
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

Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

9.4/10 Exceptional! (1,716 reviews)

Nov 14 - Nov 16

2 night stay

Dallas (DFW) to Chicago (ORD)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $819, price is now $564 per person
$564
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

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More About Flying To Oak Park from Dallas

Route Information for Flights from Dallas to Oak Park

Origin Airport IATA Code
DFW
Destination Airport IATA Code
CHI
Distance
801 mi
Direct Flight Airlines
American Airlines, Qatar Airways, JAL, Air Canada, Fiji Airways, Aer Lingus, Austrian, Emirates, Gol, Swiss, United Airlines, Frontier Airlines, Avianca, Qantas, Cathay Pacific, Turkish Airlines, Royal Jordanian, Iberia, ANA, Brussels Airlines, Lufthansa, Gulf Air, British Airways
Earliest Flight Arrival
1:45PM UTC
Latest Flight Arrival
4:59AM UTC

Dallas to Oak Park

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Best Deals At Your Fingertips

Orbitz combines low prices on Dallas to Oak Park flights with discounts on quality hotels. Using Orbitz’s Display Matrix, you can see all your options and savings easily. With our low price guarantee, you know you have the best deals at your fingertips.

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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.