$45 Cheap flight deals from Dallas (DFW) to Oak Brook (CHI)

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This Weekend's Flight Deals from Dallas to Oak Brook

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, Jun 6 - Tue, Jun 17
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$222 Roundtrip, found 2 days ago
$222
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Fri, Jun 6 from Dallas-Fort Worth Intl. to Midway Intl., returning Tue, Jun 17, priced at $222 found 2 days ago
Sun, Jun 8 - Thu, Jun 19
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$284 Roundtrip, found 1 hour ago
$284
Roundtrip
found 1 hour ago
Select Contour Airlines flight, departing Sun, Jun 8 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Thu, Jun 19, priced at $284 found 1 hour ago
Sun, Jun 8 - Sat, Jun 14
DAL
Love Field
ORD
O'Hare Intl.
$337 Roundtrip, found 6 days ago
$337
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Sun, Jun 8 from Love Field to O'Hare Intl., returning Sat, Jun 14, priced at $337 found 6 days ago
Sat, Jun 7 - Tue, Jun 10
DAL
Love Field
MDW
Midway Intl.
$466 Roundtrip, found 2 days ago
$466
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Sat, Jun 7 from Love Field to Midway Intl., returning Tue, Jun 10, priced at $466 found 2 days ago

Airfares from $45 One Way, $87 Round Trip from Dallas to Oak Brook

Prices starting at $87 for return flights and $45 for one-way flights to Oak Brook 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, Aug 13 - Sat, Aug 16
DFW
Dallas
MDW
Chicago
$87 Roundtrip, found 2 hours ago
$87
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Wed, Aug 13 from Dallas to Chicago, returning Sat, Aug 16, priced at $87 found 2 hours ago
Wed, Sep 10 - Tue, Sep 16
DFW
Dallas
ORD
Chicago
$87 Roundtrip, just found
$87
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, Sep 10 from Dallas to Chicago, returning Tue, Sep 16, priced at $87 just found
Wed, Jul 9 - Wed, Jul 16
DFW
Dallas
ORD
Chicago
$91 Roundtrip, found 6 hours ago
$91
Roundtrip
found 6 hours ago
Select Spirit Airlines flight, departing Wed, Jul 9 from Dallas to Chicago, returning Wed, Jul 16, priced at $91 found 6 hours ago
Fri, Sep 12 - Mon, Sep 15
DAL
Dallas
MDW
Chicago
$143 Roundtrip, found 12 hours ago
$143
Roundtrip
found 12 hours ago
Select Southwest Airlines flight, departing Fri, Sep 12 from Dallas to Chicago, returning Mon, Sep 15, priced at $143 found 12 hours ago
Fri, Sep 12 - Mon, Sep 15
DAL
Dallas
ORD
Chicago
$143 Roundtrip, found 12 hours ago
$143
Roundtrip
found 12 hours ago
Select Southwest Airlines flight, departing Fri, Sep 12 from Dallas to Chicago, returning Mon, Sep 15, priced at $143 found 12 hours ago

Oak Brook economy flight packages

Price found within the past 48 hours. Click for updated prices.
Ameristar Casino Hotel East Chicago
4.0-star property

Ameristar Casino Hotel East Chicago

8.6/10 Excellent! (1,010 reviews)

Jul 18 - Jul 20

2 night stay

Dallas (DFW) to Chicago (ORD)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 18 hours ago
It would be great if you guys would put a microwave in the lobby or on one of the floors....Guests order food and we have no way of warming it up....I stay there with you guys twice a week

Reviewed on Sep 28, 2024

Staypineapple, An Iconic Hotel, The Loop
4.0-star property

Staypineapple, An Iconic Hotel, The Loop

9.4/10 Exceptional! (1,003 reviews)

Jul 12 - Jul 15

3 night stay

Dallas (DFW) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
We again enjoyed our stay at the Pineapple!

Reviewed on Mar 18, 2025

Hilton Garden Inn Chicago North Shore/Evanston
3.5-star property

Hilton Garden Inn Chicago North Shore/Evanston

8.8/10 Excellent! (1,001 reviews)

Jul 19 - Jul 24

5 night stay

Dallas (DFW) to Chicago (ORD)

American Airlines • Coach

Chicago (ORD) to Dallas (DFW)

Spirit Airlines • Coach
Save 100% on your flight
per person
found 1 day ago
I have no complaints about the property at all. Very good experience all around.

Reviewed on Jan 3, 2025

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Oak Brook packages with premium economy flights

Price found within the past 48 hours. Click for updated prices.
Hilton Chicago/Magnificent Mile Suites
3.5-star property

Hilton Chicago/Magnificent Mile Suites

8.8/10 Excellent! (2,269 reviews)

Jul 4 - Jul 7

3 night stay

Dallas (DFW) to Chicago (ORD)

Delta • Non-stop roundtrip • PremiumEconomy
per person
found 1 day ago
Great spot, great room! Offered us a free upgrade!

Reviewed on May 19, 2025

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Oak Brook first class flight packages

Price found within the past 48 hours. Click for updated prices.
Blue Chip Casino Hotel and Spa
3.5-star property

Blue Chip Casino Hotel and Spa

8.2/10 Very Good! (1,520 reviews)

Jul 8 - Jul 13

5 night stay

Dallas (DFW) to Chicago (ORD)

United • Roundtrip • FirstClass
per person
found 11 hours ago
The hotel was nice but the tv didn't work the whole time we were there. And there was only one restaurant open the days we were there and it wasn't very good

Reviewed on May 24, 2025

The Brewery Lodge Hotel
3.5-star property

The Brewery Lodge Hotel

9/10 Wonderful! (707 reviews)

Jul 8 - Jul 13

5 night stay

Dallas (DFW) to Chicago (ORD)

United • Roundtrip • FirstClass
per person
found 11 hours ago
The staff were really helpful and nice. Check-in was easy. Our room was very well appointed and large. The bottled water was nice to have. The bathroom was okay? It needs updating but it was clean. We had brunch on Sunday and it was delicious. The bananas foster French toast was especially good as was the BLT breakfast sandwich. I would stay here again for sure.

Reviewed on Jul 8, 2024

The Neighborhood Hotel-New Buffalo
2.0-star property

The Neighborhood Hotel-New Buffalo

9.8/10 Exceptional! (68 reviews)

Jul 8 - Jul 13

5 night stay

Dallas (DFW) to Chicago (ORD)

United • Roundtrip • FirstClass
per person
found 11 hours ago
Very nice but suggest for the cost 1. Daily room makeover 2. Rolls and juice in a.m. 3. Better way to communicate if questions, minor issues, etc.

Reviewed on Oct 20, 2024

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More About Flying To Oak Brook from Dallas

Route Information for Flights from Dallas to Oak Brook

Origin Airport IATA Code
DFW
Destination Airport IATA Code
CHI
Distance
801 mi
Direct Flight Airlines
American Airlines, Qatar Airways, JAL, Air Canada, Aer Lingus, Emirates, Gol, Swiss, United Airlines, Cathay Pacific, Qantas, Avianca, Turkish Airlines, Finnair, Royal Jordanian, Iberia, ANA, Brussels Airlines, Lufthansa, Gulf Air, British Airways
Earliest Flight Arrival
12:25PM UTC
Latest Flight Arrival
5:59AM UTC

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.