$57 Cheap flight deals from Dallas (DFW) to Oak Lawn (CHI)

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This Weekend's Flight Deals from Dallas to Oak Lawn

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, May 23 - Tue, May 26
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$240 Roundtrip, found 6 hours ago
$240
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Sat, May 23 from Dallas-Fort Worth Intl. to Midway Intl., returning Tue, May 26, priced at $240 found 6 hours ago
Fri, May 22 - Sun, May 24
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$256 Roundtrip, found 2 hours ago
$256
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Fri, May 22 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Sun, May 24, priced at $256 found 2 hours ago
Sun, May 24 - Wed, May 27
DAL
Love Field
MDW
Midway Intl.
$298 Roundtrip, found 1 day ago
$298
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Sun, May 24 from Love Field to Midway Intl., returning Wed, May 27, priced at $298 found 1 day ago
Sat, May 23 - Wed, May 27
DAL
Love Field
ORD
O'Hare Intl.
$300 Roundtrip, found 3 hours ago
$300
Roundtrip
found 3 hours ago
Select Southwest Airlines flight, departing Sat, May 23 from Love Field to O'Hare Intl., returning Wed, May 27, priced at $300 found 3 hours ago

Airfares from $57 One Way, $128 Round Trip from Dallas to Oak Lawn

Prices starting at $128 for return flights and $57 for one-way flights to Oak Lawn 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, Jul 8 - Sat, Jul 11
DFW
Dallas
ORD
Chicago
$128 Roundtrip, found 5 hours ago
$128
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Wed, Jul 8 from Dallas to Chicago, returning Sat, Jul 11, priced at $128 found 5 hours ago
Sat, Jul 11 - Sat, Jul 25
DFW
Dallas
MDW
Chicago
$148 Roundtrip, found 1 day ago
$148
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Jul 11 from Dallas to Chicago, returning Sat, Jul 25, priced at $148 found 1 day ago
Mon, May 18 - Thu, May 28
DFW
Dallas
ORD
Chicago
$213 Roundtrip, found 2 days ago
$213
Roundtrip
found 2 days ago
Select Contour Airlines flight, departing Mon, May 18 from Dallas to Chicago, returning Thu, May 28, priced at $213 found 2 days ago
Wed, Aug 12 - Sat, Aug 15
DFW
Dallas
ORD
Chicago
$280 Roundtrip, found 19 hours ago
$280
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Wed, Aug 12 from Dallas to Chicago, returning Sat, Aug 15, priced at $280 found 19 hours ago
Sat, Jun 13 - Sat, Jun 20
DFW
Dallas
RFD
Rockford
$280 Roundtrip, found 4 days ago
$280
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sat, Jun 13 from Dallas to Rockford, returning Sat, Jun 20, priced at $280 found 4 days ago

Oak Lawn economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Chicago River North
4.5-star property

The Royal Sonesta Chicago River North

9.2/10 Wonderful! (2,574 reviews)

Jul 8 - Jul 11

3 night stay

Dallas (DAL) to Chicago (ORD)

American Airlines • Coach

Chicago (ORD) to Dallas (DAL)

Frontier Airlines • Coach
Save 100% on your flight
Price was $695, price is now $486 per person
$486
per person
found 24 hours ago
We received liked the service the staff provided, particularly Shanda.

Reviewed on Jul 20, 2025

The Peninsula Chicago
5.0-star property

The Peninsula Chicago

9.8/10 Exceptional! (1,006 reviews)

Jul 9 - Jul 12

3 night stay

Dallas (DFW) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,855, price is now $1,322 per person
$1,322
per person
found 1 day ago
Everything was superb. The only “complaint “ I have, is that I paid for a city view room, but actually looked at the side of one building. Other than that, we lived the stay.

Reviewed on Oct 24, 2025

Hotel Saint Clair- Magnificent Mile
4.0-star property

Hotel Saint Clair- Magnificent Mile

8.4/10 Very Good! (1,905 reviews)

Jul 9 - Jul 13

4 night stay

Dallas (DFW) to Chicago (ORD)

Frontier Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $956, price is now $702 per person
$702
per person
found 18 hours ago
The hotel needs to invest in a service elevator for their employees because there can only be five people on the elevator at a time and there’s 16 floors and it takes forever before you can catch an elevator. Also, the room set up. The beds are super close to the wall in entryway so it makes it awkward to navigate. They need to make an adjustment. The sinks are super small with no room to really lay out your toiletries if needed.. The thermostat in my room in particular did not work even though a worker came in and tried to reset it and it was 40° in the room was reading 69° with no heat. Nobody came during the entire weekend to change the bedsheets to give us change switch out the trash. There was also no ironing board or iron in our rooms. Photographed shows robes in the rooms. There are no robes in the room. Everything we needed every time we had to calm down for them to bring it up.

Reviewed on May 4, 2026

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More About Flying To Oak Lawn from Dallas

Route Information for Flights from Dallas to Oak Lawn

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

Dallas to Oak Lawn

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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.