$34 Cheap flight deals from Dallas (DFW) to Southwest Side (CHI)
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This Weekend's Flight Deals from Dallas to Southwest Side
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.
Airfares from $34 One Way, $68 Round Trip from Dallas to Southwest Side
Prices starting at $68 for return flights and $34 for one-way flights to Southwest Side were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Southwest Side economy flight packages
Hotel 55 Chicago Downtown
May 9 - May 13
Dallas (DFW) to Chicago (ORD)
Chicago (ORD) to Dallas (DFW)
Reviewed on Nov 21, 2025
Springhill Suites by Marriott Chicago Downtown/ River North
May 9 - May 13
Dallas (DFW) to Chicago (ORD)
Chicago (ORD) to Dallas (DFW)
Reviewed on Mar 8, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
May 7 - May 10
Dallas (DAL) to Chicago (ORD)
Reviewed on Nov 3, 2025
Southwest Side first class flight packages
Hotel Felix River North/Magnificent Mile
May 16 - May 20
Dallas (DAL) to Chicago (ORD)
Chicago (ORD) to Dallas (DAL)
Reviewed on Jan 8, 2026
Hotel Riu Plaza Chicago
May 16 - May 20
Dallas (DAL) to Chicago (ORD)
Chicago (ORD) to Dallas (DAL)
Reviewed on Jan 14, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
May 16 - May 20
Dallas (DAL) to Chicago (ORD)
Chicago (ORD) to Dallas (DAL)
Reviewed on Nov 3, 2025
More About Flying To Southwest Side from Dallas
Route Information for Flights from Dallas to Southwest Side
Origin Airport IATA Code | DFW |
|---|---|
Destination Airport IATA Code | CHI |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Dallas to Southwest Side
Looking for cheap Dallas to Southwest Side flights? Orbitz has the cheapest air fares for flights from Dallas to Southwest Side. Plus, with our cutting-edge mobile tools, travel planning has never been easier or more wallet-friendly.
Mobile Deals and Steals
Orbitz is dedicated to providing low fares on Dallas to Southwest Side flights. Now you can find the latest deals on-the-go with Orbitz’s mobile apps for iPhone, iPad, Android phones, and tablets. Instantly see discounted rates for hotels, cruises, vacations, and air tickets for a great vacation.
Book Hotels With Confidence
When you’re looking for hotel rooms to go with your bargain flights from Dallas to Southwest Side, Orbitz provides you descriptions, photos, reviews, and location maps so you know exactly what you are booking. With easy-to-use Orbitz map tools, you can search for nearby hotels on your mobile device.
Access Your Flight Information Anytime
Use the Orbitz app or the mobile Orbitz site, m.orbtiz.com, to see information about your Dallas to Southwest Side flights anytime you need it. Your itinerary is also sent to your email address for reference. Access updates on your flights from Dallas to Southwest Side on your mobile device too, including delays and baggage claim details.
Cheap Air Ticket Prices Guaranteed
Orbitz is your number one source for low fares for Dallas to Southwest Side flights. Our low price guarantee on domestic and international air tickets give you great savings for a perfect trip to Southwest Side. Need hotels too? You can book them last minute on your mobile phone.
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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.