
$55 Cheap flight deals from Dallas (DFW) to Highland Park (CHI)
Earn rewards on top of your airline miles with Orbitz Rewards
Many airlines offer flexible change policies
Sign up to receive text alerts about your trip
This Weekend's Flight Deals from Dallas to Highland 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.
Airfares from $55 One Way, $128 Round Trip from Dallas to Highland Park
Prices starting at $128 for return flights and $55 for one-way flights to Highland 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.
Highland Park economy flight packages

Fairmont Chicago at Millennium Park
Jul 2 - Jul 9
Dallas (DFW) to Chicago (ORD)
Reviewed on Feb 16, 2026

Level Chicago – Old Town
Jul 2 - Jul 5
Dallas (DFW) to Chicago (ORD)
Chicago (ORD) to Dallas (DFW)
Reviewed on Nov 20, 2025

The Langham, Chicago
Jul 2 - Jul 9
Dallas (DFW) to Chicago (ORD)
Reviewed on Mar 29, 2024
Highland Park packages with premium economy flights

Swissotel - Chicago
Jun 30 - Jul 5
Dallas (DFW) to Chicago (ORD)
Reviewed on Apr 21, 2026

Hotel Riu Plaza Chicago
Jun 30 - Jul 5
Dallas (DFW) to Chicago (ORD)
Reviewed on Mar 8, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton
Jun 30 - Jul 5
Dallas (DFW) to Chicago (ORD)
Reviewed on May 5, 2026
More About Flying To Highland Park from Dallas
Route Information for Flights from Dallas to Highland Park
Origin Airport IATA Code | DFW |
|---|---|
Destination Airport IATA Code | CHI |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Dallas to Highland Park
If you are looking to find the best deals on Dallas to Highland Park flights, look no further than Orbitz. Orbitz offers guaranteed low prices as well as cutting-edge mobile tools to help you book cheap flights from Dallas to Highland Park.
Mobile Apps Make Life Easier
Our mobile apps for Android and iPhone phones as well as tablets and iPads let you find the cheapest flights from Dallas to Highland Park—whether you are at home or running errands. Use the apps to also keep track of delays to your Dallas to Highland Park flights and baggage claim information.
Get Miles for Your Flights From Dallas to Highland Park
It’s easy to earn points or miles for your frequent flyer or airline loyalty program on qualifying Dallas to Highland Park flights with Orbitz. You can add your frequent flyer number to your online flight booking, and even store your numbers in your Orbitz account profile so they automatically get added the next time you book a flight.
Stay Informed While You Travel
Orbitz keeps you updated on information that’s relevant to your flights from Dallas to Highland Park. We can send you and six of your personal contacts free travel alerts via SMS text, voicemail, or email, so you instantly know about flight delays or changes.
Keep More Money in Your Pocket With Discount Flights
Orbitz looks for the best deals on Dallas to Highland Park flights for you. Mix and match airlines for your departing and return flights to fit your travel schedule and budget.
Flights from Dallas
- Dallas to New York
- Dallas to Chicago
- Dallas to Orlando
- Dallas to Denver
- Dallas to Houston
- Dallas to Los Angeles
- Dallas to Toronto
- Dallas to San Diego
- Dallas to New Orleans
- Dallas to Detroit
- Dallas to Washington
- Dallas to Rome
- Dallas to Bentonville - Fayetteville
- Dallas to Sacramento
- Dallas to San Francisco
- Dallas to Charlotte
- Dallas to London
- Dallas to Montreal
- Dallas to Monterrey
- Dallas to Hartford
More Destinations
- Flights from Mexico City to Arlington Heights
- Flights from Miami to Arlington Heights
- Flights from Jacksonville to Arlington Heights
- Flights from Zhengzhou to Arlington Heights
- Flights from Atlanta to Deerfield
- Flights from Baltimore to Deerfield
- Flights from Boston to Deerfield
- Flights from Dallas to Deerfield
- Flights from Detroit to Deerfield
- Flights from London to Deerfield
- Flights from Miami to Deerfield
- Flights from Orlando to Deerfield
- Flights from Philadelphia to Deerfield
- Flights from San Francisco to Deerfield
- Flights from Hartford to Deerfield
- Flights from Oakland to Deerfield
- Flights from Tampa to Deerfield
- Flights from Austin (AUS) to Chicago (ORD)
- Flights from Nashville (BNA) to Chicago (ORD)
- Flights from Boise (BOI) to Chicago (ORD)
- Flights from Boston (BOS) to Chicago (ORD)
- Flights from Charleston (CHS) to Chicago (ORD)
- Flights from Cedar Rapids (CID) to Chicago (ORD)
- Flights from Charlotte (CLT) to Chicago (ORD)
- Flights from Columbus (CMH) to Chicago (ORD)
- Flights from Columbia (COU) to Chicago (ORD)
- Flights from Cincinnati (CVG) to Chicago (ORD)
- Flights from Dallas (DAL) to Chicago (ORD)
- Flights from Delhi (DEL) to Chicago (ORD)
- Flights from Denver (DEN) to Chicago (ORD)
- Flights from Des Moines (DSM) to Chicago (ORD)
- Flights from Detroit (DTW) to Chicago (ORD)
- Flights from Dubai (DXB) to Chicago (ORD)
- Flights from Grand Rapids (GRR) to Chicago (ORD)
- Flights from White Plains (HPN) to Chicago (ORD)
- Flights from Seoul (ICN) to Chicago (ORD)
- Flights from Jacksonville (JAX) to Chicago (ORD)
- Flights from Chennai (MAA) to Chicago (ORD)
- Flights from Kansas City (MCI) to Chicago (ORD)
- Flights from Harrisburg (MDT) to Chicago (ORD)
- Flights from Miami (MIA) to Chicago (ORD)
- Flights from Milwaukee (MKE) to Chicago (ORD)
- Flights from Madison (MSN) to Chicago (ORD)
- Flights from Ontario (ONT) to Chicago (ORD)
- Flights from West Palm Beach (PBI) to Chicago (ORD)
- Flights from Portland (PDX) to Chicago (ORD)
- Flights from Beijing (PEK) to Chicago (ORD)
- Flights from Peoria (PIA) to Chicago (ORD)
- Flights from Pittsburgh (PIT) to Chicago (ORD)
- Flights from Shanghai (PVG) to Chicago (ORD)
- Flights from San Diego (SAN) to Chicago (ORD)
- Flights from San Antonio (SAT) to Chicago (ORD)
- Flights from Savannah (SAV) to Chicago (ORD)
- Flights from Louisville (SDF) to Chicago (ORD)
- Flights from San Jose (SJC) to Chicago (ORD)
- Flights from Salt Lake City (SLC) to Chicago (ORD)
- Flights from Sacramento (SMF) to Chicago (ORD)
- Flights from St. Louis (STL) to Chicago (ORD)
- Flights from Trenton (TTN) to Chicago (ORD)
- Flights from Knoxville (TYS) to Chicago (ORD)
- Flights from Vancouver (YVR) to Chicago (ORD)
- Flights from Beijing to Evanston
- Flights from Miami to Evanston
- Flights from Orlando to Evanston
- Flights from Portland to Evanston
- Flights from Raleigh to Evanston
- Flights from Fort Lauderdale to Evanston
- Flights from Savannah to Evanston
- Flights from Boston to Northbrook
- Flights from Dallas to Northbrook
- Flights from Denver to Northbrook
- Flights from Houston to Northbrook
- Flights from Jakarta to Northbrook
- Flights from Miami to Northbrook
- Flights from Minneapolis - St. Paul to Northbrook
- Flights from New Orleans to Northbrook
- Flights from Philadelphia to Northbrook
- Flights from Phoenix to Northbrook
- Flights from Hartford to Northbrook
- Flights from Atlanta to Chicago
- Flights from Boston to Chicago
- Flights from Dallas to Chicago
- Flights from Houston to Chicago
- Flights from Minneapolis - St. Paul to Chicago
- Flights from New York to Chicago
- Flights from Boston to Glenview
- Flights from Houston to Glenview
- Flights from Miami to Glenview
- Flights from Tampa to Glenview
- Flights from Atlanta to Des Plaines
- Flights from Boston to Des Plaines
- Flights from Charlotte to Des Plaines
- Flights from Dallas to Des Plaines
- Flights from Denver to Des Plaines
- Flights from Las Vegas to Des Plaines
- Flights from Miami to Des Plaines
- Flights from Orlando to Des Plaines
- Flights from Philadelphia to Des Plaines
- Flights from Toronto to Des Plaines
- Flights from Jacksonville to Des Plaines
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.



