Southwest® flights from Phoenix to Chicago (O'Hare) from $52
Low fares from Phoenix to Chicago (O'Hare)
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Explore flights from Phoenix to Chicago (O'Hare)
Travel tips for your next Southwest flight

How to board the plane earlier on open seating flights departing on or before January 26, 2026:
Southwest seats are first come, first served based on check-in order. But there are ways to board the plane earlier!
- Purchase EarlyBird Check-In®1 for automatic check-in and a better boarding position.
- Purchase Upgraded Boarding2 to get an A1-A15 boarding position (depending on availability).
- Purchase a Business Select® fare or upgrade to Business Select to get a guaranteed A1-A15 boarding position.

Enjoy movies, sips, and snacks during your flight.
Take advantage of inflight entertainment with free movies4, free live TV5, free texting6, and $8 inflight Internet7.
We also offer free sodas, coffee, and snacks8—learn more about the inflight food and beverage experience.

Make the most of our Rapid Rewards® Program.
Rapid Rewards Members can redeem their points for flights, hotel stays, rental cars, gift cards, and more. And your points never expire!
Flight Details
Route Information
- 1‡ Nonstop flight per day Monday through Friday
- 1‡ Nonstop flight on Saturday
- 1‡ Nonstop flight on Sunday
† Weekly flights based on DOT published scheduled average flights Monday through Sunday between 9/1/2025 and 9/30/2025. Note: route may not operate every day of the week.
‡ Nonstop flights based on DOT published scheduled average flights Monday through Sunday between 9/1/2025 and 9/30/2025.
Explore Chicago (O'Hare)
When you touch down at Chicago O’Hare International Airport, you can hail a cab to take you into the city, book a lift through a rideshare app, or simply take the Blue Line. Chicago’s public transportation from the airports and around the city is an efficient, affordable way to get around town, and it’s often faster than driving a car—especially at rush hour. The Blue Line is part of the elevated train (the ‘L’)/subway system, and it forms a V-shaped route, allowing riders to travel from the northwestern portion of the cityat O’Hare to the point in the V at the Loop, back out west to Forest Park, a suburb of Chicago. You can also connect to other ‘L’ lines at stops along the way, which can take you north andsouth throughoutthe city, or you can transfer to bus routes.Chicago offers big-city feel with Midwestern friendliness, and is a city made up of many neighborhoods. If you’re traveling for business, you may find yourself staying downtown—what most people call the Loop. It is so named because of the loop shape that the ‘L’train’sroutes make around the downtown district. Downtown also spans north to River North and Streeterville, west to the West Loop and Fulton Market, and south to the SouthLoop and Printer’s Row.All of these downtown neighborhoods feature cuisine from around the world, but Fulton Market in particular is a destination for gourmands. Formerly an area known for meatpackingand warehouses, today it is full ofeclecticdiningoptions, coffee shops, and more. Explore cocktail bars, music venues, and Michelin-recognized restaurants that can suit a variety of budgets. As you walk around the area, pass by headquarters for some of the largest corporations in the world next to world-renown restaurants.Chicago is not only known forits thriving dining scene. Visit the city for its beautiful parks, gorgeous lakefront, and more!
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Popular Flights from Phoenix
1EarlyBird Check-In® pricing starts at $15 one-way, and is subject to availability. Pricing may vary based on the popularity and length of each (one-way) flight. Please see optional travel charges for more details.
2Upgraded boarding prices and benefits are per eligible segment. Flights must be within 24 hours of departure to be eligible for upgraded boarding.
3Where available. Available only on WiFi-enabled aircraft. Limited-time offer.
4Due to licensing restrictions, on WiFi-enabled international flights, free live TV and iHeartRadio may not be available for the full duration of flight.
5Texting only allows access to iMessage and WhatsApp (which must be downloaded and activated before connecting to SouthwestWiFi).
6Internet access for $8 per device from takeoff to landing. Price is subject to change. May not be available for the full duration of flight. In order to provide a top-notch Internet experience, we prohibit access to certain high-bandwidth applications and websites. We also prohibit access to certain obscene or offensive content.
7Flights traveling 175 miles or less will have only water available. Complimentary snacks are served on flights over 175 miles. If you’re flying between Hawaii and the continental U.S., you’ll have even more snacks to choose from.