$187 Economy Roundtrip to Phoenix (MDW-PHX) in Oct from Chicago

October is a favorable month for travel from Chicago Midway International Airport (MDW) to Phoenix Sky Harbor International Airport (PHX). Cooler fall weather in Chicago and warm, sunny conditions in Phoenix make this route popular for leisure travelers escaping autumn. Southwest tends to offer plentiful nonstop service; expect competitive fares and plenty of evening and morning departures.

Departing from Chicago (MDW) FAQs

Yes. Southwest Airlines typically operates nonstop flights between Chicago Midway International Airport (MDW) and Phoenix Sky Harbor International Airport (PHX) throughout October. Frequency can vary by week, so check airline schedules and book early for the best fares and seat selection.

Average nonstop flight time from Chicago Midway International Airport (MDW) to Phoenix Sky Harbor International Airport (PHX) is about 3 hours 30 minutes to 3 hours 50 minutes. Total travel time can increase with connections; one-stop itineraries often add 1–3 hours depending on the routing and layover city.

In October, fares between Chicago Midway International Airport (MDW) and Phoenix Sky Harbor International Airport (PHX) often run from budget-friendly $120–$280 round-trip when booked 3–8 weeks in advance. Prices fluctuate with demand, weekend travel, and events in Phoenix, so use fare alerts and flexible dates to find the best cheap flights.

Chicago Midway International Airport (MDW) offers on-site hourly and daily parking, cell phone waiting lots, ride-share pickup zones, and frequent shuttle connections to CTA Orange Line for downtown Chicago. In October, demand can be moderate due to seasonal travel—reserve long-term parking in advance when possible and factor 20–40 minutes for transfers into the city during peak hours.

Bring a valid government-issued photo ID for domestic travel and arrive at least 90 minutes before departure for domestic flights from Chicago Midway International Airport (MDW) in October to allow for security and potential fall holiday queues. TSA liquid and carry-on size restrictions still apply; enroll in TSA PreCheck if you want a faster security lane experience.

October in Chicago can bring cool, variable weather with occasional rain and the first frosts—rarely snow—so expect possible delays from gusty winds or storms that can affect departures at Chicago Midway International Airport (MDW). Monitor airline alerts and weather advisories the day before travel and consider travel insurance for flexible plans.

Arrivals at Phoenix Sky Harbor International Airport (PHX) in October enjoy sunny days and comfortable evenings. The airport offers strong connectivity to Scottsdale, Tempe, and downtown Phoenix, and is a convenient hub for exploring southern Arizona during peak fall travel season.

Arriving at Phoenix (PHX) FAQs

The PHX Sky Train connects to the Valley Metro light rail at 44th Street and Washington, providing fast access to downtown Phoenix and Tempe. Rideshare services, taxis, and rental cars are readily available at the airport; October’s mild weather makes transfers quick and comfortable.

October in Phoenix typically brings warm, dry days with average highs in the mid-70s to low-80s°F (24–28°C) and cooler nights. It’s an ideal time for outdoor activities—bring sunscreen and a light layer for evening dining or desert excursions.

Yes. The Arizona State Fair and several regional conventions often take place in October, increasing demand for hotels near Phoenix Sky Harbor International Airport (PHX), downtown Phoenix, and Scottsdale. Book accommodations early if your trip coincides with big events to secure better rates.

PHX has clearly marked baggage claim areas with multiple carousels; most major rental car companies operate on-site or via a short shuttle, and the PHX Sky Train provides direct access to rental car facilities. In October, rental demand rises—reserve vehicles in advance to avoid high rates or limited availability.

Absolutely. Phoenix Sky Harbor International Airport (PHX) is an excellent gateway to Scottsdale, Tempe, Mesa, Sedona, and Flagstaff. October is a great month for day trips—Sedona’s red rocks are comfortable for hiking, and Flagstaff’s higher elevation can be cooler, offering fall colors.

Most domestic travelers will find no special COVID-19 entry requirements for PHX in October, but requirements can change—check airline notices and official health advisories before travel. Carry proof of vaccination or negative tests if you have international connections or specific destination requirements.

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Events & Festivals Impacting MDW→PHX Travel in October

October brings several events that impact the MDW→PHX travel corridor. In Phoenix, the Arizona State Fair traditionally runs in October and draws regional visitors; Scottsdale hosts fall food and wine events, and numerous outdoor festivals occur across the valley. In Chicago, notable October activities such as Halloween events, seasonal theater runs, and the Chicago Marathon (when scheduled) can influence departures from Chicago Midway International Airport (MDW). Plan ahead for higher hotel and rental car demand around major festival weekends.

Best Time to Fly MDW → PHX in October — Save on Fares & Avoid Crowds

The best time to fly from Chicago Midway International Airport (MDW) to Phoenix Sky Harbor International Airport (PHX) in October is midweek—Tuesdays through Thursdays—when demand and fares are typically lower. Early October and late-October weekdays often yield the best savings and seat availability. For weather and sightseeing, mid-October offers pleasant daytime temperatures in Phoenix without summer heat; for lower prices, avoid dates around major local events like the Arizona State Fair peak weekends.

Direct vs Connecting Flights: MDW to PHX in October

Direct nonstop flights from Chicago Midway International Airport (MDW) to Phoenix Sky Harbor International Airport (PHX) save time and simplify travel—expect roughly 3.5 to 4 hours in the air. Connecting flights can be cheaper during off-peak windows but add complexity and risk of missed connections; common connection hubs include Denver (DEN), Dallas/Fort Worth (DFW), and Chicago O'Hare (ORD). For October travel, if you value speed and reliability—especially during event weekends in Phoenix—nonstop is usually worth the premium.

Airline Comparison for MDW → PHX (October) — Southwest, American & More

Southwest Airlines is the dominant carrier offering frequent nonstop service between Chicago Midway International Airport (MDW) and Phoenix Sky Harbor International Airport (PHX), often providing the best balance of price and schedule frequency in October. American Airlines and United primarily serve Phoenix from Chicago O'Hare (ORD) and may offer one-stop MDW itineraries via partner hubs—these can be useful if you need loyalty benefits or specific timings. Compare total price (including carry-on and checked bag fees), schedule convenience, and refund/change policies when choosing an October flight.

Seasonal Travel Tips for MDW to PHX in October — Packing, Parking & Transit

October offers one of the best seasonal windows to travel from Chicago Midway International Airport (MDW) to Phoenix Sky Harbor International Airport (PHX): warm days in Phoenix and mild Chicago fall conditions. For smoother travel, arrive at MDW earlier than normal if traveling during fall-event weekends, reserve parking or use public transit (CTA Orange Line), and pre-book rental cars to avoid peak pricing at PHX. Pack layers, sun protection for Phoenix, and a reusable water bottle. Sign up for TSA PreCheck or Mobile Passport for faster security and follow airline check-in recommendations to reduce time at the airport.

MDW to PHX Flight Time & Schedules (October) — Duration, Time Zones, and Peak Times

Typical nonstop flight time from Chicago Midway International Airport (MDW) to Phoenix Sky Harbor International Airport (PHX) is approximately 3 hours 30 minutes to 3 hours 50 minutes. Schedules vary by carrier—Southwest often offers multiple daily nonstops with morning and evening options, while connecting itineraries via hubs like Denver (DEN), Dallas (DFW), or Chicago O'Hare (ORD) can add 1–3 hours depending on layovers. In October, Pacific/Mountain time zone differences apply (Midway departs in Central Time and Phoenix observes Mountain Standard Time year-round), so account for a one-hour time difference when planning arrival times.

Cheap Flights MDW to PHX in October — Deals, Tips & Booking Strategy

Find cheap flights from Chicago Midway International Airport (MDW) to Phoenix Sky Harbor International Airport (PHX) in October by booking 3–8 weeks in advance, flying midweek (Tuesday–Thursday), and searching flexible dates. Use fare aggregation tools, set price alerts for the MDW→PHX route, and consider early-morning or late-night red-eyes for the lowest priced itineraries. Sign up for airline newsletters and follow Southwest promotions, since Southwest frequently offers competitive nonstop MDW–PHX fares. When comparing, filter for baggage-included fares to avoid surprise fees and check refundable/transferable ticket options during busy October events.

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Departing from Chicago (MDW) FAQs

Are there nonstop flights from Chicago Midway International Airport (MDW) to Phoenix Sky Harbor International Airport (PHX) in October?

What is the average flight time from Chicago Midway International Airport (MDW) to Phoenix Sky Harbor International Airport (PHX)?

What are typical October fares for flights departing Chicago Midway International Airport (MDW) to Phoenix Sky Harbor International Airport (PHX)?

What ground transportation and parking options are available at Chicago Midway International Airport (MDW) in October?

What documentation and TSA rules should I prepare for departures from Chicago Midway International Airport (MDW)?

How is weather in Chicago affecting MDW departures in October?

Arriving at Phoenix (PHX) FAQs

What is the best way to get from Phoenix Sky Harbor International Airport (PHX) to downtown Phoenix in October?

What is October weather like when arriving at Phoenix Sky Harbor International Airport (PHX)?

Are there events in Phoenix in October that could affect hotel availability near Phoenix Sky Harbor International Airport (PHX)?

What are the baggage claim and rental car procedures at Phoenix Sky Harbor International Airport (PHX)?

Can I extend my stay to visit nearby destinations after landing at Phoenix Sky Harbor International Airport (PHX) in October?

Are COVID-19 or health travel requirements changing arrivals at Phoenix Sky Harbor International Airport (PHX) in October?

Events & Festivals Impacting MDW→PHX Travel in October

Best Time to Fly MDW → PHX in October — Save on Fares & Avoid Crowds

Direct vs Connecting Flights: MDW to PHX in October

Airline Comparison for MDW → PHX (October) — Southwest, American & More

Seasonal Travel Tips for MDW to PHX in October — Packing, Parking & Transit

MDW to PHX Flight Time & Schedules (October) — Duration, Time Zones, and Peak Times

Cheap Flights MDW to PHX in October — Deals, Tips & Booking Strategy

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