Cheap flights from Phoenix Sky Harbor Intl Airport to Chicago from $53
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Phoenix Sky Harbor Intl Airport to Chicago departing on 8/16. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Frontier flights from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport
Our best Frontier deals on Phoenix Sky Harbor Intl Airport to Chicago Midway Airport flight tickets
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How to get the cheapest flight ticket from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly to Chicago Midway Airport?
The month of September is, on average, the cheapest month to fly to Chicago Midway Airport from Phoenix Sky Harbor Intl Airport, with most prices found around $168. If you are unable to visit Chicago Midway Airport during the month of September, then departing from Phoenix Sky Harbor Intl Airport during the month October is also very affordable. Most momondo users find prices during this month for around $212.
What is the cheapest day to depart on your flight to Chicago Midway Airport?
According to our data, Saturday is the cheapest day to fly to Chicago Midway Airport from Phoenix Sky Harbor Intl Airport. The lowest ticket price found for a Saturday departure recently was $269. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Monday is the most expensive day to depart from Phoenix Sky Harbor Intl Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $395.
What is the cheapest time of day to depart on your flight to Chicago Midway Airport?
Flying to Chicago Midway Airport from Phoenix Sky Harbor Intl Airport in the evening is the least expensive time of day to depart. momondo users have found prices as low as $235 when looking at flights departing in the evening. Try not to purchase tickets in the morning because they tend to be around $326. Of course, these prices can vary depending on the time of year and what airport you fly to.
What is the cheapest Phoenix Sky Harbor Intl to Chicago Midway flight route?
Fly from Phoenix Sky Harbor Intl to Chicago Midway for the best Phoenix Sky Harbor Intl - Chicago Midway flight prices
How far in advance should I book a flight to Chicago Midway Airport?
You are more likely to see cheaper flights to Chicago Midway Airport from Phoenix Sky Harbor Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago Midway Airport for around $288 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago Midway Airport from Phoenix Sky Harbor Intl Airport for as low as $185 on momondo.
What cabin class options are available on Phoenix Sky Harbor Intl to Chicago Midway flights?
There are 1 cabin classes available to choose from on Phoenix Sky Harbor Intl to Chicago Midway flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from Phoenix Sky Harbor Intl to Chicago Midway?
Frontier, Southwest, and Delta are the most popular carriers operating from Phoenix Sky Harbor Intl to Chicago Midway
What airlines fly to Chicago Midway Airport?
Frontier, Southwest and Delta are the top three most popular airlines that fly to Chicago Midway Airport from Phoenix Sky Harbor Intl Airport according to our data. Frontier is the first choice among our users, with 56% of people opting to fly with this airline when traveling to Chicago Midway Airport. Keep in mind that there are 3 different airlines that fly to Chicago Midway Airport on a routine basis, so you have a few additional options to choose from.
How many flights depart from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport on average per day?
As of July 2025, there are 5 flights per day flying from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport. The most common time of day flights depart is 7:00AM, with 43% of flights taking off in the afternoon.
How many flights depart from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport on average per week?
The number of flights available between Phoenix Sky Harbor Intl Airport and Chicago Midway Airport is 38 per week as of July 2025. The most frequent departure day is Tue, with 26% of weekly flights leaving on this day.
When to book flights from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport
Cheap Phoenix Sky Harbor Intl Airport to Chicago Midway Airport (PHX to MDW) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport
How far is Phoenix Sky Harbor Intl to Chicago Midway by plane?
Phoenix Sky Harbor Intl and Chicago Midway are 1440.0 mi apart from one another. In terms of flight time, this usually takes a little over 3h 23m.
When did momondo last update prices for flights from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport?
Prices for flights from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport are updated daily.
How many operators does momondo search for flights from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport?
As of July 2025, there are 3 operators available to choose from for flights from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport.
How old do you have to be to fly from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport.
What documentation or ID do you need to fly to Chicago Midway Airport?
The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport?
momondo data reveals that the most frequently booked plane model on the route from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport is Boeing 737 MAX 8, representing 17.75% of all bookings. The subsequent popular models are Boeing 737-800 Passenger/BBJ2 (winglets) at 16.86%, Airbus A320neo at 11.82%, and Boeing 737-700 Passenger/BBJ1 (winglets) at 10.43%.
What is the most popular airline from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport is Frontier (56% of total bookings). The next most popular airlines are Southwest (43%) and Delta (1%).
Best airlines flying from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport
Compare and see reviews for airlines that fly from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $79 | Free Cancellation | Rating 5.9 3,290 reviews | |||
| PriceFrom $203 | Free Cancellation | Rating 8.0 4,272 reviews | |||
| PriceFrom $216 | Free Cancellation | Rating 8.0 7,983 reviews |
Southwest Flights From Phoenix Sky Harbor Intl Airport to Chicago Midway Airport
Southwest operates around 38 flights from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport every week. The average price of these flights found in the last 72 hours has been $353, but momondo users have found Southwest deals from Phoenix Sky Harbor Intl Airport to Chicago Midway Airport from as low as $203 round-trip. Southwest has been scored 8.0/10 in 4,272 reviews.
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Why should I use momondo to find a flight deal from Phoenix to Chicago?
We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Phoenix to Chicago for you.
Can I find flights from Phoenix to Chicago with flexible booking policies on momondo?
All flight searches from Phoenix to Chicago on momondo can be filtered to show those which offer flexible booking policies.
How can momondo help me find flights from Phoenix to Chicago?
Once you have performed a search for Phoenix to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.
I’m not ready to book a flight from Phoenix to Chicago right now. Can momondo alert me if prices change?
Price alerts on flights to Chicago from Phoenix are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.