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Recent round-trip flight deals from the United States to Chicago
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Frontier flights from United States to Chicago Midway Airport
Our best Frontier deals on United States to Chicago Midway Airport flight tickets
Southwest flights from United States to Chicago Midway Airport
Our best Southwest deals on United States to Chicago Midway Airport flight tickets
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How to get the cheapest flight ticket from United States 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 January is, on average, the cheapest month to fly to Chicago Midway Airport from United States, with most prices found around $208. If you are unable to visit Chicago Midway Airport during the month of January, then departing from United States during the month October is also very affordable. Most momondo users find prices during this month for around $218.
What is the cheapest day to depart on your flight to Chicago Midway Airport?
According to our data, Wednesday is the cheapest day to fly to Chicago Midway Airport from United States. The lowest ticket price found for a Wednesday departure recently was $272. 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 United States because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $416.
What is the cheapest time of day to depart on your flight to Chicago Midway Airport?
Flying to Chicago Midway Airport from United States in the evening is the least expensive time of day to depart. momondo users have found prices as low as $245 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $363. Of course, these prices can vary depending on the time of year and what airport you fly to.
What is the cheapest United States to Chicago Midway flight route?
Fly from Boston Logan Intl to Chicago Midway for the best United States - Chicago Midway flight prices
What is the cheapest airline that flies from United States to Chicago Midway?
Frontier, Southwest, and Delta are the most popular carriers operating from United States 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 United States according to our data. Frontier is the first choice among our users, with 55% of people opting to fly with this airline when traveling to Chicago Midway Airport. Keep in mind that there are 6 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 United States to Chicago Midway Airport on average per day?
39 flights are operational daily from United States to Chicago Midway Airport as of April 2025. The most popular departure time for this route is 3:00PM, with 35% of flights per day taking off at noon.
How many flights depart from United States to Chicago Midway Airport on average per week?
278 flights are operational weekly from United States to Chicago Midway Airport as of April 2025. The most popular departure day for this route is Thu, with 19% of flights per week taking off on this day.
Cheap United States to Chicago Midway Airport flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from United States to Chicago Midway Airport
When did momondo last update prices for flights from United States to Chicago Midway Airport?
Prices for flights from United States to Chicago Midway Airport are updated daily.
How many operators does momondo search for flights from United States to Chicago Midway Airport?
As of April 2025, there are 6 operators available to choose from for flights from United States to Chicago Midway Airport.
How old do you have to be to fly from United States to Chicago Midway Airport?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from United States to Chicago Midway Airport.
What documentation or ID do you need to fly to Chicago Midway Airport?
The necessary travel and health documents for your Chicago Midway Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from United States to Chicago Midway Airport?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from United States to Chicago Midway Airport is Boeing 737 MAX 8 (15.54% of total bookings). The next most popular plane models are Boeing 737-800 (13.12%), Boeing 737-800 Passenger/BBJ2 (winglets) (12.52%), and Boeing 737-700 Passenger/BBJ1 (winglets) (12.42%).
Best airlines flying from United States to Chicago Midway Airport
Compare and see reviews for airlines that fly from United States to Chicago Midway Airport with momondo
Airline | Rating | Free Cancellation | Price | ||
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PriceFrom $49 | Free Cancellation | Rating 6.0 3,281 reviews | |||
PriceFrom $76 | Free Cancellation | Rating 6.3 7,926 reviews | |||
PriceFrom $97 | Free Cancellation | Rating 7.4 8,667 reviews | |||
PriceFrom $104 | Free Cancellation | Rating 8.0 7,916 reviews | |||
PriceFrom $115 | Free Cancellation | Rating 8.0 9,887 reviews | |||
PriceFrom $141 | Free Cancellation | Rating 8.0 4,280 reviews |
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from United States to Chicago?
momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from United States to Chicago. Millions of users trust and use momondo every year so you are in good hands.
Can I find flights from United States to Chicago with flexible booking policies on momondo?
Yes. momondo allows you to filter the results for United States to Chicago flights to just show those with flexible booking policies.
How can momondo help me find flights from United States to Chicago?
Once all potential United States to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.
I’m not ready to book a flight from United States to Chicago right now. Can momondo alert me if prices change?
If you are not ready to book a flight from United States to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.