Cheap flights from North America to Chicago Midway Airport from $38
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from North America to Chicago Midway Airport departing on 5/17. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
Discover deals from 900+ travel sites with momondo.
Save money when you book flights with momondo
Big names and deals
Big names and deals
Search 100s of travel sites to compare prices.Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customize your results.Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.Price Alerts
Price Alerts
Not ready to book? to track prices.Find the cheapest flights from North America to Chicago
Cheap round-trip flights
Cheap one-way flights
Cheap last minute flights
Cheap direct flights
Frontier flights from North America to Chicago Midway Airport
Our best Frontier deals on North America to Chicago Midway Airport flight tickets
Delta flights from North America to Chicago Midway Airport
Our best Delta deals on North America to Chicago Midway Airport flight tickets
See travel insights to Chicago from
How to get the cheapest flight ticket from North America 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 North America, with most prices found around $208. If you are unable to visit Chicago Midway Airport during the month of January, then departing from North America 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 North America. 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 North America 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 North America 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 North America to Chicago Midway flight route?
Fly from Boston Logan Intl to Chicago Midway for the best North America - Chicago Midway flight prices
What is the cheapest airline that flies from North America to Chicago Midway?
Frontier, Southwest, and Delta are the most popular carriers operating from North America 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 North America according to our data. Frontier is the first choice among our users, with 54% of people opting to fly with this airline when traveling to Chicago Midway Airport. Keep in mind that there are 7 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 North America to Chicago Midway Airport on average per day?
As of April 2025, there are 38 flights per day flying from North America to Chicago Midway Airport. The most common time of day flights depart is 9:00PM, with 38% of flights taking off in the afternoon.
How many flights depart from North America to Chicago Midway Airport on average per week?
As of April 2025, there are 272 flights per week flying from North America to Chicago Midway Airport. The most common day of the week flights depart is Thu, with 22% of flights taking off on this day.
Cheap North America to Chicago Midway Airport flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from North America to Chicago Midway Airport
When did momondo last update prices for flights from North America to Chicago Midway Airport?
Prices for flights from North America to Chicago Midway Airport refresh daily.
How many operators does momondo search for flights from North America to Chicago Midway Airport?
As of April 2025, there are 7 operators available to choose from for flights from North America to Chicago Midway Airport.
How old do you have to be to fly from North America to Chicago Midway Airport?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from North America to Chicago Midway Airport.
What documentation or ID do you need to fly to Chicago Midway Airport?
The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from North America to Chicago Midway Airport?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from North America to Chicago Midway Airport is Boeing 737 MAX 8 (15.50% of total bookings). The next most popular plane models are Boeing 737-800 (12.44%), Boeing 737-700 Passenger/BBJ1 (winglets) (11.69%), and Boeing 737-800 Passenger/BBJ2 (winglets) (11.57%).
Best airlines flying from North America to Chicago Midway Airport
Compare and see reviews for airlines that fly from North America to Chicago Midway Airport with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $49 | Free Cancellation | Rating 5.9 3,283 reviews | |||
| PriceFrom $76 | Free Cancellation | Rating 6.3 7,941 reviews | |||
| PriceFrom $97 | Free Cancellation | Rating 7.4 8,685 reviews | |||
| PriceFrom $105 | Free Cancellation | Rating 8.0 7,919 reviews | |||
| PriceFrom $139 | Free Cancellation | Rating 8.0 4,287 reviews | |||
| PriceFrom $197 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $197 | Free Cancellation | Rating 8.0 9,927 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 North America to Chicago?
momondo collates all your flight options in one place and lets you filter them to find the perfect flight from North America to Chicago. momondo saves you time and could save you money on your trip.
Can I find flights from North America to Chicago with flexible booking policies on momondo?
momondo does allow users to show only those flights to Chicago from North America which offer a flexible booking policy as well as other useful filters and features.
How can momondo help me find flights from North America to Chicago?
Once all potential North America 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 North America to Chicago right now. Can momondo alert me if prices change?
Price alerts on flights to Chicago from North America 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.