Cheap flights from Maine to Chicago from $62
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Maine to Chicago departing on 7/31. 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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Southwest flights from Maine to Chicago Midway Airport
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How to get the cheapest flight ticket from Maine 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 day to depart on your flight to Chicago Midway Airport?
According to our data, Thursday is the cheapest day to fly to Chicago Midway Airport from Maine. The lowest ticket price found for a Thursday departure recently was $410. 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, Saturday is the most expensive day to depart from Maine because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $572.
What is the cheapest time of day to depart on your flight to Chicago Midway Airport?
Flying to Chicago Midway Airport from Maine in the morning is the least expensive time of day to depart. momondo users have found prices as low as $434 when looking at flights departing in the morning. Try not to purchase tickets at noon because they tend to be around $480. Of course, these prices can vary depending on the time of year and what airport you fly to.
What is the cheapest Maine to Chicago Midway flight route?
Fly from Portland to Chicago Midway for the best Maine - Chicago Midway flight prices
What cabin class options are available on Maine to Chicago Midway flights?
There are 1 cabin classes available to choose from on Maine to Chicago Midway flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
How many flights depart from Maine to Chicago Midway Airport on average per day?
5 flights are operational daily from Maine to Chicago Midway Airport as of June 2025. The most popular departure time for this route is 7:00PM, with 77% of flights per day taking off in the evening.
How many flights depart from Maine to Chicago Midway Airport on average per week?
The number of flights available between Maine and Chicago Midway Airport is 38 per week as of June 2025. The most frequent departure day is Tue, with 21% of weekly flights leaving on this day.
Cheap Maine to Chicago Midway Airport flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Maine to Chicago Midway Airport
When did momondo last update prices for flights from Maine to Chicago Midway Airport?
Prices for flights from Maine to Chicago Midway Airport are updated daily.
How many operators does momondo search for flights from Maine to Chicago Midway Airport?
There are 5 operators available for flights from Maine to Chicago Midway Airport as of June 2025.
How old do you have to be to fly from Maine 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 Maine 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 Maine to Chicago Midway Airport?
Based on momondo bookings for flights between Maine and Chicago Midway Airport, the leading plane model is Boeing 737-800, making up 15.22% of the total bookings. Other popular models include Embraer 175 with 15.22%, Airbus A319 with 15.22%, and Boeing 737-700 Passenger/BBJ1 (winglets) with 13.04%.
Best airlines flying from Maine to Chicago Midway Airport
Compare and see reviews for airlines that fly from Maine to Chicago Midway Airport with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $201 | Free Cancellation | Rating 8.0 7,964 reviews | |||
| PriceFrom $264 | 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 Maine to Chicago?
Finding the right flight to Chicago from Maine is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.
Can I find flights from Maine to Chicago with flexible booking policies on momondo?
Yes. momondo enables you to select and highlight flights to Chicago from Maine with this policy.
How can momondo help me find flights from Maine to Chicago?
Once you have performed a search for Maine 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 Maine to Chicago right now. Can momondo alert me if prices change?
Yes momondo offers price alerts on flights to Chicago from Maine. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.