Cheap flights from Maine to Chicago from $44
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 5/7. 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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Spirit Airlines flights from Maine to Chicago
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How to get the cheapest flight ticket from Maine to Chicago
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?
The month of September is, on average, the cheapest month to fly to Chicago from Maine, with most prices found around $286. If you’re not able to fly to Chicago in September, then July is your next best option. Flight prices from Maine to Chicago during July average around $298.
What is the cheapest day to depart on your flight to Chicago?
The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $465. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Maine to Chicago for around $614.
What is the cheapest time of day to depart on your flight to Chicago?
Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Maine to Chicago during this time can be as low as $120. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $537.
What is the cheapest Maine to Chicago flight route?
Fly from Portland to Chicago O'Hare Intl for the best Maine - Chicago flight prices
How far in advance should I book a flight to Chicago?
You are more likely to see cheaper flights to Chicago from Maine when booking 20 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $384 when searching 20 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Maine for as low as $232 on momondo.
What cabin class options are available on Maine to Chicago flights?
There are 4 cabin classes available to choose from on Maine to Chicago 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 Maine to Chicago?
Spirit Airlines, Frontier, and Delta are the most popular carriers operating from Maine to Chicago
What airlines fly to Chicago?
United Airlines, American Airlines and Frontier are the top three most popular airlines that fly to Chicago from Maine according to our data. United Airlines is the first choice among our users, with 57% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 5 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.
How many flights depart from Maine to Chicago on average per day?
As of March 2025, 20 flights take off from Maine and land in Chicago each day. The most common flight departure time for this route is 4:00PM, with 100% of daily flights taking off in the afternoon.
How many flights depart from Maine to Chicago on average per week?
As of March 2025, there are 141 flights per week flying from Maine to Chicago. The most common day of the week flights depart is Wed, with 34% of flights taking off on this day.
Cheap Maine to Chicago flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Maine to Chicago
When did momondo last update prices for flights from Maine to Chicago?
Prices for flights from Maine to Chicago were last updated today.
How many operators does momondo search for flights from Maine to Chicago?
As of March 2025, there are 7 operators available to choose from for flights from Maine to Chicago.
How old do you have to be to fly from Maine to Chicago?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Maine to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents required for your trip to Chicago 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. 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 Maine to Chicago?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Maine to Chicago is Embraer 175 (Enhanced Winglets) (36.11% of total bookings). The next most popular plane models are Embraer 170 (14.74%), Embraer 175 (10.26%), and Airbus A319 (8.33%).
Best airlines flying from Maine to Chicago
Compare and see reviews for airlines that fly from Maine to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $38 | Free Cancellation | Rating 6.0 3,315 reviews | |||
| PriceFrom $158 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $199 | Free Cancellation | Rating 7.4 8,655 reviews | |||
| PriceFrom $201 | Free Cancellation | Rating 8.0 8,044 reviews | |||
| PriceFrom $295 | Free Cancellation | Rating 8.0 4,321 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?
momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Maine to Chicago. momondo saves you time and could save you money on your trip.
Can I find flights from Maine to Chicago with flexible booking policies on momondo?
momondo does allow users to show only those flights to Chicago from Maine which offer a flexible booking policy as well as other useful filters and features.
How can momondo help me find flights from Maine to Chicago?
momondo provides multiple filters to help you find the best flight to Chicago from Maine. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.
I’m not ready to book a flight from Maine to Chicago right now. Can momondo alert me if prices change?
If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Maine and alert you when they change.