Cheap flights from Albany, New York to Chicago from $99
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Albany, New York to Chicago departing on 9/15. 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 Albany, New York to Chicago
Cheap round-trip flights
Cheap one-way flights
Cheap last minute flights
Cheap direct flights
Southwest flights from Albany, New York to Chicago Midway Airport
Our best Southwest deals on Albany, New York to Chicago Midway Airport flight tickets
Delta flights from Albany, New York to Chicago Midway Airport
Our best Delta deals on Albany, New York to Chicago Midway Airport flight tickets
See travel insights to Chicago from
How to get the cheapest flight ticket from Albany, New York 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 February is, on average, the cheapest month to fly to Chicago Midway Airport from Albany, New York, with most prices found around $299. If you are unable to visit Chicago Midway Airport during the month of February, then departing from Albany, New York during the month September is also very affordable. Most momondo users find prices during this month for around $299.
What is the cheapest day to depart on your flight to Chicago Midway Airport?
According to our data, Tuesday is the cheapest day to fly to Chicago Midway Airport from Albany, New York. The lowest ticket price found for a Tuesday departure recently was $439. 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, Sunday is the most expensive day to depart from Albany, New York because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $514.
What is the cheapest time of day to depart on your flight to Chicago Midway Airport?
Flying to Chicago Midway Airport from Albany, New York in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $438 when looking at flights departing in the afternoon. Try not to purchase tickets at noon because they tend to be around $500. Of course, these prices can vary depending on the time of year and what airport you fly to.
What is the cheapest Albany Intl to Chicago Midway flight route?
Fly from Albany Intl to Chicago Midway for the best Albany Intl - Chicago Midway flight prices
How many flights depart from Albany, New York to Chicago Midway Airport on average per day?
As of July 2025, there are 1 flights per day flying from Albany, New York to Chicago Midway Airport. The most common time of day flights depart is 5:00AM, with 46% of flights taking off in the afternoon.
How many flights depart from Albany, New York to Chicago Midway Airport on average per week?
As of July 2025, there are 12 flights per week flying from Albany, New York to Chicago Midway Airport. The most common day of the week flights depart is Mon, with 25% of flights taking off on this day.
When to book flights from Albany, New York to Chicago Midway Airport
Cheap Albany, New York to Chicago Midway Airport (ALB to MDW) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Albany, New York to Chicago Midway Airport
How far is Albany Intl to Chicago Midway by plane?
The straight-line distance from Albany Intl to Chicago Midway is 717.3 mi. In terms of flight time, this usually takes a little over 2h 05m.
When did momondo last update prices for flights from Albany Intl Airport to Chicago Midway Airport?
Prices for flights from Albany Intl Airport to Chicago Midway Airport are updated daily.
How many operators does momondo search for flights from Albany Intl Airport to Chicago Midway Airport?
There are 2 operators available for flights from Albany Intl Airport to Chicago Midway Airport as of July 2025.
How old do you have to be to fly from Albany Intl Airport 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 Albany 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 Albany, New York to Chicago Midway Airport?
Based on momondo bookings for flights between Albany, New York and Chicago Midway Airport, the leading plane model is Boeing 737-700 Passenger/BBJ1 (winglets), making up 15.81% of the total bookings. Other popular models include Embraer 170 with 14.73%, Embraer 175 (Enhanced Winglets) with 12.70%, and Boeing 737-800 Passenger/BBJ2 (winglets) with 10.27%.
What is the most popular airline from Albany, New York to Chicago Midway Airport?
Based on momondo bookings for flights between Albany, New York and Chicago Midway Airport, the leading airline is Southwest, making up 76% of the total bookings. Other popular airlines include Delta with 24%.
Best airlines flying from Albany, New York to Chicago Midway Airport
Compare and see reviews for airlines that fly from Albany, New York to Chicago Midway Airport with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $176 | Free Cancellation | Rating 8.0 7,983 reviews | |||
| PriceFrom $230 | Free Cancellation | Rating 8.0 4,272 reviews |
Southwest Flights From Albany, New York to Chicago Midway Airport
Southwest flight deals from Albany, New York to Chicago Midway Airport start from $230 round-trip. Over the 12 Southwest flights for this route in a normal week, average airfare is usually $330 round-trip - but some users have found much cheaper deals with momondo.
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 Albany to Chicago?
It is quick and easy to find Albany to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.
Can I find flights from Albany to Chicago with flexible booking policies on momondo?
Yes. momondo allows you to filter the results for Albany to Chicago flights to just show those with flexible booking policies.
How can momondo help me find flights from Albany to Chicago?
Once you have performed a search for Albany 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 Albany to Chicago right now. Can momondo alert me if prices change?
Of course. momondo tracks the price of Albany to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.