$168 Cheap Flights from Amarillo (AMA) to Chicago (MDW)

You can find cheap one-way flights from $168 and cheap return flights $312 Amarillo, TX (AMA-Rick Husband Amarillo Intl.) to Chicago, IL (MDW-Midway Intl.) with Expedia. One-way flights typically cost between $229 and $573, and return flights often range between $568 and $1517. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when Amarillo, TX (AMA-Rick Husband Amarillo Intl.) to Chicago, IL (MDW-Midway Intl.) ticket fares go up or down.

*Typical price ranges based on flights available on Expedia in the last year. Prices include multi-airline options.

The cheapest month to fly from AMA to MDW is August when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you're able to. Use the calendar view in your search to see which months have low fares on this route.

Enter AMA to MDW and your travel dates, then apply the 'Nonstop' filter to see only direct flights.

To find a cheap flight from Amarillo, TX (AMA-Rick Husband Amarillo Intl.) to Chicago, IL (MDW-Midway Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.

The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.

The earliest flight from Rick Husband Amarillo International Airport (AMA) to Midway International Airport (MDW) typically departs at around 5:20 AM. This seasonal service is operated by Southwest Airlines, allowing you to start your day early and maximize your time in Chicago. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.

The most popular departure times for flights from Amarillo, TX (AMA-Rick Husband Amarillo Intl.) to Chicago, IL (MDW-Midway Intl.) are in the late morning, from 9am to noon. About 32% of passengers prefer this time window. Many major carriers, including Southwest Airlines, operate flights during this period. This timing works well for travelers looking to maximize their day in Chicago upon arrival.

Flying from AMA to MDW with a connection usually takes about 6 hours 50 minutes, traveling roughly 879 miles. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.

Select the "Business class" and "First class" filters when looking for AMA to MDW flights on Expedia. This is the easiest way to compare prices, routes and flight times for your trip.

It's easy to earn miles on a Amarillo, TX (AMA-Rick Husband Amarillo Intl.) to Chicago, IL (MDW-Midway Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

When traveling from Rick Husband Amarillo Intl. (AMA) to Chicago, you can fly into O'Hare Intl. (ORD) and Midway Intl. (MDW). Some flights may connect through major hubs like George Bush Intercontinental (IAH), Dallas-Fort Worth Intl. (DFW), Denver Intl. (DEN) before reaching Chicago. Compare routes and airports on Expedia to find the best flight options for your travel plans.

Typically, booking a last minute flight from Amarillo, TX (AMA-Rick Husband Amarillo Intl.) to Chicago, IL (MDW-Midway Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.

Securing a Amarillo, TX (AMA-Rick Husband Amarillo Intl.) to Chicago, IL (MDW-Midway Intl.) Chicago Vacation Packages is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.

If you booked your Amarillo, TX (AMA-Rick Husband Amarillo Intl.) to Chicago, IL (MDW-Midway Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.