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Chicago to Midland Flights

Flight only Hotel only Flight + Hotel

Flight type

Round-trip One-way
Age of children at time of trip

We will search for applicable airfare discounts. Must have 1 adult for each infant in lap

Selected fares from Chicago to Midland

Departure Arrival Travel dates Round-trip
CHI MAF Wed, Jul 16 - Sat, Jul 19 $833
CHI MAF Wed, Jul 16 - Sat, Jul 19 $849
CHI MAF Tue, Oct 14 - Tue, Oct 21 $871

Chicago and Midland airports and terminals

Airports in Chicago IL, US
map of airports in Chicago
  • 1

    Midway Airport (MDW)

    Distance from City Center: 9.5 miles

  • 2

    O'Hare Airport (ORD)

    Distance from City Center: 15.1 miles

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Airports in Midland TX, US
map of airports in Midland
  • 1

    Odessa Regional (MAF)

    Distance from City Center: 8.3 miles

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Cheap flights from Chicago to Midland

Sun Mon Tue Wed Thu Fri Sat
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$1,079
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31

Highlighted price = Cheapest round-trip flights

Prices are round trip per person (conditions apply)

Featured Midland Airport Hotels

Hotel only $84

Baymont Inn & Suites Midland Airport

2 stars
2.9 / 5 17 reviews

10000 Airport Road Map

Stay 3, Save 20%

Enjoy Texas-sized hospitality at this Baymont Inn and Suites Midland Airport, just off Interstate 20, one mile from Midland International Airport and convenient to the Commemorative Air Force... More

Hotel only $91

Travelodge Midland TX

2 stars
2.3 / 5 52 reviews

2500 Commerce Drive Map

Stay 3, Save 20%

...A short 5-minute drive from Midland International Airport, the hotel is conveniently located to serve both Midland and Odessa.... More

Hotel only $103

Courtyard by Marriott Midland Odessa

3 stars
2.8 / 5 12 reviews

1505 Tradewind Blvd Map

Rate includes breakfast

Whether traveling for business or fun, Courtyard by Marriott makes all of your travels successful by providing exactly what you need: well appointed guest rooms; a hot breakfast buffet and services... More

Hotel only $119

SpringHill Suites by Marriott Midland Odessa

3 stars
4.0 / 5 3 reviews

5716 Deauville Boulevard Map

...Hill Suites Midland Odessa an innovative place that understands your need for space, style, and pleasurable travel with purpose.... More

Hotel only $111

Residence Inn by Marriott Midland

3 stars
4.4 / 5 10 reviews

5509 Deauville Boulevard Map

Welcome to the Residence Inn Midland, Texas hotel, perfectly located in the heart of Midland and near the Midland Odessa International Airport.... More

Hotel only $103

TownePlace Suites Midland

2 stars
4.4 / 5 5 reviews

5508 Deauville Boulevard Map

...This all suite Midland, Tx hotel is near the Scharbauer Sports Complex - home of our Midland Rockhounds, the Petroleum Museum and the Midland airport.... More

August

Cheapest weekend flights in August from Chicago to Midland

Travel dates Departure Arrival Stops: Round-trip
Leave Fri, Aug 8 Chicago (ORD) Midland (MAF) Alaska Airlines $1,224
Earn $12.24
Return Mon, Aug 11 Midland (MAF) Chicago (ORD) Alaska Airlines

Lowest roundtrip airfare in August from Chicago to Midland

Travel dates Departure Arrival Stops: Round-trip
Leave Sat, Aug 23 Chicago (ORD) Midland (MAF) Alaska Airlines $1,079
Earn $10.79
Return Sun, Aug 31 Midland (MAF) Chicago (ORD) Alaska Airlines

Best one-week trip in August from Chicago to Midland

Travel dates Departure Arrival Stops: Round-trip
Leave Sat, Aug 16 Chicago (ORD) Midland (MAF) Alaska Airlines $1,141
Earn $11.41
Return Sat, Aug 23 Midland (MAF) Chicago (ORD) Alaska Airlines
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October

Lowest roundtrip airfare in October from Chicago to Midland

Travel dates Departure Arrival Stops: Round-trip
Leave Tue, Oct 14 Chicago (ORD) Midland (MAF) Alaska Airlines $871
Earn $8.71
Return Tue, Oct 21 Midland (MAF) Chicago (ORD) Alaska Airlines

Best one-week trip in October from Chicago to Midland

Travel dates Departure Arrival Stops: Round-trip
Leave Tue, Oct 14 Chicago (ORD) Midland (MAF) Alaska Airlines $871
Earn $8.71
Return Tue, Oct 21 Midland (MAF) Chicago (ORD) Alaska Airlines
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Flights to Midland

Airports in Chicago

The city of Chicago is primarily served by two international airports. Travelers looking for low-fare flights from Chicago can use Orbitz.com to find flights from both O'Hare and Midway. O'Hare International Airport is located approximately 17 miles northwest of downtown Chicago. Midway International Airport is located on the city's southwest side, approximately eight miles from Chicago's Loop. O'Hare serves as a hub for American Airlines and United Airlines, and Midway is a hub for Southwest Airlines.

Chicago Airport Parking

Daily, hourly, and valet parking are available at O'Hare. Rates vary from $2.00 to $10.00 per hour. An economy parking lot is also available at a rate of $2.00 per hour. Similar parking options and rates apply at Midway.

Chicago Airport Transportation

There are numerous transportation options for getting to and from both O'Hare and Midway. O'Hare can be accessed via regional trains, buses, and local mass transit lines. The CTA Blue Line offers a fast and convenient transportation option to and from this airport. Midway is served by the CTA Orange Line. Car rental services are available at both airports, and travelers can quickly book car rental services at either airport using Orbitz.com.

Chicago Airport Restaurants

Both O'Hare and Midway offer a variety of restaurant options for travelers. Restaurants located in both airports include Starbuck's Coffee, Chicago Style Hot Dogs, McDonald's, Auntie Anne's, Chili's, Cinnabon, and Dunkin Donuts, making it easy for visitors to grab a quick breakfast, snack, or meal. By using Orbitz.com, travelers can quickly and easily find low-fare flights from Chicago.

Midland International Airport

Most flights to Midland go through the Midland International Airport. Located just eight miles from the business district in the city, you can find cheap flights to Midland through United Express, American Eagle, or Southwest Airlines. The airport is one of the top 10 in the state of Texas, and the owners revamped the original terminal building in the late 1990s. Orbitz.com offers discounts and deals on flights arriving in Midland every day.

Popular Transportation Options

Once you arrive at the airport, you can reach your hotel by car, taxi, or shuttle. Clarion Hotel, Baymont Inn and Suites, Holiday Inn, and several other hotels have shuttles available for guests. AAA Taxi and A-1 Taxi pick up travelers from the hotel and take them to stops around Midland. You also have the option of renting a car through Alamo, Budget, Avis, Dollar, and several other companies.

Weather Conditions and Climate

If you visit Midland during the summer, make sure you keep sunscreen on hand. The harsh summers can have highs in the low 90s, weeks with no rain, and even sandstorms. The winters are much milder, and even though the temperatures sometimes drop below freezing, you can expect temperatures in the 50s.

Cultural Attractions in the City

Many visitors come to Midland for the cultural activities and attractions, including the McCormick Gallery, Midland-Odessa Symphony & Chorale, and Midland Community Theatre. Before you book cheap flights to Midland, look for discounted tickets to some of these great attractions through Orbitz.com.