Which Chicago Airport Should You Fly Into?

Published June 6, 2023

Written by:

Laura Lopuch

Laura’s first trip was when she was 3 months old, instilling an insatiable wanderlust. She hasn’t stopped traveling, or writing...

Edited by:

Fred Perrotta
Fred Perrotta
Fred Perrotta

Fred Perrotta is the co-founder and CEO of Tortuga. His first backpacking trip to Europe inspired him to start the...

The Tortuga Promise

At Tortuga, our mission is to make travel easier. Our advice and recommendations are based on years of travel experience. We only recommend products that we use on our own travels.

I’m about to book a birthday weekend getaway to Chicago and am faced with that all-important question: O’Hare or Midway?

O’Hare is the most popular of the Chicago airports. But Midway is a great option too, especially if you’re headed to downtown Chicago. But those aren’t your only two choices. For some trips, RFD, SBN, or MKE will be your best choice. If you don’t know which airports those codes are for, keep reading.

Carry-On-Sized Travel Backpacks

Pack for trips of one week or more without checking a bag.

  • Thick comfortable straps
  • Easy to organize
  • Durable, waterproof fabric
  • Backed by our Worldwide Warranty
Shop at Tortuga

Chicago O’Hare International (ORD)

Located 15 miles from Chicago’s city center, this international airport is huge. And it’s the 6th busiest airport in the world with 83.3 million passengers a year.

That being said, this airport has a two factors working against it:

  • Bad weather (i.e., icy or foggy weather) causing delays
  • A continuous state of expansion, renovation, and construction (i.e., stuff ain’t where it’s supposed to be).

These two things, along with the huge number of passengers passing through, contribute to O’Hare’s reputation for the delays and cancelations that make it a difficult airport to make a connection through.

Jenn, who used to live in Chicago, recommends always allowing extra time if you book a flight that connects at O’Hare, and taking a wander by the huge brachiosaurus skeleton (replica) in Terminal One.

If you find yourself stranded at O’Hare thanks to a weather delay, use their unlimited free Wi-Fi available in all terminals. Select Boingo Hotspot” or _Free_ORD _Wi-Fi as the network.

Charging Devices at O’Hare

Need more juice for your devices? Power stations are scattered throughout the terminals.

Here’s the complete list of where they’re located:

  • T1 at gates B4, B11, B14, B15, B19,  C7, C15, C21 & C28
  • T2 at gate E8 & F2
  • T3 at gates G9, G19, H12, K9, K12 & L10
  • T5 at gates M13


If you’re on foot, or don’t want to Uber into Chicago, O’Hare is a great arrival choice, thanks to its public transport option. Trains get you into Chicago’s city center via a 50-minute train ride on the Blue Line.  

Tip: The Mexican restaurant Tortas Frontera was named by Conde Nast Traveler and Bon Appetit as the best airport restaurant in America. The pictures on the menu are guaranteed to make your mouth water. Located in Terminal 1, Gate B10; Terminal 3, Gate K4; Terminal 5, Gate M12.

Chicago Midway International (MDW)

Smaller than O’Hare, Midway is served by a handful of airlines, including: Delta, North Country Sky, Porter, Volaris, and Southwest. Chances are good if you’re flying to Chicago via Southwest, you’ll end up at this airport.

However, if you’re looking to get on the ground — and not circle endlessly above the airport — Midway has the reputation of keeping planes moving, even in winter, even when O’Hare shuts down.

Rest assured, if your flight does happen to get delayed, Midway provides free Wi-Fi via Boingo Hotspot or _Free_MDW_Wi-Fi.


The Orange Line on the train gets you from Midway to the Chicago Loop in roughly 30 minutes. And it’s a visually interesting ride that takes you through South Chicago’s neighborhoods and the cityscape of Chicago.  

Chicago Rockford International Aiport (RFD)

Allegiant and Direct Air fly out of this airport located about 2 hours (or 84 miles) northwest of Chicago off the I-90 West / US 20 West exit.

Yes, it’s a bit of a hike.

But if you’re planning on renting a car for your trip in Chicago — and you’re flying Allegiant or Direct Air — this airport might be your knight in shining armor to avoid the masses at O’Hare.


Do plan on renting a car to get to and from RFD.

South Bend International Airport (SBN)

Yes, this airport is located in South Bend, Indiana. Yes, this airport is roughly 1 hour and 40 mins (or 93 miles) from Chicago Loop on I-90 W. Yes, this airport might be your saving grace when hunting for Chicago flights, particularly if you’re headed to the south side of Chicagoland.

To access SBN, book flights on Allegiant Air — the only commercial passenger airline serving this airport.


Because at this small airport, you can get to downtown Chicago in 2 hours via South Shore Line Railroad.

General Mitchell International Airport (MKE)

This airport is giving O’Hare and Midway a run for their money thanks to its five runways and popular airlines flying here.

Many of the big airlines — like Air Canada, American, Delta, United — fly into this airport. And many of the popular budget airlines — like Frontier, Alaska, Allegiant, OneJet, Southwest — fly here, too.

Ready for the bad news? It’s about 2 hours or 86 miles north of Chicago Loop.

In Milwaukee, Wisconsin (a totally different state than Chicago is in).

Good news: you follow I-94 south alongside the Great Lake Michigan’s coastline down into Chicago. So, your scenery is bound to be pretty. This airport can be a good choice if you’re headed to the north side of Chicagoland.

One of our readers, Shane, adds that, “From MKE you can take Amtrak from the airport train station to Union Station in 1hr 20 min.” Thanks Shane!


One option is to rent a car. But, if you have extra time in your trip and don’t want to rent a car, opt for a leisurely 3-hour bus + train ride into Chicago.  

Carry-On-Sized Travel Backpacks

Pack for trips of one week or more without checking a bag.

  • Thick comfortable straps
  • Easy to organize
  • Durable, waterproof fabric
  • Backed by our Worldwide Warranty
Shop at Tortuga

What Luggage is Best for Chicago?

Chicago airports tend to be pretty busy, especially O’Hare which is one of the most traveled airports in the world. Accordingly, when I arrive my goal is always to get out as fast as possible. That means using a carry-on-sized travel backpack that allows me to skip the baggage claim.

That raises the question: what is the best carry-on-sized travel backpack? From my experience, nothing beats the Tortuga Travel Backpack. No other backpack allows you to squeeze so much into every square inch allotted to you by airline carry-on limits, and no other backpack offers such outstanding organizational features.

What’s more, the Travel Backpack is highly comfortable and durable. That means that it will be easier to carry through your travels, and that it will last through years of globe-trotting.

If you think you’ll need a daypack in addition to your larger travel bag, check out the Laptop Backpack.

Chicago Airports Summary

O’Hare (ORD): If you’re flying on a major airline and don’t mind dealing with construction, huge crowds, or unpredictable weather delays, this airport is for you. This airport serves as a major layover point for international flights and one of the biggest domestic hubs for east-west connections.

Midway (MDW): This airport is closer to Chicago and smaller than O’Hare. However, only a handful of airlines serve this airport, like Southwest and Delta. If you’ve got business downtown and are looking for a quicker “in and out” this airport could be for you.

Rockford International (RFD): If you’re flying Allegiant or Direct Air AND planning on renting a car, this airport is a solid option for you and might save some money.

South Bend International (SBN): Flying Allegiant Air? This airport is for you. Seriously. Only Allegiant flies here. Take a 2-hour train ride via South Shore Line railroad into Chicago.  

General Mitchell International (MKE): Flying a major airline and up for a little adventure? This Milwaukee airport serves many of the major airlines. Get to Chicago via a 3-hour bus + train ride.

More Airport Guides

Bangkok Airports

Los Angeles Airports

New York City Airports

Paris Airports

San Francisco Airports

Washington DC Airports

Laura Lopuch

Laura’s first trip was when she was 3 months old, instilling an insatiable wanderlust. She hasn’t stopped traveling, or writing about it. As an expert in carry on travel, she’s flown on over 100 flights with only a carry on bag. Even on trips with her husband and kids.

She believes travel is the great educator — and vital to our humanity.

Read more from Laura

Bring everything you need without checking a bag.

Find the perfect pack for your next trip

Shop Travel Backpacks Take the quiz