$98 Cheap Flights from Omaha (OMA) to Chicago (MDW)
Popular airlines from Eppley Field Airport (OMA) to Chicago Midway Airport (MDW)
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Cheap Flights from Omaha to Chicago (OMA-MDW)
Alternative airports near Chicago
Prices were available within the past 7 days. Prices and availability are subject to change.
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Omaha (OMA) to Chicago (MDW) at a glance
Explore a range of airlines offering convenient flights from Omaha (OMA) to Chicago (MDW) on this short domestic route. You can compare choices from both full-service and budget carriers to discover the best flights to Chicago that align with your travel plans and financial preferences. Whether you're looking for cheap flights from Omaha or simply seeking a suitable itinerary, find all the essential details for your journey from Eppley Field Airport to Midway International Airport as you prepare to enjoy the iconic sights and neighborhoods of Chicago.
- Fastest flight duration: around 1h 30m non-stop
- Route distance: roughly 400 miles (645 km)
- Flights per week: around 11 departures on average
- Typical fares (one-way): economy tickets often range from $70–$360, depending on seasonality and how far ahead you book
Flights from Eppley Field Airport (OMA) to Midway International Airport (MDW)
Based on recent traveler bookings, here are the top airlines favored for flights from Omaha to Chicago, featuring both non-stop and one-stop options. A common layover is at Hartsfield-Jackson Atlanta International Airport (ATL), with approximately a 1 hour and 30 minute wait. This allows you to customize your travel plans by balancing price, total travel time, and cabin class for the ideal itinerary.
- Southwest Airlines: This budget-friendly airline provides non-stop flights, with one-way prices generally between $70 and $360. It dominates the route, making up around 98% of departures, and offers a total travel duration of 1 hour and 30 minutes.
- Frontier Airlines: Another low-cost option, Frontier offers one-stop services with one-way fares usually ranging from $70 to $195. It represents roughly 1% of the departures on this route, featuring a flight time of 4 hours and 30 minutes and an overall journey time of about 5 hours and 45 minutes, including layover.
Best time to fly from Omaha (OMA) to Chicago (MDW)
The most popular months for travelers flying from Omaha to Chicago are April, August, and September, when peak temperatures in Chicago reach up to 73°F in August. If you prefer quieter travel, consider June, the least busy and relatively cheaper time to visit with fewer crowds and temperatures around 67.3°F. For better deals, September usually offers the lowest average one-way fare around $140. Flight availability peaks in August, with approximately 13 flights per week, making it easier to find convenient departure times. February has the fewest flights, with approximately 8 flights per week.
- Cheapest time to fly: September usually offers good deals with average one-way fare around $140, roughly 26% cheaper than the yearly average.
- More budget-friendly months to fly: August and June typically offer average one-way fares of around $150.
- Most flight options: August has the highest number of flights from Omaha to Chicago, with approximately 13 flights per week, giving you more flexibility in scheduling your trip.
| Month | Temperature | Demand | Weekly Flights | Average one-way Fare |
| January | 25.7°F (-3.5°C) | Low | 9 | $214 |
| February | 27.0°F (-2.8°C) | Low | 8 | $256 |
| March | 37.0°F (2.8°C) | Average | 11 | $233 |
| April | 46.0°F (7.8°C) | High | 10 | $202 |
| May | 57.0°F (13.9°C) | Average | 11 | $225 |
| June | 67.3°F (19.6°C) | Low | 10 | $154 |
| July | 73.4°F (23.0°C) | Average | 11 | $188 |
| August | 73.0°F (22.8°C) | High | 13 | $145 |
| September | 67.1°F (19.5°C) | High | 12 | $140 |
| October | 54.9°F (12.7°C) | Average | 12 | $166 |
| November | 42.3°F (5.7°C) | Average | 11 | $178 |
| December | 33.1°F (0.6°C) | Average | 10 | $190 |
*Average one-way fare is based on Expedia flight booking data from January 2025 to April 2026 for the specified route and travel class and may change depending on availability, dates, and demand.
Alternative route from Omaha (OMA) to Chicago (MDW)
- Omaha to Chicago (OMA-ORD): O'Hare International Airport (ORD) is located roughly 16 miles from Midway International Airport (MDW). One-way economy prices for this route generally vary between $65 and $335, influenced by the time of year and how far in advance you make your reservation. Travelers can choose from both non-stop and one-stop flight options. Major airlines operating on this route include United and American Airlines. Additionally, first-class service is offered for those seeking a more premium experience.
How to find the best prices for flights from Omaha (OMA) to Chicago (MDW)
Getting some of the best deals on flights from Omaha to Chicago is all about timing and flexibility. Here are some key tips to help you save:
- Best times to book and fly: cheaper fares are typically found when booking 2-8 weeks in advance, which coincides with when most travelers make their reservations. Evening departures (6 PM to 12 AM) often offer lower prices, while afternoon flights (12 PM to 6 PM) are the most popular. Additionally, flying on Tuesday usually results in cheaper prices, although Friday is the busiest travel day.
- Set up price alerts: stay updated on price changes by using Expedia's Price Tracker. Receive alerts when fares drop for your selected route.
- Bundle and save: bundle your flight and hotel to save on Expedia, or unlock a hotel deal after booking your flight.*
- Compare flight options: use Expedia's search tool to compare airlines, routes, direct vs. non-direct flights, and flight times. You can also sort by price to find the most affordable options.
- Stay flexible with dates: being open to different travel days can sometimes help you find better prices on flights and hotels.
- Think about luggage: nowadays, it's important to check the airline's baggage policies to find the best value. That may be paying for an additional carry-on bag or booking a ticket with checked luggage included. Either way, double-check your allowance before confirming your booking to avoid excess baggage fees at the airport.
*Members only. Savings vary and are not available on all bundles. Select hotels.
Arriving at Midway International Airport from Eppley Field Airport
Chicago welcomes travelers from Omaha with a range of transport options based on price, convenience, and proximity. Here's how to reach Chicago efficiently:
- Hotel transfer: Transfers offer a convenient way to reach your hotel in Chicago, with private rides that can be arranged in advance.
- Car rental: Renting a car from Midway International Airport is a great option if you plan to explore and sightsee beyond the city. Browse cheap car rentals at Midway International Airport on Expedia.
- Taxi/ride-hailing: Taxis and ride-hailing services may be available from designated pickup areas outside the terminal, check locally on arrival.
- Public transportation: From Midway International Airport, several key transport options are nearby. Midway Station, a metro station, is located about 0.2 miles from the airport and easily accessible on foot, while Chicago Ashburn Station, a train station, is approximately 4.1 miles away by car. Additionally, Lyons Seaport, a seaport, is about 7.2 miles from the airport, also reachable by car.
Omaha to Chicago Flights
The cheapest times to fly from Omaha to Chicago
On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Omaha to Chicago are during the month of December. You can find some of the cheapest flights from Omaha to Chicago with Expedia's search tool and vast selection of airlines.
The best time to book a flight from Omaha to Chicago
Sunday is one of the best days to book for cheap flights from Omaha to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.
How to find cheap round-trip tickets from Omaha to Chicago
Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Omaha to Chicago in 2026. You can also book with separate airlines for your outbound and return journeys, from $98 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.
Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Omaha to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.
You could also save big by booking one of Expedia's vacation packages. Bundling together your Omaha to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.
*Terms apply.
Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.
Frequently Asked Questions
How much does a flight from Omaha, NE (OMA-Eppley Field) to Chicago, IL (MDW-Midway Intl.) cost?
You can find cheap one-way flights from $98 and cheap return flights $195 Omaha, NE (OMA-Eppley Field) to Chicago, IL (MDW-Midway Intl.) with Expedia. One-way flights usually range from $161 to $440, and return flights typically cost between $274 and $783. 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 Omaha, NE (OMA-Eppley Field) 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.
What is the cheapest month to fly from Omaha, NE (OMA-Eppley Field) to Chicago, IL (MDW-Midway Intl.)?
The cheapest month to fly from OMA to MDW is December 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.
Which airlines fly direct from Omaha, NE (OMA-Eppley Field) to Chicago, IL (MDW-Midway Intl.)?
Enter OMA to MDW and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
What is the cheapest airline that flies from Omaha, NE (OMA-Eppley Field) to Chicago, IL (MDW-Midway Intl.)?
Southwest Airlines is one of the cheapest airlines offering nonstop flights from Omaha (OMA) to Chicago (MDW), with round-trip tickets starting from around $439. Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.
*Prices based on flights available on Expedia in the last year.
How do I find cheap flights from Omaha, NE (OMA-Eppley Field) to Chicago, IL (MDW-Midway Intl.)?
To find a cheap flight from Omaha, NE (OMA-Eppley Field) 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.
What is the best airline to fly with from Omaha, NE (OMA-Eppley Field) to Chicago, IL (MDW-Midway Intl.)?
The best airline to fly with from Omaha, NE (OMA) to Chicago, IL (MDW) will differ from traveler to traveler. If you like to fly early, WN offers early morning flights. If price is the most important factor, WN typically offers the lowest fares. WN also offers the most daily flights from OMA to MDW, which is great if flexibility is what you value most. The best carrier for this journey could also be the one you have a loyalty membership with, as flying with that airline or another airline within the same alliance could help you collect points or enjoy lounge access.
What is the best time to fly from Omaha, NE (OMA-Eppley Field) to Chicago, IL (MDW-Midway Intl.)?
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.
How many flights per day from Omaha, NE (OMA-Eppley Field) to Chicago, IL (MDW-Midway Intl.)?
On average, there are around 3 nonstop flights per day from Eppley Field (OMA) to Midway Intl. (MDW). For more options, look at flights that include layovers.
What is the earliest flight from Omaha, NE (OMA-Eppley Field) to Chicago, IL (MDW-Midway Intl.)?
The earliest flight from Eppley Field (OMA) to Midway International Airport (MDW) usually leaves at around 5:00 AM, operated by Southwest Airlines. An early departure like this allows you to arrive in Chicago with plenty of time to explore the city. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What are the most popular departure times for flights from Omaha, NE (OMA-Eppley Field) to Chicago, IL (MDW-Midway Intl.)?
The most popular departure times for flights from Eppley Field (OMA) to Midway International Airport (MDW) are in the early morning, from 6am to 9am. About 32% of passengers prefer this time window. Many major carriers, including Southwest Airlines and Delta Air Lines, offer flights during this window. This timing is favored because it lets you arrive in Chicago with plenty of time to enjoy the day.
How long does it take to fly from Omaha, NE (OMA-Eppley Field) to Chicago, IL (MDW-Midway Intl.)?
Flying nonstop from OMA to MDW takes around 1 hour 30 minutes, with the route covering approximately 423 miles. Flights with a layover typically take 5 hours 20 minutes longer than direct options. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Omaha, NE (OMA-Eppley Field) to Chicago, IL (MDW-Midway Intl.)?
First class seats are offered on the OMA to MDW route with Delta Air Lines.
How do I earn miles on a Omaha, NE (OMA-Eppley Field) to Chicago, IL (MDW-Midway Intl.) flight with Expedia?
It's easy to earn miles on a Omaha, NE (OMA-Eppley Field) 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.
What airports do you fly into for Chicago from Eppley Field (OMA)?
When traveling from Eppley Field (OMA) to Chicago, you can fly into Midway Intl. (MDW) and O'Hare Intl. (ORD). Some flights may connect through major hubs like Denver Intl. (DEN), Love Field (DAL), William P. Hobby (HOU) before reaching Chicago. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Omaha, NE (OMA-Eppley Field) to Chicago, IL (MDW-Midway Intl.) at the last minute?
Typically, booking a last minute flight from Omaha, NE (OMA-Eppley Field) 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.
Is it cheaper to book a Omaha, NE (OMA-Eppley Field) to Chicago, IL (MDW-Midway Intl.) flight and hotel package?
Securing a Omaha, NE (OMA-Eppley Field) 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.
Can I cancel or change the date of my flight from Omaha, NE (OMA-Eppley Field) to Chicago, IL (MDW-Midway Intl.)?
If you booked your Omaha, NE (OMA-Eppley Field) 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.
Travel information
Origin airport | Eppley Field Airport |
|---|---|
Destination airport | Chicago Midway Airport |
Distance | 423 miles away |
Airlines serving | Southwest Airlines, Delta |
Popular airline | Southwest Airlines |
Roundtrip price | $195 |
Average flight time | 1 hour 25 mins |