Title: Cheap Flights from Pueblo (PUB) to Chicago (MDW) - Expedia.ca ![City of Chicago. Image of Chicago downtown and Chicago River with bridges at sunny summer day](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Cheap Flights from Pueblo (PUB) to Chicago (MDW) - [Roundtrip](?flightType=roundtrip) - [One-way](?flightType=oneway) - [Multi-city](?flightType=multicity) ### Travellers Adults ChildrenAges 2 to 17 InfantsYounger than 2 EconomyPremium economyBusiness classFirst class Leaving from Going to Departing Returning Add a place to stay Add a car Direct flights only ## Popular airlines from Pueblo, CO (PUB-Pueblo Memorial) to Chicago Midway Airport (MDW) - ![Air Canada](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AC.svg) Air Canada [](https://www.expedia.ca/Flights-Search?leg1=from:pub,to:mdw,departure:04/10/2025TANYT&leg2=from:mdw,to:pub,departure:11/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AC"}}]) - ![WestJet](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_WS.svg) WestJet [](https://www.expedia.ca/Flights-Search?leg1=from:pub,to:mdw,departure:04/10/2025TANYT&leg2=from:mdw,to:pub,departure:11/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"WS"}}]) - ![Flair Airlines](https://a.travel-assets.com/air/airlines/f8_sq.svg) Flair Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:pub,to:mdw,departure:04/10/2025TANYT&leg2=from:mdw,to:pub,departure:11/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"F8"}}]) - ![American Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AA.svg) American Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:pub,to:mdw,departure:04/10/2025TANYT&leg2=from:mdw,to:pub,departure:11/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}]) - ![United](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_UA.svg) United [](https://www.expedia.ca/Flights-Search?leg1=from:pub,to:mdw,departure:04/10/2025TANYT&leg2=from:mdw,to:pub,departure:11/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}]) - ![Delta](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg) Delta [](https://www.expedia.ca/Flights-Search?leg1=from:pub,to:mdw,departure:04/10/2025TANYT&leg2=from:mdw,to:pub,departure:11/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![Porter Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_PD.svg) Porter Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:pub,to:mdw,departure:04/10/2025TANYT&leg2=from:mdw,to:pub,departure:11/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"PD"}}]) - ## Plan, book, fly with confidence - ### Be in the know Get alerts if flight prices drop or rise\* - ### Book smarter Save up to 30% on select hotels after you book a flight\* - ### Earn twice Earn your airline miles on top of our rewards [Sign in](https://www.expedia.ca/login) ## Frequently asked questions ### How much is a flight from PUB to MDW? > Within the past 7 days on Expedia, for flights departing within the next year, the lowest price available for a round-trip journey from PUB to Chicago Airport was . Fares this cheap don't hang around, so book yours today. Prices and availability are subject to change. Additional terms apply. ### Do I need to pay a cancellation fee if I cancel my flight from Pueblo Memorial Airport to Midway Intl. Airport (MDW)? > This differs from airline to airline, as each one has its own terms and conditions. Visit the [Customer Service Portal](https://www.expedia.ca/helpcenter), where you'll find easy-to-follow instructions on how to cancel online. ### How do I find cheap flights from Pueblo Memorial Airport (PUB) to MDW that have flexible change policies? > Select our "No change fees" filter to find flexible travel options for your flight from Pueblo Memorial Airport to MDW. This allows you to secure a good price ahead of time and still have the freedom to make changes without any additional fees. Fare adjustments may apply if your new flight is more expensive. ### How far is the flight from PUB to Midway Intl. Airport (MDW)? > It's just 1,500 kilometres between Pueblo and Chicago. Chances are you'll spend more time travelling to and from the airport than actually flying! ### Which airlines fly direct from Pueblo Memorial Airport to Midway Intl. Airport (MDW)? > Unfortunately, there aren't any airlines that fly direct between Pueblo Memorial Airport (PUB) and Midway Intl. Airport (MDW). You'll have to book a flight with one or more stops. ### Are Pueblo Memorial Airport (PUB) to Chicago Airport flight tickets cheaper when they're purchased at the last minute? > Last-minute bookings from PUB to Midway Intl. Airport (MDW) can be hit-or-miss. You may be able to score a bargain, but you could also miss out entirely! If you'd rather play it safe and start your travel planning early on, Expedia compares flight deals up to 12 months in advance. Just bear in mind that not all airlines release their prices that far in advance. Our advice? Check back often as prices are updated frequently. ## Travel information | Origin airport | Pueblo Memorial | | --- | --- | | Destination airport | Midway Intl. | | Distance | 1467 km | ## Book with confidence ### Pueblo to Chicago Flights **The easy way to book your flights from Pueblo to Chicago**  With Expedia, it’s simple to find and book flights to Chicago from Pueblo whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from airlines that cover this route. There are nonstop flights to Midway Intl., too.   Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Pueblo to Chicago today, tomorrow, or this week.   **Save dollars with cheap flights from Pueblo Memorial, PUB to Midway Intl., MDW**  Sort your search results by price to find great deals on your flight from Pueblo to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Pueblo currently is just rising to .   Here are more money-saving tips:  - Fly in when flight prices are normally at their lowest  - Book about a month to 6 weeks before you travel for the best prices to Chicago   - Avoid peak season and weekends when flights can cost more - Early morning and late-night flights are sometimes cheaper, so try varying your travel times  - One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free!  **Reasons to choose Expedia for your flight to Chicago from Pueblo**  Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. 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