Title: Cheap Flights from Chicago (MDW) to St. Augustine (UST) - Expedia.ca ![](https://images.trvl-media.com/place/6047864/aedc8271-950b-42ea-9f0e-8dd93054276a.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6047864/aedc8271-950b-42ea-9f0e-8dd93054276a.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Cheap Flights from Chicago (MDW) to St. Augustine (UST) - [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 Chicago Midway Airport (MDW) to St. Augustine, FL (UST-Northeast Florida Regional) - ![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:mdw,to:ust,departure:16/11/2025TANYT&leg2=from:ust,to:mdw,departure:23/11/2025TANYT&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:mdw,to:ust,departure:16/11/2025TANYT&leg2=from:ust,to:mdw,departure:23/11/2025TANYT&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:mdw,to:ust,departure:16/11/2025TANYT&leg2=from:ust,to:mdw,departure:23/11/2025TANYT&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:mdw,to:ust,departure:16/11/2025TANYT&leg2=from:ust,to:mdw,departure:23/11/2025TANYT&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:mdw,to:ust,departure:16/11/2025TANYT&leg2=from:ust,to:mdw,departure:23/11/2025TANYT&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:mdw,to:ust,departure:16/11/2025TANYT&leg2=from:ust,to:mdw,departure:23/11/2025TANYT&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:mdw,to:ust,departure:16/11/2025TANYT&leg2=from:ust,to:mdw,departure:23/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"PD"}}]) - ![notification illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__notification.svg) ### Be in the know Get alerts if flight prices drop or rise\* - ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Book smarter Save up to 30% on select hotels after you book a flight\* - ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Earn twice Earn your airline miles on top of our rewards [Sign in](https://www.expedia.ca/login) Flight from Chicago to St. Augustine (MDW - UST) route information | Origin airport | Midway Intl. | | --- | --- | | Destination airport | Northeast Florida Regional | | Distance | 1426 km | ## Chicago to St. Augustine Flights **The easy way to book your flights from Chicago to St. Augustine**  With Expedia, it’s simple to find and book flights to St. Augustine from Chicago 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 Northeast Florida Regional, 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 Chicago to St. Augustine today, tomorrow, or this week.   **Save dollars with cheap flights from Midway Intl., MDW to Northeast Florida Regional, UST**  Sort your search results by price to find great deals on your flight from Chicago to St. Augustine—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to St. Augustine from Chicago 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 St. Augustine   - 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 St. Augustine from Chicago**  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. So book your flight to St. Augustine with Expedia today. ## Frequently asked questions ### How much is a flight from Midway Airport to Northeast Florida Regional Airport? > Pack your bags, because round-trip journeys from Midway Intl. Airport (MDW) to UST start from . That's based on fares advertised within the last 7 days on Expedia for flights departing within the next year. Prices can change quickly, so book today to score the best deal. Prices and availability are subject to change. Additional terms apply. ### Do I need to pay a cancellation fee if I cancel my flight from MDW to Northeast Florida Regional Airport? > This differs between airlines, as each one has its own set of terms and conditions. Head to the [Customer Service Portal](https://www.expedia.ca/helpcenter), where there are easy instructions on how to cancel online. ### How do I find cheap flights from Midway Airport to Northeast Florida Regional Airport that have flexible change policies? > Many airlines offer the option to move your flight without charging a fee. All you pay is the cost difference between the two flights. When searching for Midway Airport to Northeast Florida Regional Airport flights, you'll see a "No change fees" box for you to tick. ### How far is the flight from Midway Airport to UST? > That movie you've been eager to see will just have to wait — the flight distance between Midway Airport (MDW) and Northeast Florida Regional Airport (UST) is only 1,450 kilometres. The captain will be telling you to put your seat upright for touchdown before you know it. ### Which airlines fly direct from Midway Intl. Airport (MDW) to Northeast Florida Regional Airport (UST)? > At the moment, no airlines offer direct flights from Midway Airport to UST. You'll have to book a flight with one or more stops. To score the best connections and price, lock in your airfare well in advance. ### Are Chicago Airport to Northeast Florida Regional Airport (UST) flight tickets cheaper when they're purchased at the last minute? > Late planners can occasionally score a bargain, with some of the cheapest airfares from MDW to Northeast Florida Regional Airport (UST) popping up a few weeks prior to the departure date. If you'd rather book ahead of time, Expedia compares and updates the best flight deals frequently — as early as a year in advance in some cases. It depends on the carrier though, as not every airline releases prices that far in advance. ## Explore a world of travel with Expedia - Flights ### Flights - [Flights from Atlanta to Jacksonville Coast](https://www.expedia.ca/lp/flights/178232/553248621593965862/atlanta-to-jacksonville-coast) - [Flights from Atlanta to Beach Cities Jacksonville](https://www.expedia.ca/lp/flights/178232/6062930/atlanta-to-beach-cities-jacksonville) - [Flights from Atlanta to Palm Coast](https://www.expedia.ca/lp/flights/178232/6637/atlanta-to-palm-coast) - [Flights from Charlotte to Palm Coast](https://www.expedia.ca/lp/flights/178247/6637/charlotte-to-palm-coast) - [Flights from Dallas to Jacksonville Coast](https://www.expedia.ca/lp/flights/178253/553248621593965862/dallas-to-jacksonville-coast) - [Flights from Dallas to Beach Cities Jacksonville](https://www.expedia.ca/lp/flights/178253/6062930/dallas-to-beach-cities-jacksonville) - [Flights from Detroit to Jacksonville Coast](https://www.expedia.ca/lp/flights/178255/553248621593965862/detroit-to-jacksonville-coast) - [Flights from Los Angeles to Jacksonville Coast](https://www.expedia.ca/lp/flights/178280/553248621593965862/los-angeles-to-jacksonville-coast) - [Flights from Los Angeles to Beach Cities Jacksonville](https://www.expedia.ca/lp/flights/178280/6062930/los-angeles-to-beach-cities-jacksonville) - [Flights from Miami to Beach Cities Jacksonville](https://www.expedia.ca/lp/flights/178286/6062930/miami-to-beach-cities-jacksonville) - [Flights from Minneapolis - St. Paul to Beach Cities Jacksonville](https://www.expedia.ca/lp/flights/178287/6062930/minneapolis-st-paul-to-beach-cities-jacksonville) - [Flights from Ottawa to Jacksonville Coast](https://www.expedia.ca/lp/flights/178296/553248621593965862/ottawa-to-jacksonville-coast) - [Flights from Ottawa to Palm Coast](https://www.expedia.ca/lp/flights/178296/6637/ottawa-to-palm-coast) - [Flights from Ottawa to Jacksonville Beach](https://www.expedia.ca/lp/flights/178296/8196/ottawa-to-jacksonville-beach) - [Flights from Philadelphia to Jacksonville Coast](https://www.expedia.ca/lp/flights/178297/553248621593965862/philadelphia-to-jacksonville-coast) - [Flights from Seattle to Jacksonville Coast](https://www.expedia.ca/lp/flights/178307/553248621593965862/seattle-to-jacksonville-coast) - [Flights from Seattle to Beach Cities Jacksonville](https://www.expedia.ca/lp/flights/178307/6062930/seattle-to-beach-cities-jacksonville) - [Flights from Toronto to Palm Coast](https://www.expedia.ca/lp/flights/178314/6637/toronto-to-palm-coast) - [Flights from Toronto to Jacksonville Beach](https://www.expedia.ca/lp/flights/178314/8196/toronto-to-jacksonville-beach) - [Flights from Vancouver to Beach Cities Jacksonville](https://www.expedia.ca/lp/flights/178315/6062930/vancouver-to-beach-cities-jacksonville) - [Flights from Washington to Jacksonville Coast](https://www.expedia.ca/lp/flights/178318/553248621593965862/washington-to-jacksonville-coast) - [Flights from Paris to Palm Coast](https://www.expedia.ca/lp/flights/179898/6637/paris-to-palm-coast) - [Flights from Fort Lauderdale to Jacksonville Coast](https://www.expedia.ca/lp/flights/601750/553248621593965862/fort-lauderdale-to-jacksonville-coast) - [Flights from Newark to Ponte Vedra Beach](https://www.expedia.ca/lp/flights/601760/10018/newark-to-ponte-vedra-beach) - [Flights from Newark to Jacksonville Coast](https://www.expedia.ca/lp/flights/601760/553248621593965862/newark-to-jacksonville-coast) - [Flights from Buffalo to Palm Coast](https://www.expedia.ca/lp/flights/602674/6637/buffalo-to-palm-coast) - [Flights from Tampa to Palm Coast](https://www.expedia.ca/lp/flights/602996/6637/tampa-to-palm-coast) - [Flights from Albany (ALB) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/alb/jax/albany-to-jacksonville) - [Flights from Waterloo (ALO) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/alo/jax/waterloo-to-jacksonville) - [Flights from Watertown (ART) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/art/jax/watertown-to-jacksonville) - [Flights from Hartford (BDL) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/bdl/jax/hartford-to-jacksonville) - [Flights from Bangor (BGR) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/bgr/jax/bangor-to-jacksonville) - [Flights from Birmingham (BHM) to Jacksonville (CRG)](https://www.expedia.ca/lp/flights/bhm/crg/birmingham-to-jacksonville) - [Flights from Bellingham (BLI) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/bli/jax/bellingham-to-jacksonville) - [Flights from Nashville (BNA) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/bna/jax/nashville-to-jacksonville) - [Flights from Boston (BOS) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/bos/jax/boston-to-jacksonville) - [Flights from Burlington (BTV) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/btv/jax/burlington-to-jacksonville) - [Flights from Buffalo (BUF) to Jacksonville (CRG)](https://www.expedia.ca/lp/flights/buf/crg/buffalo-to-jacksonville) - [Flights from Charleston (CHS) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/chs/jax/charleston-to-jacksonville) - [Flights from Sault Ste. Marie (CIU) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/ciu/jax/sault-ste-marie-to-jacksonville) - [Flights from Carlsbad (CLD) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/cld/jax/carlsbad-to-jacksonville) - [Flights from Charlotte (CLT) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/clt/jax/charlotte-to-jacksonville) - [Flights from Washington (DCA) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/dca/jax/washington-to-jacksonville) - [Flights from Denver (DEN) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/den/jax/denver-to-jacksonville) - [Flights from Dallas (DFW) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/dfw/jax/dallas-to-jacksonville) - [Flights from Newark Liberty Intl. Airport (EWR) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/ewr/jax/newark-liberty-intl-airport-to-jacksonville) - [Flights from Fargo (FAR) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/far/jax/fargo-to-jacksonville) - [Flights from Flint (FNT) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/fnt/jax/flint-to-jacksonville) - [Flights from Spokane (GEG) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/geg/jax/spokane-to-jacksonville) - [Flights from Grand Forks (GFK) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/gfk/jax/grand-forks-to-jacksonville) - [Flights from Great Falls (GTF) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/gtf/jax/great-falls-to-jacksonville) - [Flights from Washington (IAD) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/iad/jax/washington-to-jacksonville) - [Flights from Niagara Falls (IAG) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/iag/jax/niagara-falls-to-jacksonville) - [Flights from Houston (IAH) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/iah/jax/houston-to-jacksonville) - [Flights from International Falls (INL) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/inl/jax/international-falls-to-jacksonville) - [Flights from Jefferson City (JEF) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/jef/jax/jefferson-city-to-jacksonville) - [Flights from New York (JFK) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/jfk/jax/new-york-to-jacksonville) - [Flights from Kingston (KIN) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/kin/jax/kingston-to-jacksonville) - [Flights from Las Vegas (LAS) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/las/jax/las-vegas-to-jacksonville) - [Flights from Los Angeles (LAX) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/lax/jax/los-angeles-to-jacksonville) - [Flights from New York (LGA) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/lga/jax/new-york-to-jacksonville) - [Flights from London (LHR) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/lhr/jax/london-to-jacksonville) - [Flights from Minot (MOT) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/mot/jax/minot-to-jacksonville) - [Flights from Minneapolis (MSP) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/msp/jax/minneapolis-to-jacksonville) - [Flights from New Orleans (MSY) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/msy/jax/new-orleans-to-jacksonville) - [Flights from New York (NYC) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/nyc/jax/new-york-to-jacksonville) - [Flights from Ogdensburg (OGS) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/ogs/jax/ogdensburg-to-jacksonville) - [Flights from Ontario (ONT) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/ont/jax/ontario-to-jacksonville) - [Flights from Chicago (ORD) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/ord/jax/chicago-to-jacksonville) - [Flights from Plattsburgh (PBG) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/pbg/jax/plattsburgh-to-jacksonville) - [Flights from West Palm Beach (PBI) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/pbi/jax/west-palm-beach-to-jacksonville) - [Flights from Philadelphia (PHL) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/phl/jax/philadelphia-to-jacksonville) - [Flights from Pittsburgh (PIT) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/pit/jax/pittsburgh-to-jacksonville) - [Flights from Raleigh (RDU) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/rdu/jax/raleigh-to-jacksonville) - [Flights from Richmond (RIC) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/ric/jax/richmond-to-jacksonville) - [Flights from Rochester (ROC) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/roc/jax/rochester-to-jacksonville) - [Flights from Fort Myers (RSW) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/rsw/jax/fort-myers-to-jacksonville) - [Flights from Seattle (SEA) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/sea/jax/seattle-to-jacksonville) - [Flights from San Francisco (SFO) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/sfo/jax/san-francisco-to-jacksonville) - [Flights from Sarasota (SRQ) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/srq/jax/sarasota-to-jacksonville) - [Flights from Fredericton (YFC) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/yfc/jax/fredericton-to-jacksonville) - [Flights from Kamloops (YKA) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/yka/jax/kamloops-to-jacksonville) - [Flights from Kitchener (YKF) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/ykf/jax/kitchener-to-jacksonville) - [Flights from Kelowna (YLW) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/ylw/jax/kelowna-to-jacksonville) - [Flights from Québec (YQB) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/yqb/jax/quebec-to-jacksonville) - [Flights from Windsor (YQG) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/yqg/jax/windsor-to-jacksonville) - [Flights from Moncton (YQM) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/yqm/jax/moncton-to-jacksonville) - [Flights from Comox (YQQ) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/yqq/jax/comox-to-jacksonville) - [Flights from Regina (YQR) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/yqr/jax/regina-to-jacksonville) - [Flights from Thunder Bay (YQT) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/yqt/jax/thunder-bay-to-jacksonville) - [Flights from Sudbury (YSB) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/ysb/jax/sudbury-to-jacksonville) - [Flights from Saint John (YSJ) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/ysj/jax/saint-john-to-jacksonville) - [Flights from Timmins (YTS) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/yts/jax/timmins-to-jacksonville) - [Flights from Toronto (YTZ) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/ytz/jax/toronto-to-jacksonville) - [Flights from Prince George (YXS) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/yxs/jax/prince-george-to-jacksonville) - [Flights from North Bay (YYB) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/yyb/jax/north-bay-to-jacksonville) - [Flights from Charlottetown (YYG) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/yyg/jax/charlottetown-to-jacksonville) - [Flights from Victoria (YYJ) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/yyj/jax/victoria-to-jacksonville) - [Flights from St. John's (YYT) to Jacksonville (JAX)](https://www.expedia.ca/lp/flights/yyt/jax/st-johns-to-jacksonville) - [Flights from Toronto (YYZ) to Jacksonville (CRG)](https://www.expedia.ca/lp/flights/yyz/crg/toronto-to-jacksonville) \*Available to Expedia members.