Cheap One Way Tickets To ChicagoBase fare for a single L ride is $2. Cheap Flights to Chicago O'Hare (ORD) from $39 in 2023 - KAYAK ORD Find cheap flights to Chicago O'Hare Airport Round-trip 1 adult Economy 0 bags Direct flights only Add hotel Sat 6/3 Sat 6/10 Here is why travelers choose KAYAK Save 22% or more Compare multiple travel sites with one search. $43 Cheap Flights from Dallas (DFW) to Chicago (ORD) Bundle Your Flight + Hotel & Save! Roundtrip One-way Multi-city 1 traveler Economy Leaving from Going to Departing. Flights to Chicago depart from tons of destinations; just sit back, start dreaming of deep-dish pizza, and before you know it you’ll be touching down in the Windy City. Departing Tue, Jun 6, returning Wed, Jun 7. 00 is the cheapest price for a train ticket to Chicago, according to recent searches on Wanderu. Morning departure is around 5% cheaper than an evening flight, on average*. Book now. All deals One way Roundtrip Tue, Jun 6 ATL Hartsfield-Jackson Atlanta Intl. Travel-Guide-Flights/RK=2/RS=5DQVCqIsfb1_X2NiO7XPOI13Xt8-" referrerpolicy="origin" target="_blank">See full list on expedia. Greyhound Bus Tickets to Chicago, Illinois from $17">Greyhound Bus Tickets to Chicago, Illinois from $17. The cheapest flight from New York to Chicago was found 27 days before departure, on average. $34 Cheap Flights from Orlando to Chicago. Prices starting at $68 for return flights and $34 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. JetBlue offers flights to 90+ destinations with free inflight entertainment, free brand-name snacks and drinks, lots of legroom and award-winning service. Prices were available within the past 7 days and start at $39 for one-way flights and $78 for round trip, for the period specified. How much is the cheapest flight to Chicago? Prices were available within the past 7 days and start at $24 for one-way flights and $48 for round trip, for the period specified. $64 Cheap Flights from Chicago to Las Vegas. The best round-trip flight price to Chicago from United States in the last 72 hours is $87 (Dallas/Fort Worth to Chicago O'Hare Intl). Looking for cheap airfare to Chicago Midway Airport? 25% of our users found tickets to Chicago Midway Airport for the following prices or less: From Tampa $67 one-way - $80 round-trip, from Miami $70 one-way - $89 round-trip, from Phoenix Sky Harbor Intl $84 one-way - $111 round-trip. 50 is the cheapest price for a train ticket to Chicago, according to recent searches on Wanderu. Departing Wed, Aug 30, returning Wed, Sep 13. All deals One way Roundtrip Thu, May 4 MBJ Montego Bay ORD Chicago $154 One way found 1 day ago Sat, May 27 MBJ Montego Bay ORD Chicago. Check back soon for alternative prices as deals update often. Outbound direct flight with Frontier Airlines departing from Atlanta Hartsfield-Jackson on Wed, Aug 30, arriving in Chicago Midway. The cheapest flight from Dallas to Chicago was found 35 days before departure, on average. $40 Flights to Atlanta, Georgia (ATL). Expect to pay a premium for ticket prices on high-capacity days, like weekend evenings, and for seats in the floor and lower-level mezzanine sections. About Flights to Chicago. May 14 - May 14 LAX Los Angeles ORD Chicago O'Hare Intl Nonstop 4h 00m ORD Chicago O'Hare Intl LAX Los Angeles Nonstop 4h 28m $141. Arriving at Chicago is O’Hare International Airport. Wed, May 31 MDW - ATL with Frontier Airlines. $42 Cheap Flights to Chicago (IL) in 2023 | Skyscanner Cheap flights to Chicago (IL) Non-stop flights only Search flights Home United States Illinois Chicago Compare Chicago flights across hundreds of providers Find the cheapest month or even day of the year to fly Book the best flight with no fees Flight deals to Chicago. Looking for cheap train tickets to Chicago? 25% of our users found round-trip tickets to Chicago for the following prices or less: From Bloomington $29, from Champaign $33,. Book at least 3 weeks before departure in order to get a below-average price. You can use our search to check if this price is currently available on trains from your city to Chicago. Morning departure is around 2% more expensive than an evening flight, on average*. Flight prices vary depending on what time of year and days of the week you fly. Roundtrip One-way Multi-city Locations and dates From: city or airport * To: city or airport * My dates are flexible Depart date * Connections Nonstop 1 2 + My search preferences Sort by Airline preference All airlines United and United Express® only All Star Alliance™ airlines Preferred connections City or airport Connections to avoid. Prices starting at $110 for return flights and $64 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Airfares from $73 One Way, $125 Round Trip from Houston to Chicago Prices starting at $125 for return flights and $73 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Good deal one-way. Flights to Chicago depart from tons of destinations; just sit back, start dreaming of deep-dish pizza, and before you know it you’ll be touching down in the Windy City. Airfares from $73 One Way, $125 Round Trip from Houston to Chicago Prices starting at $125 for return flights and $73 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. May from £460 Jun from £413 Jul from £501 Aug from £429 Sep from £387 Oct from £381 View more months Airports in Chicago Looking for the best route? There are 5 airports in and around Chicago. Find cheap tickets to Chicago from anywhere in United States. Check back in a little while for more flight options. Looking for cheap airfare to Chicago O'Hare Airport? 25% of our users found tickets to Chicago O'Hare Airport for the following prices or less: From Newark $158 one-way - $213 round-trip, from Phoenix Sky Harbor Intl $209 one-way - $298 round-trip, from San Diego $232 one-way - $326. 50, and single fare for a bus ride is $2. $42 Cheap Flights to Chicago O'Hare International (ORD. $34 One way found 2 days ago Sat, May 20 MDW Midway Intl. com Cheap flights to Chicago, IL Sat 5/20 1 adult, Economy Find deals We work with more than 300 partners to bring you better travel deals Were you looking for Flights from Chicago? Home Flights North America USA Illinois Cheap flights to Chicago Flights to Chicago in 2023. Outbound direct flight with Spirit Airlines departing from Atlanta Hartsfield-Jackson on Wed, May 31, arriving in Chicago O'Hare International. Additional rates and baggage fees may apply. Check out excellent deals on both domestic and international flights from Chicago. $45 Flights to Chicago, Illinois (CHI). All flights are one-way, and all but three are nonstop. All deals One way Roundtrip Sat, Jun 10 PHX Phoenix MDW Chicago $74 One way just found. Cheap flights to Chicago Midway Flights to Midway in 2023 Cheap flights to Midway Airport in May, June 2023 May 10 - May 16 EWR Newark MDW Chicago Midway 1 stop 8h 30m MDW Chicago Midway EWR Newark 1 stop 8h 15m $125 Multiple Airlines Pick Dates Deal found 4/26 May 9 - May 16 EWR Newark MDW Chicago Midway 1 stop 8h 30m MDW Chicago Midway EWR Newark. Departing Wed, May 31, returning Tue, Jun 6. You can use our search to check if this price is currently available on trains from your city to Chicago. Book at least 2 weeks before departure in order to get a below-average price. When you book your flight with Orbitz, find fares as low as $63 to Denver. Cheap Flights to Chicago from £381 Return in 2023. 6 airlines. United flights to Chicago from $ 166 * optional services open_in_new open_in_new Home United flights Flights to United States Flights to Chicago Members who purchase a travel package from United Packages and provide a valid MileagePlus account number at the time of booking are eligible to earn miles. The quickest and most economical way to reach downtown is the Chicago Transit Authority elevated (L) trains. Airfares from $73 One Way, $125 Round Trip from Houston to Chicago. Trains to Chicago from $16. The Amtrak Empire Builder is a long-distance passenger rail service that has been in operation since 1929. Cheap Flights from Houston to Chicago. Flight from Chicago to New York. Flexible, Business and Premium Fare tickets: No change fees and fully refundable if cancelled or changed before departure. $45 Cheap Flights to Chicago Midway (MDW) | Skyscanner Flights to Chicago Midway Airport (MDW) Non-stop flights only Home United States Illinois Chicago Midway Compare Chicago Midway Airport flights across hundreds of providers Find the cheapest month or even day of the year to fly Book the best flight with no fees Flight deals to Chicago Midway. Cheap Flights from Sky Harbor Intl. Don't let the length of the trip intimidate you; the Empire Builder is one of Amtrak's most popular services, and often rated as the most scenic train route in the country. A $51 flight to Chicago is available via Spirit, May 17, albeit with an extra five hour-layover tacked on. The cheapest flight from Chicago to Los Angeles was found 53 days before departure, on average. Use our Low Fare Calendar to find the lowest fares on flights to Chicago (Midway) available inside your travel window. BONUS: Use promo code RS15 to take $15 off. The full 2,200-mile route takes 45 hours to connect Chicago with the Pacific Northwest. Cheap Flights from Chicago from $81. Cheap flights from Los Angeles to Chicago in May, June 2023 These are some of the most attractive deals on flights from Los Angeles to Chicago in 2023. Outbound direct flight with Porter Airlines (Canada) Ltd departing from Toronto Island on Tue, May 23, arriving in Chicago Midway. megabus | Low cost bus tickets from $1 Bus tickets to more than 500 cities in the US One way From Explore Megabus Begin your trip and explore the most iconic cities in. Cheap Flights to Chicago from $49 in 2023 | momondo Flights Flights to North America Flights to United States Flights to Illinois Chicago Flights Find cheap flights to Chicago from $49 Round-trip 1 adult Economy 0 bags Direct flights only Chicago (CHI) Chicago (CHI) Tue 5/9 Tue 5/16 Deals available from 900+ travel sites. Cheap Flights to Chicago, Illinois (IL) from $53 - Cheapflights. Sightseeing opportunities Skyscraper observation deck views Riverboat architecture tours Skyline helicopter tours Popular parks Grant Park Millennium Park The 606 Enriching outings. Wed, May 31 MDW – ATL with Frontier Airlines. Cheap flights from Los Angeles (LAX) to Chicago (CHI) from $68. megabus | Low cost bus tickets from $1 Bus tickets to more than 500 cities in the US One way From Explore Megabus Begin your trip and explore the most iconic cities in America. Cheap Flights to Chicago Midway (MDW). High season is considered to be March, April. Flights to Chicago depart from tons of destinations; just sit back, start dreaming of deep-dish pizza, and before you know it you’ll be touching down in the Windy City. Cheap Flights to Chicago from $53 One Way, $101 Round Trip Prices found within past 7 days. $45 Cheap Flights to Chicago Midway (MDW) | Skyscanner Flights to Chicago Midway Airport (MDW) Non-stop flights only Home United States Illinois Chicago Midway Compare Chicago Midway Airport flights across hundreds of providers Find the cheapest month or even day of the year to fly Book the best flight with no fees Flight deals to Chicago Midway. What is the cheapest flight to Chicago Midway Airport? If traveling to Chicago Midway Airport, the cheapest city to fly from in the last 3 days was Dallas, with flights as low as $116 one-way and $108 round-trip. 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Prices were available within the past 7 days and start at $154 for one-way flights and $203 for round trip, for the period specified. Free to use There are no hidden charges. Low Fares Done Right | Frontier Airlines BOOK A FLIGHT Round-trip One-way From* To* Depart Date* Return Date* Travelers* Search By* Promo Code Dollars Miles New Bag Policy and Optional Services MY TRIP/CHECK-IN Last Name* Confirmation Code* Find your Confirmation Code FLIGHT STATUS By Cities Flight Number From* To* Flight Date*. A $51 flight to Chicago is available via Spirit, May 17, albeit with an extra five hour-layover tacked on. The cheapest month to fly is January. Find the lowest prices on one-way and roundtrip tickets right here. Cheap flights to Chicago Flights to Chicago in 2023 May and June flight deals to Chicago The below flights offer some of the lowest fares to Chicago in May and June 2023. 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Airfares from $64 One Way, $138 Round Trip from Chicago to Las Vegas Prices starting at $138 for return flights and $64 for one-way flights to Las Vegas were the cheapest prices found within the past 7 days, for the period specified. Cheap Bus Tickets to Chicago, Illinois Indianapolis To Chicago 05/19/2023 Starting from $31 One-Way Minneapolis To Chicago 05/19/2023 Starting from $55 One-Way Milwaukee To Chicago 05/21/2023 Starting from $17 One-Way Milwaukee To Chicago 05/21/2023 Starting from $17 One-Way Detroit To Chicago 06/05/2023 Starting from $30 One-Way Detroit To Chicago. Cheap flights to Chicago Flights to Chicago in 2023 May and June flight deals to Chicago The below flights offer some of the lowest fares to Chicago in May and June 2023. Springfield (SGF) to Chicago (CHI) from $129 One-way 1 adult, Economy Find deals The best prices from Springfield-Branson to Chicago are usually found in February or January, booked 60 days in advance, depart on a Sunday or Thursday and return on a Saturday Home Flights North America USA Illinois Chicago. Trending flights to Chicago. Find the cheapest month – or even day – to fly to Chicago. to CHI-All Airports Prices were available within the past 7 days and start at $74 for one-way flights and $140 for round trip, for the period. Cheapest flights to United States from Chicago Chicago to Atlanta from $40 Price found May 4, 2023, 5:09 AM Chicago to Savannah from $63 Price found May 6, 2023, 4:55 AM. The best one-way flight price to Chicago from United States in the last 72 hours is $49 (Boston Logan Intl to Chicago O'Hare Intl). $39 Cheap Flights from Orlando (MCO) to Chicago (ORD). Sat, May 20 MDW Chicago LAS Las Vegas $64. The cheapest flight from New York to Chicago was found 27 days before departure, on average. Wed, May 17 MCO Orlando ORD Chicago $34 One way just found Wed, May 17 MCO Orlando MDW Chicago $34 One way just found. Find cheap flights from New York to Chicago. $24 Cheap Flights from Atlanta to Chicago. Cheap Flights to Chicago Midway (MDW) from $28 in 2023. May from £460 Jun from £413 Jul from £501 Aug from £429 Sep from £387 Oct from £381 View more months Airports. The Megabus Experience Learn more about how we aim to make your trip safe, convenient and affordable. Two other flights to Chicago and Los Angeles are also up for grabs for under $60. The cheapest month to fly is February. The cheapest flight from Chicago to Los Angeles was found 53 days before departure, on average. com $69 Cheap Flights from Philadelphia (PHL) to Chicago (ORD) Bundle Your Flight + Hotel & Save! Roundtrip One-way Multi-city 1 traveler Economy Leaving from Going to Departing Returning Add a place to stay Add a car Direct flights only Featured airlines. Limousines, taxis, and airport shuttle buses are always available, but may not be the most cost efficient method of transportation. The quickest and most economical way to reach downtown is the Chicago Transit Authority elevated (L) trains. Bus service across the United States has never been easier. $181 Cheap Flights from Montego Bay (MBJ) to Chicago (ORD). $34 One way just found Wed, May 24 MDW Midway Intl. Cheap Flights to Chicago from C$ 161. United flights to Chicago from $ 166 * optional services open_in_new open_in_new Home United flights Flights to United States Flights to Chicago Members who purchase a travel package from United Packages and provide a valid MileagePlus account number at the time of booking are eligible to earn miles. 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Find the cheapest month - or even day - to fly to Chicago. Chicago Midway 9 miles from central Chicago from £442 Search flights Chicago O'Hare International. Cheap Bus Tickets to Chicago, Illinois Indianapolis To Chicago 05/19/2023 Starting from $31 One-Way Minneapolis To Chicago 05/19/2023 Starting from $55 One-Way Milwaukee To Chicago 05/21/2023 Starting from $17 One-Way Milwaukee To Chicago 05/21/2023 Starting from $17 One-Way Detroit To Chicago 06/05/2023 Starting from $30 One-Way Detroit To Chicago. The cheapest flight from New York to Chicago was found 27 days before departure, on average. $34 Cheap flights from Chicago, IL. Cheapest Price $7. Departing Wed, May 24, returning Sun, May 28. Airfares from $24 One Way, $48 Round Trip from Atlanta to Chicago Prices starting at $48 for return flights and $24 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Cheap Flights, Plane Tickets & Airline Deals. The quickest and most economical way to reach downtown is the Chicago Transit Authority elevated (L) trains. Flights from San Francisco are the most searched and start at $145 for a return trip. Flights to Chicago(ORD) from +. Cheap flights to Chicago Flights to Chicago in 2023 Cheap flights to Chicago in May, June 2023 16 May - 19 May YTZ Toronto Island MDW Chicago Midway Nonstop 1h 47m MDW Chicago Midway YTZ Toronto Island Nonstop 1h 42m C$ 300 Porter Airlines Pick Dates Deal found 25/4 24 May - 31 May YTZ Toronto Island MDW Chicago Midway Nonstop 1h 47m MDW. Find cheap tickets to Chicago from anywhere in United States. $43 Cheap Flights from Dallas (DFW) to Chicago (ORD). Cheap flights to Chicago Midway Airport (MDW) are easy to find, giving you more room in your budget to enjoy the city's attractions. Find Cheap Flights and Save Search and Compare our best deals with over 440+ airlines - Book now! Flights Hotels Cars Round Trip One Way Multi-City 1 Passenger (s) Economy Include hotel options JustFly customer satisfaction Powered by: Based on 160k+ Reviews. Cheap Flights to Chicago, Illinois (IL) from $53 - Cheapflights. Book Cheap Flights to Atlanta: Search and compare airfares on Tripadvisor to find the best flights for your trip to Atlanta. Cheapest Flights from Chicago starting at $34 One Way, $63 Round Trip Prices found within past 7 days. Prices starting at $125 for return flights and $73 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Delta Air Lines. Cheap Flights to Chicago from $32 in 2023 - KAYAK Find cheap flights to Chicago Round-trip 1 adult Economy 0 bags Direct flights only Add hotel Tue 5/23 Tue 5/30 Here is why travelers choose KAYAK Save 22% or more Compare multiple travel sites with one search. Cheap flights to Chicago Flights to Chicago in 2023 May and June flight deals to Chicago The below flights offer some of the lowest fares to Chicago in May and June 2023. KAYAK searches hundreds of travel sites to help you find cheap airfare and book the flight that suits you best. Roundtrip One-way Multi-city Locations and dates From: city or airport * To: city or airport * My dates are flexible Depart date * Connections Nonstop 1 2 + My search preferences Sort by Airline preference All airlines United and United Express® only All Star Alliance™ airlines Preferred connections City or airport Connections to avoid. $42 Cheap Flights to Chicago (IL) in 2023 | Skyscanner Cheap flights to Chicago (IL) Non-stop flights only Search flights Home United States Illinois Chicago Compare Chicago flights across hundreds of providers Find the cheapest month or even day of the year to fly Book the best flight with no fees Flight deals to Chicago. One of the best places to visit is the Field Museum of Natural. Flights to Chicago are fairly affordable no matter where you’re coming from in the continental United States. Cheap Flights to Midway (MDW) from $56. Morning departure is around 6% more expensive than an evening flight, on average*. Cheap flights to Chicago from C$151. The Red Line is among the most busy L Lines, and extends from the North Shore down into Chicago’s South Side (including multiple stops in Downtown Chicago). $39 Cheap Flights from Orlando (MCO) to Chicago (ORD) Bundle Your Flight + Hotel & Save! Roundtrip One-way Multi-city 1 traveler Economy Leaving from Going to Departing Returning Add a place to stay Add a car Direct flights only Featured airlines Add Price Drop Protection and Expedia will pay you back if your flight gets cheaper. com Cheap flights to Chicago, IL Sat 5/20 1 adult, Economy Find deals We work with more than 300 partners to bring you better travel deals Were. Prices were available within the past 7 days and start at $24 for one-way flights and $48 for round trip, for the period specified. Expedia makes it easy to compare cheap flights from Chicago to many destinations. Two other flights to Chicago and Los Angeles are also up for grabs for under $60. com/_ylt=AwrNPDZHN1pkCdME1ABXNyoA;_ylu=Y29sbwNiZjEEcG9zAzIEdnRpZAMEc2VjA3Ny/RV=2/RE=1683662792/RO=10/RU=https%3a%2f%2fwww. $34 + Flights from Chicago (CHI) on Orbitz. For $6 more, a $57 nonstop trek to Los Angeles is at your fingertips May 31 through. Expect to pay a premium for ticket prices on high-capacity days, like weekend evenings, and for seats in the floor and lower-level mezzanine sections. Inbound direct flight with Frontier Airlines departing from Chicago Midway on Sun, May 28, …. *Prices shown reflect a single person, one-way bus ticket and subject to availability. Direct. All deals One way Roundtrip Tue, Jun 13 BZE Belize City ORD Chicago $260 One way. Value Fare tickets: No change fees and fully refundable up to 15 or more days before departure. Travelers can expect to pay around C$ 185 for one-way Vancouver to Chicago flights. Best time to beat the crowds with an average 19% drop in price. Cheap Flights from Philip S. Prices and availability are subject to change. Looking for cheap train tickets to Chicago? 25% of our users found round-trip tickets to Chicago for the following prices or less: From Bloomington $26, from Champaign $35, from South Bend $41 Book train tickets to Chicago (one-way) 6/14. The Red Line is among the most busy L Lines, and extends from the North Shore down into Chicago’s South Side (including multiple stops in Downtown Chicago). In the last month, trains from Joliet to Chicago had the lowest average price at $7. Cheap Chicago Flights as Low as. Check in, change seats, track your bag, check flight status, and more. Chicago. In the last month, trains from Joliet to Chicago had the lowest average price at $7. Find cheap flights from Baltimore to Chicago. Value Fare tickets: No change fees and fully refundable up to 15 or more days before departure. High season is considered to be May, June and July. United Cheap Flights to Chicago from $ 166. Cheap Flights to Chicago Midway (MDW) from $24 in 2023 - KAYAK MDW Find cheap flights to Chicago Midway Airport Round-trip 1 adult Economy 0 bags Direct flights only Add hotel Wed 6/7 Wed 6/14 Here is why travelers choose KAYAK Save 22% or more Compare multiple travel sites with one search. All flights are one-way, and all but three are nonstop. The cheapest flight from Baltimore to Chicago was found 89 days before departure, on average. Cheap flights from Chicago. What is the cheapest flight to Chicago Midway Airport? If traveling to Chicago Midway Airport, the cheapest city to fly from in the last 3 days was Dallas, with flights as low as $116 one-way and $108 round-trip. $54 Cheap Flights from Tampa (TPA) to Chicago (CHI). The quickest and most economical way to reach downtown is the Chicago Transit Authority elevated (L) trains. Flights to Chicago Illinois United States of America Flights Expedia. 00 is the cheapest price for a train ticket to Chicago, according to recent searches on Wanderu. Find Cheap Flights and Save Search and Compare our best deals with over 440+ airlines - Book now! Flights Hotels Cars Round Trip One Way Multi-City 1 Passenger (s) Economy Include hotel options JustFly customer satisfaction Powered by: Based on 160k+ Reviews. You can use our search to check if this price is currently available on trains. Limousines, taxis, and airport shuttle buses are always available, but. Free to use There are no hidden charges or fees. What is the cheapest flight to Chicago Midway Airport? If traveling to Chicago Midway Airport, the cheapest city to fly from in the last 3 days was Atlanta, with flights as low as. Cheap Flights to Chicago Midway (MDW) from $24 in 2023. You can use our search to check if this price is currently available on trains from your city to Chicago. Airfares from $24 One Way, $48 Round Trip from Atlanta to Chicago Prices starting at $48 for return flights and $24 for one-way flights to Chicago were the cheapest prices. Choose the best airline for you by reading reviews and viewing hundreds of ticket rates for flights going to and from your destination. With KAYAK you can also compare prices of plane tickets for last minute flights to Chicago from anywhere in United States. Find cheap tickets to Chicago from anywhere in United States. com Cheap flights to Chicago, IL Sat 5/20 1 adult, Economy Find deals We work with more than 300 partners to bring you better travel deals Were you looking for Flights from Chicago? Home Flights North America USA Illinois Cheap flights to Chicago Flights to Chicago in 2023. Round-trip flight with Spirit Airlines. Outbound direct flight with Spirit Airlines departing from Atlanta Hartsfield-Jackson on Wed, May 31, arriving in Chicago O'Hare International. Expect to pay a premium for ticket prices on high-capacity days, like weekend evenings, and for seats in the floor and lower-level mezzanine sections. Looking for cheap airfare to Chicago Midway Airport? 25% of our users found tickets to Chicago Midway Airport for the following prices or less: From Tampa $67 one-way - $80 round-trip, from Miami $70 one-way - $89 round-trip, from Phoenix Sky Harbor Intl $84 one-way - $111 round-trip. Wed, May 31 IAH Houston ORD Chicago $73 One way. Flights to Chicago Flights Packages Stays Roundtrip One-way Multi-city 1 traveler Economy Leaving from Going to Departing Returning Direct flights only Search Wander Wisely with exceptional service, 24/7 support Feel at ease with free flight cancellations within 24 hours of booking Change your flight without a fee on select flights Top Destinations. The fastest flight to Chicago from United States takes 2h 19m. May 23 - Jun 13 LGA New York LaGuardia ORD Chicago O'Hare Intl 1 stop 9h 40m ORD Chicago O'Hare Intl LGA. Cheap Flights from Sky Harbor Intl. Find flights Things to do in Chicago. How much is the cheapest flight to Chicago? Prices were available within the past 7 days and start at $24 for one-way flights and $48 for round trip, for the period specified. The cheapest flight from New York to Chicago was found 27 days before departure, on average. 00 is the cheapest price for a train ticket to Chicago, according to recent searches on Wanderu. Price includes taxes and charges. United flights to Chicago from $ 166 * optional services open_in_new open_in_new Home United flights Flights to United States Flights to Chicago Members who purchase a. KAYAK searches hundreds of travel sites to help you find cheap airfare and book the flight that suits you best.