Best Flights starting from $201
from$201economy
Buffalo (BUF)
Sat, May 30
Roundtrip
Chicago (Any)
Mon, Jun 1
from$212economy
Buffalo (BUF)
Tue, May 26
Roundtrip
Chicago (Any)
Thu, May 28
from$221economy
Buffalo (BUF)
Wed, May 27
Roundtrip
Chicago (Any)
Fri, May 29
from$221economy
Buffalo (BUF)
Thu, May 28
Roundtrip
Chicago (Any)
Sat, May 30
from$262economy
Buffalo (BUF)
Sun, May 31
Roundtrip
Chicago (Any)
Tue, Jun 2
from$280economy
Buffalo (BUF)
Fri, May 29
Roundtrip
Chicago (Any)
Sun, May 31
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Other Options for This Route
Other Destinations
Buffalo (BUF) to New York (JFK) in May from $137
From $137
Buffalo (BUF) to Fort Lauderdale (FLL) in May from $180
From $180
Buffalo (BUF) to Denver (DEN) in May from $190
From $190
Buffalo (BUF) to Myrtle Beach (MYR) in May from $367
From $367
Buffalo (BUF) to Riverton (RIW) in May from $455
From $455
Buffalo (BUF) to New York (LGA) in June from $147
From $147
Flights from Other Cities
Orlando (Any) to Chicago (Any) in May from $46
From $46
Los Angeles (Any) to Chicago (Any) in May from $66
From $66
Boston (BOS) to Chicago (Any) in May from $81
From $81
Fort Myers (RSW) to Chicago (Any) in May from $91
From $91
San Francisco (SFO) to Chicago (Any) in May from $190
From $190
Kansas City (MCI) to Chicago (Any) in May from $223
From $223
✈️ Flight Guide: Buffalo (BUF) → Chicago (Any)
Complete travel information for your May journey
Departing from Buffalo (BUF) FAQs
Chicago (All Airports) (CHIA) refers to the Chicago metropolitan area and typically includes O'Hare International Airport (ORD) and Midway International Airport (MDW). When searching for cheap economy flights, include both airports to find the widest selection of low fares and budget airline options. Comparing ORD and MDW can reveal savings on both nonstop and connecting routes.
To find the cheapest economy fares in March, use fare calendars on Google Flights or Skyscanner and set price alerts for your target destinations from Chicago (All Airports) (CHIA). March often has spring shoulder-season deals — midweek departures and late-night flights usually offer the best savings. Book 3–8 weeks in advance for domestic routes and 2–4 months for international economy seats.
The cheapest economy fares often are basic economy or light fares which typically restrict carry-on or checked baggage, seat selection, and changes. From Chicago (All Airports) (CHIA), low-cost carriers like Spirit, Frontier, and some basic economy fares from major airlines may charge for overhead bags and seat assignments. Always check the airline's fare rules before booking and consider the total price including baggage fees to compare accurately.
Chicago (All Airports) (CHIA) has frequent cheap economy connections to major cities including New York (JFK/LGA), Los Angeles (LAX), Atlanta (ATL), Miami (MIA), Dallas/Fort Worth (DFW), Toronto (YYZ), and Mexico City (MEX). Low-cost carriers and legacy carriers provide numerous nonstop and one-stop options, making Chicago a major hub for budget travel across North America and to Europe with seasonal deals.
As of this month, most domestic flights departing Chicago (All Airports) (CHIA) do not have federal COVID testing or vaccination requirements, but international destinations may impose entry rules. Check the airline and arrival country requirements before departure and consult the official O'Hare (ORD) and Midway (MDW) websites for airport advisories. Staying informed ensures smooth boarding and avoids last-minute fees or denied entry.
To maximize savings, compare park-and-fly lots, public transit and rideshares to both O'Hare and Midway. CTA Blue Line provides a low-cost option to O'Hare while the Orange Line serves Midway. For longer trips, consider off-airport parking coupons or airport shuttle deals bundled when you buy a cheap economy ticket. Factor in transportation cost when calculating your total trip price from Chicago (All Airports) (CHIA).
Arriving at Chicago (Any) FAQs
Cheapest Economy Fare (economy) in arrival searches refers to the lowest-priced economy-class ticket for the destination you select, often including basic economy fares with restrictions. This label helps travelers prioritize price-first options when comparing flights to major arrival cities like New York, Los Angeles, London, Cancun, or Orlando.
Cheapest economy arrival fares frequently include at least one connection, particularly on long-haul or international routes. Direct flights tend to carry a premium, so if you prioritize the lowest price, expect one-stop itineraries or longer layovers. Use filters to compare nonstop vs connecting economy options and check total travel time vs savings.
When searching cheapest economy arrivals, common top destinations include New York (JFK/LGA), Los Angeles (LAX), Miami (MIA), Orlando (MCO), London (LHR), Toronto (YYZ), and Cancun (CUN). These hubs have high competition among carriers, which drives down economy fares and creates frequent deals.
Cheapest economy fares often limit baggage allowance and may charge separately for carry-on or checked bags; seat selection might be restricted until check-in. When booking the cheapest economy fare, verify the airline's baggage policy and consider total trip cost including fees. This is especially important when flying into busy arrival airports like New York or London where ancillary fees can add up.
In November, cheapest economy arrival fares can spike around Thanksgiving and Black Friday, while early and mid-November often have reduced prices. Seasonal events and holiday travel increase demand for routes to major cities like New York and Orlando, so book early or travel midweek to find better deals. Use fare alerts to track price movements through the month.
Yes, combining separate one-way cheapest economy bookings can sometimes lower the total trip cost compared to round-trip fares, but it can increase risk (no single itinerary protection for missed connections). When using separate tickets, allow generous connection windows and consider travel insurance. Compare the total landed cost including baggage and change fees before committing.
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How Events & Festivals Affect Cheapest Economy Fares — Chicago (All Airports) (CHIA)
Events and festivals strongly influence flight pricing; arrivals and departures around major events in Chicago and destination cities can spike economy fares. Popular events include Chicago Air and Water Show (summer), Lollapalooza (July), New Year's celebrations, and major festivals in destinations like New York (Macy's Parade), London (Notting Hill Carnival), and Cancún (spring-break events). Plan around these event dates to avoid inflated economy fares or book much earlier.
Best Time to Fly Cheap Economy from Chicago (All Airports) (CHIA)
The best time to fly cheap economy from Chicago (All Airports) (CHIA) is during shoulder seasons (late April–May and September–early November) and midweek (Tuesday–Thursday). Red-eye departures and early-morning flights often offer lower economy fares. For international travel, booking 2–4 months ahead for Europe and 1–3 months for regional routes tends to yield the best economy prices.
Tips
- Travel in shoulder seasons for lower fares and fewer crowds.
- Fly on midweek dates and red-eyes to capture discounted economy pricing.
- Book according to route-specific windows: domestic (3–8 weeks), international (2–4 months).
Direct vs Connecting Flights — Economy Choices from Chicago (All Airports) (CHIA)
Direct flights from Chicago (All Airports) (CHIA) typically cost more than connecting itineraries; however, direct flights save time and reduce missed-connection risk. Cheapest economy fares often involve one or two connections and longer layovers. When evaluating direct vs connecting, weigh the price difference against total travel time, potential connection disruption and baggage transfer policies — especially when mixing separate tickets.
Airline Comparison for Cheapest Economy Flights from Chicago (All Airports) (CHIA)
Comparing airlines for cheapest economy fares from Chicago (All Airports) (CHIA) requires looking at base fare, baggage fees, seat-selection charges and onboard services. Low-cost carriers (Spirit, Frontier) often advertise the lowest base fares but add fees; legacy carriers (United, American, Delta) may offer better bundled value depending on route. For international economy, compare transatlantic carriers for seasonal deals and included services.
Seasonal Travel Tips for Cheapest Economy Flights — Chicago (All Airports) (CHIA)
Seasonal travel strongly affects cheapest economy fares. Shoulder seasons (spring and fall) typically provide the best balance of price and weather, while summer and winter holidays command price premiums. For Chicago (All Airports) (CHIA) travelers seeking cheap economy flights, use off-peak months, midweek travel, and flexible routes to save. LSI keywords: shoulder season deals, winter escapes, summer peak fares, holiday surcharges.
Flight Times & Schedules from Chicago (All Airports) (CHIA) — Economy
Flight time and schedules from Chicago (All Airports) (CHIA) vary by destination; domestic flights to New York or Washington typically range 1.5–3 hours, transcontinental flights to Los Angeles or San Francisco 4–5 hours, and transatlantic flights to London 7–9 hours nonstop. Cheapest economy fares often include one or more connections, adding total travel time. Use schedule filters to prioritize nonstops or minimize travel time while balancing price.
Cheap Flights & Economy Fare Tips — Chicago (All Airports) (CHIA)
Cheap flights from Chicago (All Airports) (CHIA) in economy class can be found by using flexible-date searches, comparing ORD vs MDW, and signing up for fare alerts. Primary keywords: cheap flights Chicago, economy flights, budget airfare. Secondary keywords: basic economy, discount airfare, fare sales. LSI: fare calendar, low-cost carriers, red-eye flights, midweek travel. Popular arrival cities include New York (JFK/LGA), Los Angeles (LAX), Miami (MIA), Orlando (MCO), London (LHR), and Cancun (CUN).
Tips
- Use the fare calendar to compare prices across months and set price alerts for target routes.
- Book midweek and red-eye flights for the lowest economy fares.
- Check both ORD and MDW when searching from Chicago (All Airports) (CHIA).