Best Flights starting from $240
from$240economy
Tampa (TPA)
Tue, Jul 28
Roundtrip
Chicago (MDW)
Sat, Aug 1
from$242economy
Tampa (TPA)
Wed, Jul 22
Roundtrip
Chicago (MDW)
Sun, Jul 26
from$242economy
Tampa (TPA)
Fri, Jul 24
Roundtrip
Chicago (MDW)
Tue, Jul 28
from$254economy
Tampa (TPA)
Sun, Jul 26
Roundtrip
Chicago (MDW)
Thu, Jul 30
from$254economy
Tampa (TPA)
Mon, Jul 27
Roundtrip
Chicago (MDW)
Fri, Jul 31
from$274economy
Tampa (TPA)
Thu, Jul 23
Roundtrip
Chicago (MDW)
Mon, Jul 27
from$334economy
Tampa (TPA)
Sat, Jul 25
Roundtrip
Chicago (MDW)
Wed, Jul 29
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Other Options for This Route
Other Destinations
Tampa (TPA) to Hartford (BDL) in July from $81
From $81
Tampa (TPA) to Washington, D.C. (BWI) in July from $83
From $83
Tampa (TPA) to Chicago (ORD) in July from $85
From $85
Tampa (TPA) to Pittsburgh (PIT) in July from $89
From $89
Tampa (TPA) to Huntsville (HSV) in July from $123
From $123
Tampa (TPA) to Sacramento (SMF) in July from $131
From $131
Flights from Other Cities
Atlanta (ATL) to Chicago (MDW) in July from $56
From $56
Miami (MIA) to Chicago (MDW) in July from $115
From $115
Atlanta (Any) to Chicago (MDW) in July from $140
From $140
Atlanta (ATL) to Chicago (MDW) in July from $144
From $144
Minneapolis (MSP) to Chicago (MDW) in July from $158
From $158
Portland (PDX) to Chicago (MDW) in July from $163
From $163
✈️ Flight Guide: Tampa (TPA) → Chicago (MDW)
Complete travel information for your July journey
July is one of the busiest months to depart Tampa International Airport (TPA) thanks to summer vacations, beach trips, and family travel. Expect increased passenger volumes at morning and late-afternoon pick-up times, with more nonstop seats to major hubs like Chicago Midway International Airport (MDW) and seasonal charters to top destinations such as Orlando and Miami.
Nearby Cities & Destinations
- St. Petersburg (near Tampa International Airport (TPA))
- Clearwater (near Tampa International Airport (TPA))
- Orlando (close regional destination)
- Sarasota (accessible by car)
- Miami and Fort Lauderdale (major Florida hubs)
Departing from Tampa (TPA) FAQs
Tampa International Airport (TPA) is accessible by taxi, rideshare, shuttle, and rental car year-round. In July, expect slightly higher ride-hailing demand during weekend beach travel and city events; book early or use pre-scheduled airport shuttles to lock in price and pickup times. Check Tampa International Airport (TPA) official ground transportation pages and allow extra time for summer traffic to/from Clearwater, St. Petersburg, and downtown Tampa.
For domestic flights from Tampa International Airport (TPA), arrive 90 to 120 minutes before departure in July to allow for potential summer crowds and TSA security line fluctuations. July is peak summer travel season with higher passenger volume for beaches and family travel, so add extra buffer if you have checked bags or prefer a relaxed pre-flight experience.
Yes, several carriers operate nonstop flights between Tampa International Airport (TPA) and Chicago Midway International Airport (MDW), especially in the summer peak month of July. Direct flight frequency increases on weekends and holiday weeks; book early to secure lower fares and preferred departure times.
Tampa International Airport (TPA) follows standard airline baggage rules set by your carrier: checked bag fees, size, and weight limits vary by airline and fare class. In July, airlines can enforce stricter gate-check policies on full flights—confirm baggage allowances with your airline before heading to TPA and consider prepaying checked bags for faster processing.
From Tampa International Airport (TPA) travelers commonly access St. Petersburg, Clearwater Beach, Sarasota, Bradenton, Orlando, and Tampa Bay area attractions. July is ideal for beach trips and nearby theme parks like those in Orlando; plan intercity transfers or rental car reservations ahead due to summer demand.
In July, expect higher passenger volumes and occasional regional weather delays from summer thunderstorms in the Tampa area. Monitor Tampa International Airport (TPA) flight status alerts and sign up for airline notifications; allow extra time for security lines during peak weekend travel and check the TSA website for prohibited item updates.
Arriving at Chicago Midway International Airport (MDW) in July offers quick access to downtown Chicago and many suburban destinations. Summer festivals, sports events, and pleasant weather mean higher ride-hailing demand; plan ground transportation and check CTA Orange Line times to make your arrival smooth and efficient.
Nearby Cities & Destinations
- Downtown Chicago / The Loop
- Aurora (suburban access from MDW)
- Naperville (regional hub)
- Schaumburg and O'Hare area (regional connections)
- Milwaukee (regional day trips north of Chicago)
Arriving at Chicago (MDW) FAQs
Arrivals at Chicago Midway International Airport (MDW) in July typically see busy domestic connections and steady ground-transport demand into the city. Expect warm summer weather, dedicated shuttle and rideshare pickup areas, and faster immigration-free domestic arrivals; plan extra time for baggage claim if multiple flights arrive simultaneously.
Chicago Midway International Airport (MDW) is approximately 8 miles southwest of downtown Chicago (the Loop), with travel times of 20–40 minutes depending on traffic. In July, allow for heavier congestion during rush hours and festival weekends; consider using public transit (CTA Orange Line), rideshare, or airport shuttles to reach neighborhoods like the Loop, River North, and South Loop.
In July, Chicago Midway International Airport (MDW) often extends customer service hours and may increase staffing for peak arrivals, concession operations, and rental car counters. Seasonal promotions and pop-up food vendors are common during summer, so check MDW's official site for updated terminal maps and service notices before you travel.
From Chicago Midway International Airport (MDW) you can access the CTA Orange Line to downtown Chicago, rideshare, taxis, rental cars, and private shuttles. Nearby cities and suburbs commonly accessed include Oak Lawn, Cicero, Berwyn, Naperville, Aurora, and even Milwaukee for regional travelers—plan transit with peak July events in mind.
Yes, direct flights from Tampa International Airport (TPA) to Chicago Midway International Airport (MDW) operate frequently in July, often with higher weekend frequency and multiple daily options depending on airline schedules. For the best fares and seat availability during July, compare nonstop MDW arrivals and book early.
At Chicago Midway International Airport (MDW), baggage claim can get congested during July peak arrivals—use baggage tracking if offered by your airline and head to designated rideshare areas to avoid curbside congestion. Consider pre-booking an airport transfer or checking CTA Orange Line schedules to downtown Chicago to streamline your arrival experience.
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July Events Affecting TPA and MDW Travel — Festivals & Crowds
July features numerous events that affect travel demand for both Tampa International Airport (TPA) and Chicago Midway International Airport (MDW). In Tampa, July brings beach festivals, waterfront concerts, and holiday-weekend travel spikes to Clearwater and St. Petersburg. In Chicago, July is packed with large-scale events like Taste of Chicago, Lollapalooza adjacent activities (depending on schedule), Chicago Air and Water Show planning, and many neighborhood street festivals—these increase inbound traffic to MDW. Use keywords such as 'July events Tampa', 'Chicago festivals July', and LSI like 'summer concerts Chicago', 'beach festivals Clearwater' when checking availability. Book flights and ground transport early during festival weekends to avoid premium pricing.
Best Time to Fly TPA to MDW in July — Avoid Crowds & Save
The best time to fly between Tampa International Airport (TPA) and Chicago Midway International Airport (MDW) in July is mid-week (Tuesday–Thursday) and outside peak weekend windows. Early morning departures from TPA avoid afternoon thunderstorms and can offer smoother skies and lower fares; late-night flights sometimes produce cheaper fares but check convenience. Use keywords like 'best time to fly TPA to MDW', 'July travel tips Tampa to Chicago', and LSI terms like 'avoid peak weekend travel' to optimize planning. Book tickets 6–8 weeks ahead for better pricing, and consider shoulder days around July 4th to avoid surges.
Direct vs Connecting Flights TPA to MDW — July Decisions
Choosing direct flights versus connecting flights between Tampa International Airport (TPA) and Chicago Midway International Airport (MDW) depends on priorities: nonstop flights save time (typically ~3 hours) and reduce risk of missed connections, while connecting itineraries can lower fares or offer more flexible times. In July, nonstops are popular and can fill quickly, so compare ticket prices by including both 'direct TPA to MDW' and 'connecting Tampa to Chicago' in searches. LSI keywords like 'nonstop flights TPA MDW', 'one-stop connections', and 'layover vs nonstop' help when comparing options. If luggage or tight schedules are concerns, choose a nonstop; if price is the primary factor, a connection via Atlanta (ATL) or Charlotte (CLT) may be cheaper.
Airline Comparison TPA to MDW — July Options & Fees
Major carriers operating the TPA–MDW corridor in July typically include low-cost and legacy airlines; compare fares, baggage policies, seat selection, and on-time records before booking. Use primary search phrases such as 'airlines flying TPA to MDW July' and LSI terms like 'cheap carrier comparison Tampa to Chicago', 'baggage fees', and 'on-time performance'. For summer travel, check which carriers offer nonstop flights, frequent departures, or loyalty benefits for family travel. Also compare ancillary fees (seat assignments, carry-on rules) as they can significantly alter the total cost of a July round-trip fare.
Seasonal Travel Tips for July — TPA to MDW
July travel between Tampa International Airport (TPA) and Chicago Midway International Airport (MDW) requires planning for summer weather, higher passenger volumes, and potential delays from thunderstorms or festival surges. Pack a compact umbrella and layer for temperature changes between warm Tampa and variable Chicago summer evenings. Use keywords like 'July travel tips TPA MDW', 'summer packing Tampa to Chicago', and LSI phrases such as 'avoid storm delays', 'hydrate during summer flights', and 'airport cooling tips'. Arrive early at TPA, monitor flight status in real time, and reserve ground transport at MDW to avoid curbside congestion during peak festival times.
TPA to MDW Flight Time & Schedules — July Overview
Typical nonstop flight time between Tampa International Airport (TPA) and Chicago Midway International Airport (MDW) is about 2 hours 45 minutes to 3 hours depending on winds and routing. In July, airlines often schedule multiple daily flights including morning departures from TPA and evening returns from MDW to serve both business commuters and leisure travelers. Use terms like 'TPA to MDW flight time', 'Tampa to Chicago flight schedule', and LSI phrases such as 'nonstop flight duration' when searching schedules. Check individual airline timetables for exact departure gates, flight numbers, and seasonal additions that may rise during July weekends and holiday periods.
Cheap Flights TPA to MDW in July — Tips and Deals
Finding cheap flights from Tampa International Airport (TPA) to Chicago Midway International Airport (MDW) in July requires flexibility and early planning. Primary strategies include booking 6–8 weeks in advance, searching mid-week departures for lower fares, and using fare alerts and comparison tools. Secondary keywords like 'cheap TPA to MDW tickets' and LSI terms such as 'airfare deals Tampa to Chicago', 'summer flight discounts', and 'budget airlines TPA MDW' should be used when searching. Consider alternate nearby airports—Tampa travelers might compare flights into Chicago O'Hare (ORD) and Chicago-area travelers can check for returns to St. Petersburg or Sarasota to potentially lower round-trip costs. Use a blend of direct search, multi-city tools, and flexible date calendars to find the best July deals.