Cheap flights from IND to MDW (Indianapolis Intl. to Midway Intl.)

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Cheap Flights from IND to MDW starting at $127 One Way, $247 Round Trip

Prices starting at $247 for return flights and $127 for one-way flights to Midway Intl. were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Nov 4 - Wed, Nov 11
IND
Indianapolis
MDW
Chicago
$247 Roundtrip, found 1 day ago
$247
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Nov 4 from Indianapolis to Chicago, returning Wed, Nov 11, priced at $247 found 1 day ago
Wed, Nov 4 - Sat, Nov 7
IND
Indianapolis
MDW
Chicago
$254 Roundtrip, found 4 days ago
$254
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Wed, Nov 4 from Indianapolis to Chicago, returning Sat, Nov 7, priced at $254 found 4 days ago
Wed, Nov 11 - Fri, Nov 13
IND
Indianapolis
MDW
Chicago
$255 Roundtrip, found 4 days ago
$255
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Wed, Nov 11 from Indianapolis to Chicago, returning Fri, Nov 13, priced at $255 found 4 days ago
Wed, Nov 4 - Sat, Nov 7
IND
Indianapolis
MDW
Chicago
$261 Roundtrip, found 4 days ago
$261
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Wed, Nov 4 from Indianapolis to Chicago, returning Sat, Nov 7, priced at $261 found 4 days ago
Wed, Nov 4 - Sat, Nov 7
IND
Indianapolis
MDW
Chicago
$264 Roundtrip, found 4 days ago
$264
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Wed, Nov 4 from Indianapolis to Chicago, returning Sat, Nov 7, priced at $264 found 4 days ago

Hotel Ideas near Midway Intl.

Airport Hotels near Midway Intl.

Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

4 out of 5
2233 S Martin Luther King Dr Chicago IL
$304 nightly
The price is $361 total per night from Oct 23 to Oct 24
$361 total
Oct 23 - Oct 24
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
Hyatt Regency McCormick Place Chicago
Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

3 out of 5
506 West Harrison Street Chicago IL
$222 nightly
The price is $264 total per night from Oct 25 to Oct 26
$264 total
Oct 25 - Oct 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.6/10 Excellent! (1,233 reviews)
"The 4 days that I stayed the hot water wasn't hot"

Reviewed on Sep 27, 2026

Holiday Inn & Suites Chicago - Downtown by IHG
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
$157 nightly
The price is $187 total per night from Oct 26 to Oct 27
$187 total
Oct 26 - Oct 27
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (10,252 reviews)
"Expensive room with zero amenities. Everything is an additional charge including bottle of water left in the room. Wallpaper peeling, dirty baseboard, no microwave, door on dresser falling off..."

Reviewed on Sep 27, 2026

Congress Plaza Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotels In Chicago

River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
$186 nightly
The price is $221 total per night from Oct 25 to Oct 26
$221 total
Oct 25 - Oct 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
River Hotel
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
$157 nightly
The price is $187 total per night from Oct 26 to Oct 27
$187 total
Oct 26 - Oct 27
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (10,252 reviews)
"Expensive room with zero amenities. Everything is an additional charge including bottle of water left in the room. Wallpaper peeling, dirty baseboard, no microwave, door on dresser falling off..."

Reviewed on Sep 27, 2026

Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
$179 nightly
The price is $213 total per night from Oct 14 to Oct 15
$213 total
Oct 14 - Oct 15
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...
8/10 Very Good! (2,362 reviews)
"Room was very bare bones. Staff were not to be found and not helpful. Stairs everywhere. Have no idea what you would do if you were handicapped. Would never stay there again. Was there 4 nights and room was only cleaned one time"

Reviewed on Sep 27, 2026

The Chicago Hotel Collection Ambassador Gold Coast
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Chicago Hotels With Airport Transportation

Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2 out of 5
2881 Touhy Ave Elk Grove Village IL
$62 nightly
The price is $70 total per night from Oct 26 to Oct 27
$70 total
Oct 26 - Oct 27
Total with taxes and fees
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (2,011 reviews)
"Helpful"

Reviewed on Sep 27, 2026

Motel 6 Elk Grove Village, IL - O'Hare
Country Inn & Suites by Radisson, Chicago O'Hare South, IL

Country Inn & Suites by Radisson, Chicago O'Hare South, IL

3 out of 5
777 E Grand Avenue Bensenville IL
$100 nightly
The price is $110 total per night from Oct 18 to Oct 19
$110 total
Oct 18 - Oct 19
Total with taxes and fees
Book a stay at this golf hotel in Bensenville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport

3 out of 5
4200 North River Road Schiller Park IL
$95 nightly
The price is $109 total per night from Oct 25 to Oct 26
$109 total
Oct 25 - Oct 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Schiller Park. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and ...
Comfort Suites Chicago O'Hare Airport
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Low Priced Chicago Hotels

Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street Chicago IL
$212 nightly
The price is $252 total per night from Oct 28 to Oct 29
$252 total
Oct 28 - Oct 29
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.8/10 Good! (3,394 reviews)
"Fun neighborhood, convenient to lots of amenities. Hotel showing a little wear, but decent, no frills. Good stay for budget conscious solo travelers."

Reviewed on Sep 27, 2026

Freehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St Chicago IL
$162 nightly
The price is $193 total per night from Oct 25 to Oct 26
$193 total
Oct 25 - Oct 26
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
7.8/10 Good! (2,867 reviews)
"The room was spacious and met our needs well. Great location. Bus service was very easy to access."

Reviewed on Sep 27, 2026

Travelodge by Wyndham Downtown Chicago
Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2 out of 5
2881 Touhy Ave Elk Grove Village IL
$62 nightly
The price is $70 total per night from Oct 26 to Oct 27
$70 total
Oct 26 - Oct 27
Total with taxes and fees
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (2,011 reviews)
"Helpful"

Reviewed on Sep 27, 2026

Motel 6 Elk Grove Village, IL - O'Hare
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Family Friendly Hotels in Chicago

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4 out of 5
511 North Columbus Drive Chicago IL
$235 nightly
The price is $279 total per night from Oct 25 to Oct 26
$279 total
Oct 25 - Oct 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (3,029 reviews)
"Great hotel, location, clean, Friendly Staff,great breakfast buffet and bar, restaurant also on property. Would recommend for stays in Chicago"

Reviewed on Sep 27, 2026

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
$275 nightly
The price is $327 total per night from Oct 25 to Oct 26
$327 total
Oct 25 - Oct 26
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
Palmer House a Hilton Hotel
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
$213 nightly
The price is $253 total per night from Oct 26 to Oct 27
$253 total
Oct 26 - Oct 27
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular ...
Embassy Suites by Hilton Chicago Downtown River North
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

IND to MDW Route Info

Origin Airport
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date
IND Address & GPS
Address:
7800 Col. H. Weir Cook Memorial Drive
Indianapolis IN, 46241
United States
IATA Code:
IND
Longitude:
-86.292991
Latitude:
39.71627
Time Zone:
America/Indiana/Indianapolis
MDW Address & GPS
Address:
5700 South Cicero
Chicago IL, 60638
United States
IATA Code:
MDW
Longitude:
-87.740871
Latitude:
41.788136
Time Zone:
America/Chicago

Frequently asked questions

Are there non-stop flights from IND to Midway Airport?
If you're planning to fly from Indianapolis Airport to Midway Intl. Airport (MDW), you'll need to change planes. Southwest Airlines, Delta Air Lines and Frontier Airlines service this route with just one stopover. Use the time to stretch those legs and get something to eat.
What is the shortest flight from IND to Chicago Airport?
The shortest flight from Indianapolis Airport to Midway Intl. Airport (MDW) is around 5 hours and 9 minutes. Grab a wine from the cabin crew, start your travel journal or read a few magazines — you'll have plenty of time on this medium-haul trip.
How many hours flight from IND to Midway Intl. Airport (MDW)?
On a normal day, the flight time from Indianapolis Intl. Airport (IND) to Midway Intl. Airport (MDW) takes 5 hours and 16 minutes. If you want to be as comfortable as you can, consider upgrading your seat using air miles or cash.
What airlines have the most flights from IND to Chicago Airport?
You won't find any airlines that fly direct between Indianapolis Intl. Airport (IND) and MDW. Do your research and secure a multi-stop or one-stop plane ticket.

Map To Nearby Hotels

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.

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